diff --git a/src/DebugServer/CMakeLists.txt b/src/DebugServer/CMakeLists.txt
index 64968076..0063078a 100755
--- a/src/DebugServer/CMakeLists.txt
+++ b/src/DebugServer/CMakeLists.txt
@@ -29,6 +29,7 @@ target_sources(
         # AVR GDB RSP Server
         ${CMAKE_CURRENT_SOURCE_DIR}/Gdb/AvrGdb/AvrGdbRsp.cpp
         ${CMAKE_CURRENT_SOURCE_DIR}/Gdb/AvrGdb/TargetDescriptor.cpp
+        ${CMAKE_CURRENT_SOURCE_DIR}/Gdb/AvrGdb/DebugSession.cpp
         ${CMAKE_CURRENT_SOURCE_DIR}/Gdb/AvrGdb/CommandPackets/ReadRegisters.cpp
         ${CMAKE_CURRENT_SOURCE_DIR}/Gdb/AvrGdb/CommandPackets/ReadRegister.cpp
         ${CMAKE_CURRENT_SOURCE_DIR}/Gdb/AvrGdb/CommandPackets/WriteRegister.cpp
@@ -38,6 +39,10 @@ target_sources(
         ${CMAKE_CURRENT_SOURCE_DIR}/Gdb/AvrGdb/CommandPackets/FlashErase.cpp
         ${CMAKE_CURRENT_SOURCE_DIR}/Gdb/AvrGdb/CommandPackets/FlashWrite.cpp
         ${CMAKE_CURRENT_SOURCE_DIR}/Gdb/AvrGdb/CommandPackets/FlashDone.cpp
+        ${CMAKE_CURRENT_SOURCE_DIR}/Gdb/AvrGdb/CommandPackets/VContSupportedActionsQuery.cpp
+        ${CMAKE_CURRENT_SOURCE_DIR}/Gdb/AvrGdb/CommandPackets/VContContinueExecution.cpp
+        ${CMAKE_CURRENT_SOURCE_DIR}/Gdb/AvrGdb/CommandPackets/VContStepExecution.cpp
+        ${CMAKE_CURRENT_SOURCE_DIR}/Gdb/AvrGdb/CommandPackets/VContRangeStep.cpp
 )
 
 if (NOT EXCLUDE_INSIGHT)
diff --git a/src/DebugServer/Gdb/AvrGdb/AvrGdbRsp.cpp b/src/DebugServer/Gdb/AvrGdb/AvrGdbRsp.cpp
index b3feabb4..64df2aee 100644
--- a/src/DebugServer/Gdb/AvrGdb/AvrGdbRsp.cpp
+++ b/src/DebugServer/Gdb/AvrGdb/AvrGdbRsp.cpp
@@ -1,5 +1,7 @@
 #include "AvrGdbRsp.hpp"
 
+#include "src/Services/StringService.hpp"
+
 // Command packets
 #include "CommandPackets/ReadRegister.hpp"
 #include "CommandPackets/ReadRegisters.hpp"
@@ -10,6 +12,10 @@
 #include "CommandPackets/FlashErase.hpp"
 #include "CommandPackets/FlashWrite.hpp"
 #include "CommandPackets/FlashDone.hpp"
+#include "CommandPackets/VContSupportedActionsQuery.hpp"
+#include "CommandPackets/VContContinueExecution.hpp"
+#include "CommandPackets/VContStepExecution.hpp"
+#include "CommandPackets/VContRangeStep.hpp"
 
 namespace DebugServer::Gdb::AvrGdb
 {
@@ -24,14 +30,30 @@ namespace DebugServer::Gdb::AvrGdb
         EventFdNotifier& eventNotifier
     )
         : GdbRspDebugServer(debugServerConfig, eventListener, eventNotifier)
+        , gdbTargetDescriptor(TargetDescriptor(this->targetControllerService.getTargetDescriptor()))
     {}
 
-    void AvrGdbRsp::init() {
-        DebugServer::Gdb::GdbRspDebugServer::init();
-
-        this->gdbTargetDescriptor = TargetDescriptor(
-            this->targetControllerService.getTargetDescriptor()
+    DebugSession* AvrGdbRsp::startDebugSession(Connection&& connection) {
+        this->activeDebugSession.emplace(
+            std::move(connection),
+            this->getSupportedFeatures(),
+            this->gdbTargetDescriptor,
+            this->debugServerConfig
         );
+
+        return &*(this->activeDebugSession);
+    }
+
+    void AvrGdbRsp::endDebugSession() {
+        this->activeDebugSession.reset();
+    }
+
+    const Gdb::TargetDescriptor& AvrGdbRsp::getGdbTargetDescriptor() {
+        return this->gdbTargetDescriptor;
+    }
+
+    DebugSession* AvrGdbRsp::getActiveDebugSession() {
+        return this->activeDebugSession.has_value() ? &*(this->activeDebugSession) : nullptr;
     }
 
     std::unique_ptr<Gdb::CommandPackets::CommandPacket> AvrGdbRsp::resolveCommandPacket(
@@ -46,6 +68,10 @@ namespace DebugServer::Gdb::AvrGdb
         using AvrGdb::CommandPackets::FlashErase;
         using AvrGdb::CommandPackets::FlashWrite;
         using AvrGdb::CommandPackets::FlashDone;
+        using AvrGdb::CommandPackets::VContSupportedActionsQuery;
+        using AvrGdb::CommandPackets::VContContinueExecution;
+        using AvrGdb::CommandPackets::VContStepExecution;
+        using AvrGdb::CommandPackets::VContRangeStep;
 
         if (rawPacket.size() >= 2) {
             if (rawPacket[1] == 'p') {
@@ -61,11 +87,11 @@ namespace DebugServer::Gdb::AvrGdb
             }
 
             if (rawPacket[1] == 'm') {
-                return std::make_unique<ReadMemory>(rawPacket, this->gdbTargetDescriptor.value());
+                return std::make_unique<ReadMemory>(rawPacket, this->gdbTargetDescriptor);
             }
 
             if (rawPacket[1] == 'M') {
-                return std::make_unique<WriteMemory>(rawPacket, this->gdbTargetDescriptor.value());
+                return std::make_unique<WriteMemory>(rawPacket, this->gdbTargetDescriptor);
             }
 
             const auto rawPacketString = std::string(rawPacket.begin() + 1, rawPacket.end());
@@ -85,19 +111,109 @@ namespace DebugServer::Gdb::AvrGdb
             if (rawPacketString.find("vFlashDone") == 0) {
                 return std::make_unique<FlashDone>(rawPacket);
             }
+
+            if (rawPacketString.find("vCont?") == 0) {
+                return std::make_unique<VContSupportedActionsQuery>(rawPacket);
+            }
+
+            if (rawPacketString.find("vCont;c") == 0 || rawPacketString.find("vCont;C") == 0) {
+                return std::make_unique<VContContinueExecution>(rawPacket);
+            }
+
+            if (rawPacketString.find("vCont;s") == 0 || rawPacketString.find("vCont;S") == 0) {
+                return std::make_unique<VContStepExecution>(rawPacket);
+            }
+
+            if (this->debugServerConfig.rangeSteppingEnabled) {
+                if (rawPacketString.find("vCont;r") == 0) {
+                    return std::make_unique<VContRangeStep>(rawPacket);
+                }
+            }
         }
 
         return GdbRspDebugServer::resolveCommandPacket(rawPacket);
     }
 
     std::set<std::pair<Feature, std::optional<std::string>>> AvrGdbRsp::getSupportedFeatures() {
-        auto supportedFeatures = GdbRspDebugServer::getSupportedFeatures();
+        return {
+            {Feature::SOFTWARE_BREAKPOINTS, std::nullopt},
+            {Feature::MEMORY_MAP_READ, std::nullopt},
+            {Feature::VCONT_ACTIONS_QUERY, std::nullopt},
+        };
+    }
 
-        // The AVR GDB server supports the 'qXfer:memory-map:read' GDB command.
-        supportedFeatures.insert({
-            Feature::MEMORY_MAP_READ, std::nullopt
-        });
+    void AvrGdbRsp::handleTargetStoppedGdbResponse(Targets::TargetProgramCounter programAddress) {
+        using Services::StringService;
 
-        return supportedFeatures;
+        Logger::debug("Target stopped at byte address: 0x" + StringService::toHex(programAddress));
+
+        auto& activeRangeSteppingSession = this->activeDebugSession->activeRangeSteppingSession;
+
+        if (
+            activeRangeSteppingSession.has_value()
+            && programAddress >= activeRangeSteppingSession->range.startAddress
+            && programAddress < activeRangeSteppingSession->range.endAddress
+        ) {
+            /*
+             * The target stopped within the stepping range of an active range stepping session.
+             *
+             * We need to figure out why, and determine whether the stop should be reported to GDB.
+             */
+            if (this->activeDebugSession->externalBreakpointAddresses.contains(programAddress)) {
+                /*
+                 * The target stopped due to an external breakpoint, set by GDB.
+                 *
+                 * We have to end the range stepping session and report this to GDB.
+                 */
+                Logger::debug("Reached external breakpoint within stepping range");
+
+                this->activeDebugSession->terminateRangeSteppingSession(this->targetControllerService);
+                return GdbRspDebugServer::handleTargetStoppedGdbResponse(programAddress);
+            }
+
+            if (activeRangeSteppingSession->interceptedAddresses.contains(programAddress)) {
+                /*
+                 * The target stopped due to an intercepting breakpoint, but we're still within the stepping range,
+                 * which can only mean that we weren't sure where this instruction would lead to.
+                 *
+                 * We must perform a single step and see what happens.
+                 */
+                Logger::debug("Reached intercepting breakpoint within stepping range");
+                Logger::debug("Attempting single step from 0x" + StringService::toHex(programAddress));
+
+                activeRangeSteppingSession->singleStepping = true;
+                this->targetControllerService.stepTargetExecution(std::nullopt);
+                return;
+            }
+
+            if (activeRangeSteppingSession->singleStepping) {
+                /*
+                 * We performed a single step once and we're still within the stepping range, so we're good to
+                 * continue the range stepping session.
+                 */
+                Logger::debug("Completed single step from an intercepted address - PC still within stepping range");
+                Logger::debug("Continuing range stepping");
+
+                activeRangeSteppingSession->singleStepping = false;
+                this->targetControllerService.continueTargetExecution(std::nullopt, std::nullopt);
+                return;
+            }
+
+            /*
+             * If we get here, the target stopped for an unknown reason that doesn't seem to have anything to do with
+             * the active range stepping session.
+             *
+             * This could be due to a permanent breakpoint in the target's program code.
+             *
+             * We have to end the range stepping session and report the stop to GDB.
+             */
+            Logger::debug("Target stopped within stepping range, but for an unknown reason");
+
+            this->activeDebugSession->terminateRangeSteppingSession(this->targetControllerService);
+            return GdbRspDebugServer::handleTargetStoppedGdbResponse(programAddress);
+        }
+
+        // Report the stop to GDB
+        return GdbRspDebugServer::handleTargetStoppedGdbResponse(programAddress);
     }
 }
diff --git a/src/DebugServer/Gdb/AvrGdb/AvrGdbRsp.hpp b/src/DebugServer/Gdb/AvrGdb/AvrGdbRsp.hpp
index b294b91d..77e6e61b 100644
--- a/src/DebugServer/Gdb/AvrGdb/AvrGdbRsp.hpp
+++ b/src/DebugServer/Gdb/AvrGdb/AvrGdbRsp.hpp
@@ -3,6 +3,7 @@
 #include <cstdint>
 
 #include "TargetDescriptor.hpp"
+#include "DebugSession.hpp"
 
 #include "src/DebugServer/Gdb/GdbRspDebugServer.hpp"
 
@@ -22,19 +23,37 @@ namespace DebugServer::Gdb::AvrGdb
         }
 
     protected:
-        void init() override;
+        DebugSession* startDebugSession(Connection&& connection) override;
 
-        const Gdb::TargetDescriptor& getGdbTargetDescriptor() override {
-            return this->gdbTargetDescriptor.value();
-        }
+        void endDebugSession() override;
+
+        const Gdb::TargetDescriptor& getGdbTargetDescriptor() override;
+
+        DebugSession* getActiveDebugSession() override;
 
         std::unique_ptr<Gdb::CommandPackets::CommandPacket> resolveCommandPacket(
             const RawPacket& rawPacket
         ) override;
 
-        std::set<std::pair<Feature, std::optional<std::string>>> getSupportedFeatures() override;
+        /**
+         * Should return a set of GDB features supported by the AVR GDB server. Each supported feature may come with an
+         * optional value.
+         *
+         * The set of features returned by this function will be stored against the active debug session object.
+         *
+         * @return
+         */
+        std::set<std::pair<Feature, std::optional<std::string>>> getSupportedFeatures();
+
+        void handleTargetStoppedGdbResponse(Targets::TargetProgramCounter programAddress) override;
 
     private:
-        std::optional<TargetDescriptor> gdbTargetDescriptor;
+        TargetDescriptor gdbTargetDescriptor;
+
+        /**
+         * When a connection with a GDB client is established, a new instance of the DebugSession class is created and
+         * held here. A value of std::nullopt means there is no active debug session present.
+         */
+        std::optional<DebugSession> activeDebugSession;
     };
 }
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashDone.cpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashDone.cpp
index 3538d6d3..8299a45f 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashDone.cpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashDone.cpp
@@ -19,7 +19,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         : CommandPacket(rawPacket)
     {}
 
-    void FlashDone::handle(DebugSession& debugSession, TargetControllerService& targetControllerService) {
+    void FlashDone::handle(Gdb::DebugSession& debugSession, TargetControllerService& targetControllerService) {
         Logger::info("Handling FlashDone packet");
 
         try {
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashDone.hpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashDone.hpp
index 498a0f6f..8378dc28 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashDone.hpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashDone.hpp
@@ -19,7 +19,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         explicit FlashDone(const RawPacket& rawPacket);
 
         void handle(
-            DebugSession& debugSession,
+            Gdb::DebugSession& debugSession,
             Services::TargetControllerService& targetControllerService
         ) override;
     };
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashErase.cpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashErase.cpp
index 32b32183..70c1167d 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashErase.cpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashErase.cpp
@@ -48,7 +48,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         }
     }
 
-    void FlashErase::handle(DebugSession& debugSession, TargetControllerService& targetControllerService) {
+    void FlashErase::handle(Gdb::DebugSession& debugSession, TargetControllerService& targetControllerService) {
         Logger::info("Handling FlashErase packet");
 
         try {
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashErase.hpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashErase.hpp
index 004309f7..c263352a 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashErase.hpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashErase.hpp
@@ -23,7 +23,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         explicit FlashErase(const RawPacket& rawPacket);
 
         void handle(
-            DebugSession& debugSession,
+            Gdb::DebugSession& debugSession,
             Services::TargetControllerService& targetControllerService
         ) override;
     };
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashWrite.cpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashWrite.cpp
index b1cb28bb..5eac7967 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashWrite.cpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashWrite.cpp
@@ -48,7 +48,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         this->buffer = Targets::TargetMemoryBuffer(colonIt + 1, this->data.end());
     }
 
-    void FlashWrite::handle(DebugSession& debugSession, TargetControllerService& targetControllerService) {
+    void FlashWrite::handle(Gdb::DebugSession& debugSession, TargetControllerService& targetControllerService) {
         Logger::info("Handling FlashWrite packet");
 
         try {
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashWrite.hpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashWrite.hpp
index 2aa2e955..4d4f759a 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashWrite.hpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/FlashWrite.hpp
@@ -23,7 +23,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         explicit FlashWrite(const RawPacket& rawPacket);
 
         void handle(
-            DebugSession& debugSession,
+            Gdb::DebugSession& debugSession,
             Services::TargetControllerService& targetControllerService
         ) override;
     };
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadMemory.cpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadMemory.cpp
index acc7bf6f..098e70e3 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadMemory.cpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadMemory.cpp
@@ -62,7 +62,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         }
     }
 
-    void ReadMemory::handle(DebugSession& debugSession, TargetControllerService& targetControllerService) {
+    void ReadMemory::handle(Gdb::DebugSession& debugSession, TargetControllerService& targetControllerService) {
         Logger::info("Handling ReadMemory packet");
 
         try {
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadMemory.hpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadMemory.hpp
index 998c12e1..4b71bf3b 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadMemory.hpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadMemory.hpp
@@ -35,7 +35,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         explicit ReadMemory(const RawPacket& rawPacket, const Gdb::TargetDescriptor& gdbTargetDescriptor);
 
         void handle(
-            DebugSession& debugSession,
+            Gdb::DebugSession& debugSession,
             Services::TargetControllerService& targetControllerService
         ) override;
     };
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadMemoryMap.cpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadMemoryMap.cpp
index f64f0c5d..2b957e35 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadMemoryMap.cpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadMemoryMap.cpp
@@ -50,7 +50,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         }
     }
 
-    void ReadMemoryMap::handle(DebugSession& debugSession, TargetControllerService& targetControllerService) {
+    void ReadMemoryMap::handle(Gdb::DebugSession& debugSession, TargetControllerService& targetControllerService) {
         Logger::info("Handling ReadMemoryMap packet");
 
         using Targets::TargetMemoryType;
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadMemoryMap.hpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadMemoryMap.hpp
index ecfb87a7..09ce2d28 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadMemoryMap.hpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadMemoryMap.hpp
@@ -26,7 +26,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         explicit ReadMemoryMap(const RawPacket& rawPacket);
 
         void handle(
-            DebugSession& debugSession,
+            Gdb::DebugSession& debugSession,
             Services::TargetControllerService& targetControllerService
         ) override;
     };
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadRegister.cpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadRegister.cpp
index 804ec259..fdd16616 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadRegister.cpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadRegister.cpp
@@ -34,7 +34,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         );
     }
 
-    void ReadRegister::handle(DebugSession& debugSession, TargetControllerService& targetControllerService) {
+    void ReadRegister::handle(Gdb::DebugSession& debugSession, TargetControllerService& targetControllerService) {
         Logger::info("Handling ReadRegister packet");
 
         try {
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadRegister.hpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadRegister.hpp
index c35658a4..6eb43194 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadRegister.hpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadRegister.hpp
@@ -18,7 +18,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         explicit ReadRegister(const RawPacket& rawPacket);
 
         void handle(
-            DebugSession& debugSession,
+            Gdb::DebugSession& debugSession,
             Services::TargetControllerService& targetControllerService
         ) override;
     };
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadRegisters.cpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadRegisters.cpp
index fd432edf..f17dde27 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadRegisters.cpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadRegisters.cpp
@@ -27,7 +27,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         : CommandPacket(rawPacket)
     {}
 
-    void ReadRegisters::handle(DebugSession& debugSession, TargetControllerService& targetControllerService) {
+    void ReadRegisters::handle(Gdb::DebugSession& debugSession, TargetControllerService& targetControllerService) {
         Logger::info("Handling ReadRegisters packet");
 
         try {
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadRegisters.hpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadRegisters.hpp
index c85e22eb..788b7ccf 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadRegisters.hpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/ReadRegisters.hpp
@@ -18,7 +18,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         explicit ReadRegisters(const RawPacket& rawPacket);
 
         void handle(
-            DebugSession& debugSession,
+            Gdb::DebugSession& debugSession,
             Services::TargetControllerService& targetControllerService
         ) override;
     };
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContContinueExecution.cpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContContinueExecution.cpp
new file mode 100644
index 00000000..ecbe933c
--- /dev/null
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContContinueExecution.cpp
@@ -0,0 +1,29 @@
+#include "VContContinueExecution.hpp"
+
+#include "src/DebugServer/Gdb/ResponsePackets/ErrorResponsePacket.hpp"
+
+namespace DebugServer::Gdb::AvrGdb::CommandPackets
+{
+    using Services::TargetControllerService;
+
+    using ResponsePackets::ErrorResponsePacket;
+
+    using ::Exceptions::Exception;
+
+    VContContinueExecution::VContContinueExecution(const RawPacket& rawPacket)
+        : CommandPacket(rawPacket)
+    {}
+
+    void VContContinueExecution::handle(Gdb::DebugSession& debugSession, TargetControllerService& targetControllerService) {
+        Logger::info("Handling VContContinueExecution packet");
+
+        try {
+            targetControllerService.continueTargetExecution(std::nullopt, std::nullopt);
+            debugSession.waitingForBreak = true;
+
+        } catch (const Exception& exception) {
+            Logger::error("Failed to continue execution on target - " + exception.getMessage());
+            debugSession.connection.writePacket(ErrorResponsePacket());
+        }
+    }
+}
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContContinueExecution.hpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContContinueExecution.hpp
new file mode 100644
index 00000000..cff79062
--- /dev/null
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContContinueExecution.hpp
@@ -0,0 +1,23 @@
+#pragma once
+
+#include <cstdint>
+
+#include "src/DebugServer/Gdb/CommandPackets/CommandPacket.hpp"
+
+namespace DebugServer::Gdb::AvrGdb::CommandPackets
+{
+    /**
+     * The VContContinueExecution class implements a structure for "vCont;c" and "vCont;C" packets. These packets
+     * instruct the server to continue execution on the target.
+     */
+    class VContContinueExecution: public Gdb::CommandPackets::CommandPacket
+    {
+    public:
+        explicit VContContinueExecution(const RawPacket& rawPacket);
+
+        void handle(
+            Gdb::DebugSession& debugSession,
+            Services::TargetControllerService& targetControllerService
+        ) override;
+    };
+}
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContRangeStep.cpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContRangeStep.cpp
new file mode 100644
index 00000000..b1ab4f72
--- /dev/null
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContRangeStep.cpp
@@ -0,0 +1,216 @@
+#include "VContRangeStep.hpp"
+
+#include <string>
+
+#include "src/Services/Avr8InstructionService.hpp"
+#include "src/Services/StringService.hpp"
+#include "src/Services/PathService.hpp"
+
+#include "src/DebugServer/Gdb/ResponsePackets/ErrorResponsePacket.hpp"
+#include "src/Exceptions/Exception.hpp"
+#include "src/Logger/Logger.hpp"
+
+namespace DebugServer::Gdb::AvrGdb::CommandPackets
+{
+    using Services::TargetControllerService;
+
+    using ResponsePackets::ErrorResponsePacket;
+
+    using ::Exceptions::Exception;
+
+    VContRangeStep::VContRangeStep(const RawPacket& rawPacket)
+        : CommandPacket(rawPacket)
+    {
+        if (this->data.size() < 10) {
+            throw Exception("Unexpected VContRangeStep packet size");
+        }
+
+        /*
+         * A single vCont packet can consist of multiple actions - we don't accommodate this ATM. We only focus on
+         * the first action in the packet.
+         *
+         * We also ignore the thread id (as it's not necessary here).
+         */
+
+        const auto commandData = std::string(this->data.begin() + 7, this->data.end());
+
+        const auto delimiterPosition = commandData.find(',');
+        const auto threadIdDelimiterPosition = commandData.find(':');
+
+        if (delimiterPosition == std::string::npos || delimiterPosition >= (commandData.size() - 1)) {
+            throw Exception("Invalid VContRangeStep packet");
+        }
+
+        const auto& delimiterIt = commandData.begin() + static_cast<decltype(commandData)::difference_type>(
+                delimiterPosition
+        );
+        const auto startAddressHex = std::string(commandData.begin(), delimiterIt);
+        const auto endAddressHex = std::string(
+            delimiterIt + 1,
+            threadIdDelimiterPosition != std::string::npos
+                ? commandData.begin() + static_cast<decltype(commandData)::difference_type>(threadIdDelimiterPosition)
+                : commandData.end()
+        );
+
+        this->startAddress = static_cast<Targets::TargetProgramCounter>(std::stoi(startAddressHex, nullptr, 16));
+        this->endAddress = static_cast<Targets::TargetProgramCounter>(std::stoi(endAddressHex, nullptr, 16));
+    }
+
+    void VContRangeStep::handle(Gdb::DebugSession& debugSession, TargetControllerService& targetControllerService) {
+        using Services::Avr8InstructionService;
+        using Services::StringService;
+
+        Logger::info("Handling VContRangeStep packet");
+
+        Logger::debug("Requested stepping range start address: 0x" + StringService::toHex(this->startAddress));
+        Logger::debug("Requested stepping range end address (exclusive): 0x" + StringService::toHex(this->endAddress));
+
+        try {
+            const auto& targetDescriptor = debugSession.gdbTargetDescriptor.targetDescriptor;
+            const auto& programMemoryAddressRange = targetDescriptor.memoryDescriptorsByType.at(
+                targetDescriptor.programMemoryType
+            ).addressRange;
+
+            if (
+                this->startAddress >= this->endAddress
+                || (this->startAddress % 2) != 0
+                || (this->endAddress % 2) != 0
+                || this->startAddress < programMemoryAddressRange.startAddress
+                || this->endAddress > programMemoryAddressRange.endAddress
+            ) {
+                throw Exception("Invalid address range in VContRangeStep");
+            }
+
+            if (debugSession.activeRangeSteppingSession.has_value()) {
+                Logger::warning(
+                    "Attempted to start new range stepping session with one already active - terminating active session"
+                );
+                debugSession.terminateRangeSteppingSession(targetControllerService);
+            }
+
+            if ((this->endAddress - this->startAddress) == 2) {
+                // Single step requested. No need for a range step here.
+                targetControllerService.stepTargetExecution(std::nullopt);
+                debugSession.waitingForBreak = true;
+                return;
+            }
+
+            const auto addressRange = Targets::TargetMemoryAddressRange(this->startAddress, this->endAddress);
+            auto rangeSteppingSession = RangeSteppingSession(addressRange, {});
+
+            const auto instructionsByAddress = Avr8InstructionService::fetchInstructions(
+                addressRange,
+                targetDescriptor,
+                targetControllerService
+            );
+
+            Logger::debug(
+                "Inspecting " + std::to_string(instructionsByAddress.size()) + " instructions within stepping range "
+                "(byte addresses) 0x" + StringService::toHex(addressRange.startAddress) + " -> 0x"
+                + StringService::toHex(addressRange.endAddress) + ", in preparation for new range stepping session"
+            );
+
+            for (const auto& [instructionAddress, instruction] : instructionsByAddress) {
+                if (!instruction.has_value()) {
+                    /*
+                     * We weren't able to decode the opcode at this address. We have no idea what this instruction
+                     * will do.
+                     */
+                    Logger::error(
+                        "Failed to decode AVR8 opcode at byte address 0x" + StringService::toHex(instructionAddress)
+                        + " - the instruction will have to be intercepted. Please enable debug logging, reproduce "
+                        "this message and report as an issue via " + Services::PathService::homeDomainName()
+                        + "/report-issue"
+                    );
+
+                    /*
+                     * We have no choice but to intercept it. When we reach it, we'll perform a single step and see
+                     * what happens.
+                     */
+                    rangeSteppingSession.interceptedAddresses.insert(instructionAddress);
+                    continue;
+                }
+
+                if (instruction->canChangeProgramFlow) {
+                    const auto destinationAddress = Avr8InstructionService::resolveProgramDestinationAddress(
+                        *instruction,
+                        instructionAddress,
+                        instructionsByAddress
+                    );
+
+                    if (!destinationAddress.has_value()) {
+                        /*
+                         * We don't know where this instruction may jump to, so we'll have to intercept it and perform
+                         * a single step when we reach it.
+                         */
+                        Logger::debug(
+                            "Intercepting CCPF instruction (\"" + instruction->name + "\") at byte address 0x"
+                            + StringService::toHex(instructionAddress)
+                        );
+                        rangeSteppingSession.interceptedAddresses.insert(instructionAddress);
+                        continue;
+                    }
+
+                    if (
+                        *destinationAddress < programMemoryAddressRange.startAddress
+                        || *destinationAddress > programMemoryAddressRange.endAddress
+                    ) {
+                        /*
+                         * This instruction may jump to an invalid address. Someone screwed up here - could be
+                         * something wrong in Bloom (opcode decoding bug, incorrect program memory address range in
+                         * the target descriptor, etc.), or the user has an invalid instruction in their program code.
+                         *
+                         * We have no choice but to intercept the instruction. When we reach it, we'll perform a single
+                         * step and see what happens.
+                         */
+                        Logger::debug(
+                            "Intercepting CCPF instruction (\"" + instruction->name + "\") with invalid destination "
+                            "byte address (0x" + StringService::toHex(*destinationAddress) + "), at byte address 0x"
+                            + StringService::toHex(instructionAddress)
+                        );
+                        rangeSteppingSession.interceptedAddresses.insert(instructionAddress);
+                        continue;
+                    }
+
+                    if (
+                        *destinationAddress < addressRange.startAddress
+                        || *destinationAddress >= addressRange.endAddress
+                    ) {
+                        /*
+                         * This instruction may jump to an address outside the requested stepping range.
+                         *
+                         * Because we know exactly where it will jump to (if it jumps), we only need to intercept the
+                         * destination address.
+                         */
+                        Logger::debug(
+                            "Intercepting CCPF instruction (\"" + instruction->name + "\") at destination byte address "
+                            "0x" + StringService::toHex(*destinationAddress)
+                        );
+                        rangeSteppingSession.interceptedAddresses.insert(*destinationAddress);
+                    }
+                }
+
+                const auto subsequentInstructionAddress = instructionAddress + instruction->byteSize;
+                if (subsequentInstructionAddress >= addressRange.endAddress) {
+                    /*
+                     * Once this instruction has been executed, we'll end up outside the stepping range (so we'll want
+                     * to stop there and report back to GDB).
+                     */
+                    Logger::debug(
+                        "Intercepting subsequent instruction at byte address 0x"
+                        + StringService::toHex(subsequentInstructionAddress)
+                    );
+                    rangeSteppingSession.interceptedAddresses.insert(subsequentInstructionAddress);
+                }
+            }
+
+            debugSession.startRangeSteppingSession(std::move(rangeSteppingSession), targetControllerService);
+            targetControllerService.continueTargetExecution(std::nullopt, std::nullopt);
+            debugSession.waitingForBreak = true;
+
+        } catch (const Exception& exception) {
+            Logger::error("Failed to start new range stepping session - " + exception.getMessage());
+            debugSession.connection.writePacket(ErrorResponsePacket());
+        }
+    }
+}
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContRangeStep.hpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContRangeStep.hpp
new file mode 100644
index 00000000..66cc3361
--- /dev/null
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContRangeStep.hpp
@@ -0,0 +1,29 @@
+#pragma once
+
+#include <cstdint>
+
+#include "src/DebugServer/Gdb/CommandPackets/CommandPacket.hpp"
+
+#include "src/Targets/TargetMemory.hpp"
+
+namespace DebugServer::Gdb::AvrGdb::CommandPackets
+{
+    /**
+     * The VContRangeStep class implements a structure for the "vCont;r" packet. This packet instructs the server to
+     * step through a particular address range, and only report back to GDB when execution leaves that range, or when an
+     * external breakpoint has been reached.
+     */
+    class VContRangeStep: public Gdb::CommandPackets::CommandPacket
+    {
+    public:
+        Targets::TargetProgramCounter startAddress;
+        Targets::TargetProgramCounter endAddress;
+
+        explicit VContRangeStep(const RawPacket& rawPacket);
+
+        void handle(
+            Gdb::DebugSession& debugSession,
+            Services::TargetControllerService& targetControllerService
+        ) override;
+    };
+}
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContStepExecution.cpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContStepExecution.cpp
new file mode 100644
index 00000000..798606dc
--- /dev/null
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContStepExecution.cpp
@@ -0,0 +1,29 @@
+#include "VContStepExecution.hpp"
+
+#include "src/DebugServer/Gdb/ResponsePackets/ErrorResponsePacket.hpp"
+
+namespace DebugServer::Gdb::AvrGdb::CommandPackets
+{
+    using Services::TargetControllerService;
+
+    using ResponsePackets::ErrorResponsePacket;
+
+    using ::Exceptions::Exception;
+
+    VContStepExecution::VContStepExecution(const RawPacket& rawPacket)
+        : CommandPacket(rawPacket)
+    {}
+
+    void VContStepExecution::handle(Gdb::DebugSession& debugSession, TargetControllerService& targetControllerService) {
+        Logger::info("Handling VContStepExecution packet");
+
+        try {
+            targetControllerService.stepTargetExecution(std::nullopt);
+            debugSession.waitingForBreak = true;
+
+        } catch (const Exception& exception) {
+            Logger::error("Failed to step execution on target - " + exception.getMessage());
+            debugSession.connection.writePacket(ErrorResponsePacket());
+        }
+    }
+}
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContStepExecution.hpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContStepExecution.hpp
new file mode 100644
index 00000000..7c341c3e
--- /dev/null
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContStepExecution.hpp
@@ -0,0 +1,22 @@
+#pragma once
+
+#include <cstdint>
+
+#include "src/DebugServer/Gdb/CommandPackets/CommandPacket.hpp"
+
+namespace DebugServer::Gdb::AvrGdb::CommandPackets
+{
+    /**
+     * The VContStepExecution class implements a structure for "vCont;s" and "vCont;S" packets.
+     */
+    class VContStepExecution: public Gdb::CommandPackets::CommandPacket
+    {
+    public:
+        explicit VContStepExecution(const RawPacket& rawPacket);
+
+        void handle(
+            Gdb::DebugSession& debugSession,
+            Services::TargetControllerService& targetControllerService
+        ) override;
+    };
+}
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContSupportedActionsQuery.cpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContSupportedActionsQuery.cpp
new file mode 100644
index 00000000..cf267c8e
--- /dev/null
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContSupportedActionsQuery.cpp
@@ -0,0 +1,26 @@
+#include "VContSupportedActionsQuery.hpp"
+
+#include "src/DebugServer/Gdb/ResponsePackets/ResponsePacket.hpp"
+
+#include "src/Logger/Logger.hpp"
+
+namespace DebugServer::Gdb::AvrGdb::CommandPackets
+{
+    using Services::TargetControllerService;
+
+    VContSupportedActionsQuery::VContSupportedActionsQuery(const RawPacket& rawPacket)
+        : CommandPacket(rawPacket)
+    {}
+
+    void VContSupportedActionsQuery::handle(Gdb::DebugSession& debugSession, TargetControllerService& targetControllerService) {
+        Logger::info("Handling VContSupportedActionsQuery packet");
+
+        // Respond with a SupportedFeaturesResponse packet, listing all supported GDB features by Bloom
+        debugSession.connection.writePacket(ResponsePackets::ResponsePacket(
+            debugSession.serverConfig.rangeSteppingEnabled
+                ? "vCont;c;C;s;S;r"
+                : "vCont;c;C;s;S"
+            )
+        );
+    }
+}
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContSupportedActionsQuery.hpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContSupportedActionsQuery.hpp
new file mode 100644
index 00000000..c2575276
--- /dev/null
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/VContSupportedActionsQuery.hpp
@@ -0,0 +1,26 @@
+#pragma once
+
+#include <string>
+#include <set>
+
+#include "src/DebugServer/Gdb/CommandPackets/CommandPacket.hpp"
+
+namespace DebugServer::Gdb::AvrGdb::CommandPackets
+{
+    /**
+     * The VContSupportedActionsQuery command packet is a query from the GDB client, requesting a list of vCont actions
+     * supported by the server.
+     *
+     * Responses to this command packet should take the form of a ResponsePackets::SupportedFeaturesResponse.
+     */
+    class VContSupportedActionsQuery: public Gdb::CommandPackets::CommandPacket
+    {
+    public:
+        explicit VContSupportedActionsQuery(const RawPacket& rawPacket);
+
+        void handle(
+            Gdb::DebugSession& debugSession,
+            Services::TargetControllerService& targetControllerService
+        ) override;
+    };
+}
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/WriteMemory.cpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/WriteMemory.cpp
index 0f64b37c..f7fd5e1e 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/WriteMemory.cpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/WriteMemory.cpp
@@ -68,7 +68,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         }
     }
 
-    void WriteMemory::handle(DebugSession& debugSession, TargetControllerService& targetControllerService) {
+    void WriteMemory::handle(Gdb::DebugSession& debugSession, TargetControllerService& targetControllerService) {
         Logger::info("Handling WriteMemory packet");
 
         try {
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/WriteMemory.hpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/WriteMemory.hpp
index 7d50c5a0..c4542697 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/WriteMemory.hpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/WriteMemory.hpp
@@ -35,7 +35,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         explicit WriteMemory(const RawPacket& rawPacket, const Gdb::TargetDescriptor& gdbTargetDescriptor);
 
         void handle(
-            DebugSession& debugSession,
+            Gdb::DebugSession& debugSession,
             Services::TargetControllerService& targetControllerService
         ) override;
     };
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/WriteRegister.cpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/WriteRegister.cpp
index aad4865f..54bfdef7 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/WriteRegister.cpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/WriteRegister.cpp
@@ -46,7 +46,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         std::reverse(this->registerValue.begin(), this->registerValue.end());
     }
 
-    void WriteRegister::handle(DebugSession& debugSession, TargetControllerService& targetControllerService) {
+    void WriteRegister::handle(Gdb::DebugSession& debugSession, TargetControllerService& targetControllerService) {
         Logger::info("Handling WriteRegister packet");
 
         try {
diff --git a/src/DebugServer/Gdb/AvrGdb/CommandPackets/WriteRegister.hpp b/src/DebugServer/Gdb/AvrGdb/CommandPackets/WriteRegister.hpp
index bb664f1e..9ef7a489 100644
--- a/src/DebugServer/Gdb/AvrGdb/CommandPackets/WriteRegister.hpp
+++ b/src/DebugServer/Gdb/AvrGdb/CommandPackets/WriteRegister.hpp
@@ -21,7 +21,7 @@ namespace DebugServer::Gdb::AvrGdb::CommandPackets
         explicit WriteRegister(const RawPacket& rawPacket);
 
         void handle(
-            DebugSession& debugSession,
+            Gdb::DebugSession& debugSession,
             Services::TargetControllerService& targetControllerService
         ) override;
     };
diff --git a/src/DebugServer/Gdb/AvrGdb/DebugSession.cpp b/src/DebugServer/Gdb/AvrGdb/DebugSession.cpp
new file mode 100644
index 00000000..8f12f26e
--- /dev/null
+++ b/src/DebugServer/Gdb/AvrGdb/DebugSession.cpp
@@ -0,0 +1,18 @@
+#include "DebugSession.hpp"
+
+namespace DebugServer::Gdb::AvrGdb
+{
+    DebugSession::DebugSession(
+        Connection&& connection,
+        const std::set<std::pair<Feature, std::optional<std::string>>>& supportedFeatures,
+        const TargetDescriptor& targetDescriptor,
+        const GdbDebugServerConfig& serverConfig
+    )
+        : Gdb::DebugSession(
+            std::move(connection),
+            supportedFeatures,
+            targetDescriptor,
+            serverConfig
+        )
+    {}
+}
diff --git a/src/DebugServer/Gdb/AvrGdb/DebugSession.hpp b/src/DebugServer/Gdb/AvrGdb/DebugSession.hpp
new file mode 100644
index 00000000..26876799
--- /dev/null
+++ b/src/DebugServer/Gdb/AvrGdb/DebugSession.hpp
@@ -0,0 +1,19 @@
+#pragma once
+
+#include "src/DebugServer/Gdb/DebugSession.hpp"
+
+#include "TargetDescriptor.hpp"
+
+namespace DebugServer::Gdb::AvrGdb
+{
+    class DebugSession final: public Gdb::DebugSession
+    {
+    public:
+        DebugSession(
+            Connection&& connection,
+            const std::set<std::pair<Feature, std::optional<std::string>>>& supportedFeatures,
+            const TargetDescriptor& targetDescriptor,
+            const GdbDebugServerConfig& serverConfig
+        );
+    };
+}
diff --git a/src/DebugServer/Gdb/CommandPackets/InterruptExecution.cpp b/src/DebugServer/Gdb/CommandPackets/InterruptExecution.cpp
index edc55954..2791ca76 100644
--- a/src/DebugServer/Gdb/CommandPackets/InterruptExecution.cpp
+++ b/src/DebugServer/Gdb/CommandPackets/InterruptExecution.cpp
@@ -26,8 +26,13 @@ namespace DebugServer::Gdb::CommandPackets
 
         try {
             targetControllerService.stopTargetExecution();
-            debugSession.connection.writePacket(TargetStopped(Signal::INTERRUPTED));
+
+            if (debugSession.activeRangeSteppingSession.has_value()) {
+                debugSession.terminateRangeSteppingSession(targetControllerService);
+            }
+
             debugSession.waitingForBreak = false;
+            debugSession.connection.writePacket(TargetStopped(Signal::INTERRUPTED));
 
         } catch (const Exception& exception) {
             Logger::error("Failed to interrupt execution - " + exception.getMessage());
diff --git a/src/DebugServer/Gdb/CommandPackets/RemoveBreakpoint.cpp b/src/DebugServer/Gdb/CommandPackets/RemoveBreakpoint.cpp
index 532b9b12..79555199 100644
--- a/src/DebugServer/Gdb/CommandPackets/RemoveBreakpoint.cpp
+++ b/src/DebugServer/Gdb/CommandPackets/RemoveBreakpoint.cpp
@@ -56,7 +56,7 @@ namespace DebugServer::Gdb::CommandPackets
         try {
             Logger::debug("Removing breakpoint at address " + std::to_string(this->address));
 
-            targetControllerService.removeBreakpoint(TargetBreakpoint(this->address));
+            debugSession.removeExternalBreakpoint(TargetBreakpoint(this->address), targetControllerService);
             debugSession.connection.writePacket(OkResponsePacket());
 
         } catch (const Exception& exception) {
diff --git a/src/DebugServer/Gdb/CommandPackets/SetBreakpoint.cpp b/src/DebugServer/Gdb/CommandPackets/SetBreakpoint.cpp
index 5c3aef4a..285f9abd 100644
--- a/src/DebugServer/Gdb/CommandPackets/SetBreakpoint.cpp
+++ b/src/DebugServer/Gdb/CommandPackets/SetBreakpoint.cpp
@@ -65,7 +65,7 @@ namespace DebugServer::Gdb::CommandPackets
                 return;
             }
 
-            targetControllerService.setBreakpoint(TargetBreakpoint(this->address));
+            debugSession.setExternalBreakpoint(TargetBreakpoint(this->address), targetControllerService);
             debugSession.connection.writePacket(OkResponsePacket());
 
         } catch (const Exception& exception) {
diff --git a/src/DebugServer/Gdb/DebugSession.cpp b/src/DebugServer/Gdb/DebugSession.cpp
index 838afbbd..b321d766 100644
--- a/src/DebugServer/Gdb/DebugSession.cpp
+++ b/src/DebugServer/Gdb/DebugSession.cpp
@@ -25,4 +25,88 @@ namespace DebugServer::Gdb
     DebugSession::~DebugSession() {
         EventManager::triggerEvent(std::make_shared<Events::DebugSessionFinished>());
     }
+
+    void DebugSession::setInternalBreakpoint(
+        const Targets::TargetBreakpoint& breakpoint,
+        Services::TargetControllerService& targetControllerService
+    ) {
+        if (this->internalBreakpointAddresses.contains(breakpoint.address)) {
+            return;
+        }
+
+        if (!this->externalBreakpointAddresses.contains(breakpoint.address)) {
+            targetControllerService.setBreakpoint(breakpoint);
+        }
+
+        this->internalBreakpointAddresses.insert(breakpoint.address);
+    }
+
+    void DebugSession::removeInternalBreakpoint(
+        const Targets::TargetBreakpoint& breakpoint,
+        Services::TargetControllerService& targetControllerService
+    ) {
+        if (!this->internalBreakpointAddresses.contains(breakpoint.address)) {
+            return;
+        }
+
+        if (!this->externalBreakpointAddresses.contains(breakpoint.address)) {
+            targetControllerService.removeBreakpoint(breakpoint);
+        }
+
+        this->internalBreakpointAddresses.erase(breakpoint.address);
+    }
+
+    void DebugSession::setExternalBreakpoint(
+        const Targets::TargetBreakpoint& breakpoint,
+        Services::TargetControllerService& targetControllerService
+    ) {
+        if (this->externalBreakpointAddresses.contains(breakpoint.address)) {
+            return;
+        }
+
+        if (!this->internalBreakpointAddresses.contains(breakpoint.address)) {
+            targetControllerService.setBreakpoint(breakpoint);
+        }
+
+        this->externalBreakpointAddresses.insert(breakpoint.address);
+    }
+
+    void DebugSession::removeExternalBreakpoint(
+        const Targets::TargetBreakpoint& breakpoint,
+        Services::TargetControllerService& targetControllerService
+    ) {
+        if (!this->externalBreakpointAddresses.contains(breakpoint.address)) {
+            return;
+        }
+
+        if (!this->internalBreakpointAddresses.contains(breakpoint.address)) {
+            targetControllerService.removeBreakpoint(breakpoint);
+        }
+
+        this->externalBreakpointAddresses.erase(breakpoint.address);
+    }
+
+    void DebugSession::startRangeSteppingSession(
+        RangeSteppingSession&& session,
+        Services::TargetControllerService& targetControllerService
+    ) {
+        for (const auto& interceptAddress : session.interceptedAddresses) {
+            this->setInternalBreakpoint(Targets::TargetBreakpoint(interceptAddress), targetControllerService);
+        }
+
+        this->activeRangeSteppingSession = std::move(session);
+    }
+
+    void DebugSession::terminateRangeSteppingSession(Services::TargetControllerService& targetControllerService) {
+        if (!this->activeRangeSteppingSession.has_value()) {
+            return;
+        }
+
+        // Clear all intercepting breakpoints
+        for (const auto& interceptAddress : this->activeRangeSteppingSession->interceptedAddresses) {
+            this->removeInternalBreakpoint(Targets::TargetBreakpoint(interceptAddress), targetControllerService);
+        }
+
+        this->activeRangeSteppingSession.reset();
+    }
 }
diff --git a/src/DebugServer/Gdb/DebugSession.hpp b/src/DebugServer/Gdb/DebugSession.hpp
index 367a53fb..9d0eb28c 100644
--- a/src/DebugServer/Gdb/DebugSession.hpp
+++ b/src/DebugServer/Gdb/DebugSession.hpp
@@ -2,14 +2,19 @@
 
 #include <cstdint>
 #include <optional>
+#include <set>
 
 #include "TargetDescriptor.hpp"
 #include "GdbDebugServerConfig.hpp"
 #include "Connection.hpp"
 #include "Feature.hpp"
 #include "ProgrammingSession.hpp"
+#include "RangeSteppingSession.hpp"
 
 #include "src/Targets/TargetMemory.hpp"
+#include "src/Targets/TargetBreakpoint.hpp"
+
+#include "src/Services/TargetControllerService.hpp"
 
 namespace DebugServer::Gdb
 {
@@ -37,6 +42,22 @@ namespace DebugServer::Gdb
          */
         const GdbDebugServerConfig& serverConfig;
 
+        /**
+         * During a debug session, we can set two types of breakpoints: internal and external.
+         *
+         * - Internal breakpoints are set by Bloom's GDB server, for reasons that are specific to Bloom's internals.
+         *   For example, we use internal breakpoints to facilitate range stepping sessions, where we place
+         *   intercepting breakpoints in places where we suspect the target will leave the stepping range.
+         *
+         * - External breakpoints are requested by the connected client (GDB), typically on behalf of the user.
+         *   Sometimes GDB will set some internal breakpoints of its own, but from our perspective these are considered
+         *   to be external breakpoints.
+         *
+         * We track internal and external breakpoints separately.
+         */
+        std::set<Targets::TargetMemoryAddress> internalBreakpointAddresses;
+        std::set<Targets::TargetMemoryAddress> externalBreakpointAddresses;
+
         /**
          * When the GDB client is waiting for the target to halt, this is set to true so we know when to notify the
          * client.
@@ -60,6 +81,14 @@ namespace DebugServer::Gdb
          */
         std::optional<ProgrammingSession> programmingSession = std::nullopt;
 
+        /**
+         * When we're range stepping, we maintain a range stepping session, which holds all info related to that
+         * particular range stepping session.
+         *
+         * This member should only be populated during a range stepping session.
+         */
+        std::optional<RangeSteppingSession> activeRangeSteppingSession = std::nullopt;
+
         DebugSession(
             Connection&& connection,
             const std::set<std::pair<Feature, std::optional<std::string>>>& supportedFeatures,
@@ -73,6 +102,35 @@ namespace DebugServer::Gdb
         DebugSession& operator = (const DebugSession& other) = delete;
         DebugSession& operator = (DebugSession&& other) = delete;
 
-        ~DebugSession();
+        virtual ~DebugSession();
+
+        virtual void setInternalBreakpoint(
+            const Targets::TargetBreakpoint& breakpoint,
+            Services::TargetControllerService& targetControllerService
+        );
+
+        virtual void removeInternalBreakpoint(
+            const Targets::TargetBreakpoint& breakpoint,
+            Services::TargetControllerService& targetControllerService
+        );
+
+        virtual void setExternalBreakpoint(
+            const Targets::TargetBreakpoint& breakpoint,
+            Services::TargetControllerService& targetControllerService
+        );
+
+        virtual void removeExternalBreakpoint(
+            const Targets::TargetBreakpoint& breakpoint,
+            Services::TargetControllerService& targetControllerService
+        );
+
+        virtual void startRangeSteppingSession(
+            RangeSteppingSession&& session,
+            Services::TargetControllerService& targetControllerService
+        );
+
+        virtual void terminateRangeSteppingSession(
+            Services::TargetControllerService& targetControllerService
+        );
     };
 }
diff --git a/src/DebugServer/Gdb/Feature.hpp b/src/DebugServer/Gdb/Feature.hpp
index ebf27d9d..06aba8e3 100644
--- a/src/DebugServer/Gdb/Feature.hpp
+++ b/src/DebugServer/Gdb/Feature.hpp
@@ -10,6 +10,7 @@ namespace DebugServer::Gdb
         HARDWARE_BREAKPOINTS,
         PACKET_SIZE,
         MEMORY_MAP_READ,
+        VCONT_ACTIONS_QUERY,
     };
 
     static inline BiMap<Feature, std::string> getGdbFeatureToNameMapping() {
@@ -18,6 +19,7 @@ namespace DebugServer::Gdb
             {Feature::SOFTWARE_BREAKPOINTS, "swbreak"},
             {Feature::PACKET_SIZE, "PacketSize"},
             {Feature::MEMORY_MAP_READ, "qXfer:memory-map:read"},
+            {Feature::VCONT_ACTIONS_QUERY, "vContSupported"},
         };
     }
 }
diff --git a/src/DebugServer/Gdb/GdbRspDebugServer.cpp b/src/DebugServer/Gdb/GdbRspDebugServer.cpp
index 8c19ac13..d9039812 100644
--- a/src/DebugServer/Gdb/GdbRspDebugServer.cpp
+++ b/src/DebugServer/Gdb/GdbRspDebugServer.cpp
@@ -40,6 +40,7 @@
 #include "ResponsePackets/TargetStopped.hpp"
 
 #include "src/Services/ProcessService.hpp"
+#include "src/Services/StringService.hpp"
 
 namespace DebugServer::Gdb
 {
@@ -135,7 +136,7 @@ namespace DebugServer::Gdb
     }
 
     void GdbRspDebugServer::close() {
-        this->activeDebugSession.reset();
+        this->endDebugSession();
 
         if (this->serverSocketFileDescriptor.has_value()) {
             ::close(this->serverSocketFileDescriptor.value());
@@ -144,19 +145,14 @@ namespace DebugServer::Gdb
 
     void GdbRspDebugServer::run() {
         try {
-            if (!this->activeDebugSession.has_value()) {
+            if (this->getActiveDebugSession() == nullptr) {
                 Logger::info("Waiting for GDB RSP connection");
 
                 auto connection = this->waitForConnection();
 
                 Logger::info("Accepted GDP RSP connection from " + connection.getIpAddress());
 
-                this->activeDebugSession.emplace(
-                    std::move(connection),
-                    this->getSupportedFeatures(),
-                    this->getGdbTargetDescriptor(),
-                    this->debugServerConfig
-                );
+                this->startDebugSession(std::move(connection));
 
                 this->targetControllerService.stopTargetExecution();
                 this->targetControllerService.resetTarget();
@@ -165,29 +161,29 @@ namespace DebugServer::Gdb
             const auto commandPacket = this->waitForCommandPacket();
 
             if (commandPacket) {
-                commandPacket->handle(this->activeDebugSession.value(), this->targetControllerService);
+                commandPacket->handle(*(this->getActiveDebugSession()), this->targetControllerService);
             }
 
         } catch (const ClientDisconnected&) {
             Logger::info("GDB RSP client disconnected");
-            this->activeDebugSession.reset();
+            this->endDebugSession();
             return;
 
         } catch (const ClientCommunicationError& exception) {
             Logger::error(
                 "GDB RSP client communication error - " + exception.getMessage() + " - closing connection"
             );
-            this->activeDebugSession.reset();
+            this->endDebugSession();
             return;
 
         } catch (const ClientNotSupported& exception) {
             Logger::error("Invalid GDB RSP client - " + exception.getMessage() + " - closing connection");
-            this->activeDebugSession.reset();
+            this->endDebugSession();
             return;
 
         } catch (const DebugSessionInitialisationFailure& exception) {
             Logger::warning("GDB debug session initialisation failure - " + exception.getMessage());
-            this->activeDebugSession.reset();
+            this->endDebugSession();
             return;
 
         } catch (const DebugServerInterrupted&) {
@@ -219,14 +215,15 @@ namespace DebugServer::Gdb
     }
 
     std::unique_ptr<CommandPacket> GdbRspDebugServer::waitForCommandPacket() {
-        const auto rawPackets = this->activeDebugSession->connection.readRawPackets();
+        auto* debugSession = this->getActiveDebugSession();
+        const auto rawPackets = debugSession->connection.readRawPackets();
 
         if (rawPackets.size() > 1) {
             const auto& firstRawPacket = rawPackets.front();
 
             if (firstRawPacket.size() == 5 && firstRawPacket[1] == 0x03) {
                 // Interrupt packet that came in too quickly before another packet
-                this->activeDebugSession->pendingInterrupt = true;
+                debugSession->pendingInterrupt = true;
             }
 
             // We only process the last packet - any others will probably be duplicates from an impatient client.
@@ -312,68 +309,55 @@ namespace DebugServer::Gdb
         return std::make_unique<CommandPacket>(rawPacket);
     }
 
-    std::set<std::pair<Feature, std::optional<std::string>>> GdbRspDebugServer::getSupportedFeatures() {
-        return {
-            {Feature::SOFTWARE_BREAKPOINTS, std::nullopt},
-        };
-    }
+    void GdbRspDebugServer::onTargetExecutionStopped(const Events::TargetExecutionStopped& stoppedEvent) {
+        using Services::StringService;
+
+        auto* debugSession = this->getActiveDebugSession();
 
-    void GdbRspDebugServer::onTargetExecutionStopped(const Events::TargetExecutionStopped&) {
         try {
-            if (this->activeDebugSession.has_value() && this->activeDebugSession->waitingForBreak) {
-                this->activeDebugSession->connection.writePacket(
-                    ResponsePackets::TargetStopped(Signal::TRAP)
-                );
-                this->activeDebugSession->waitingForBreak = false;
+            if (debugSession != nullptr && debugSession->waitingForBreak) {
+                this->handleTargetStoppedGdbResponse(stoppedEvent.programCounter);
             }
 
         } catch (const ClientDisconnected&) {
             Logger::info("GDB RSP client disconnected");
-            this->activeDebugSession.reset();
+            this->endDebugSession();
             return;
 
         } catch (const ClientCommunicationError& exception) {
             Logger::error(
                 "GDB RSP client communication error - " + exception.getMessage() + " - closing connection"
             );
-            this->activeDebugSession.reset();
+            this->endDebugSession();
             return;
 
         } catch (const DebugServerInterrupted&) {
             // Server was interrupted
             Logger::debug("GDB RSP interrupted");
             return;
+        } catch (const Exception& exception) {
+            Logger::error("Failed to handle target execution stopped event - " + exception.getMessage());
         }
     }
 
     void GdbRspDebugServer::onTargetExecutionResumed(const Events::TargetExecutionResumed&) {
+        auto* debugSession = this->getActiveDebugSession();
+
         try {
-            if (
-                this->activeDebugSession.has_value()
-                && this->activeDebugSession->pendingInterrupt
-                && this->activeDebugSession->waitingForBreak
-            ) {
-                Logger::info("Servicing pending interrupt");
-                this->targetControllerService.stopTargetExecution();
-
-                this->activeDebugSession->connection.writePacket(
-                    ResponsePackets::TargetStopped(Signal::INTERRUPTED)
-                );
-
-                this->activeDebugSession->pendingInterrupt = false;
-                this->activeDebugSession->waitingForBreak = false;
+            if (debugSession != nullptr) {
+                this->handleTargetResumedGdbResponse();
             }
 
         } catch (const ClientDisconnected&) {
             Logger::info("GDB RSP client disconnected");
-            this->activeDebugSession.reset();
+            this->endDebugSession();
             return;
 
         } catch (const ClientCommunicationError& exception) {
             Logger::error(
                 "GDB RSP client communication error - " + exception.getMessage() + " - closing connection"
             );
-            this->activeDebugSession.reset();
+            this->endDebugSession();
             return;
 
         } catch (const DebugServerInterrupted&) {
@@ -382,7 +366,35 @@ namespace DebugServer::Gdb
             return;
 
         } catch (const Exception& exception) {
-            Logger::error("Failed to interrupt execution - " + exception.getMessage());
+            Logger::error("Failed to handle target execution resumed event - " + exception.getMessage());
+        }
+    }
+
+    void GdbRspDebugServer::handleTargetStoppedGdbResponse(Targets::TargetProgramCounter programAddress) {
+        auto* debugSession = this->getActiveDebugSession();
+
+        if (debugSession->activeRangeSteppingSession.has_value()) {
+            debugSession->terminateRangeSteppingSession(this->targetControllerService);
+        }
+
+        debugSession->connection.writePacket(ResponsePackets::TargetStopped(Signal::TRAP));
+        debugSession->waitingForBreak = false;
+    }
+
+    void GdbRspDebugServer::handleTargetResumedGdbResponse() {
+        auto* debugSession = this->getActiveDebugSession();
+
+        if (debugSession->waitingForBreak && debugSession->pendingInterrupt) {
+            Logger::info("Servicing pending interrupt");
+            this->targetControllerService.stopTargetExecution();
+
+            if (debugSession->activeRangeSteppingSession.has_value()) {
+                debugSession->terminateRangeSteppingSession(this->targetControllerService);
+            }
+
+            debugSession->connection.writePacket(ResponsePackets::TargetStopped(Signal::INTERRUPTED));
+            debugSession->pendingInterrupt = false;
+            debugSession->waitingForBreak = false;
         }
     }
 }
diff --git a/src/DebugServer/Gdb/GdbRspDebugServer.hpp b/src/DebugServer/Gdb/GdbRspDebugServer.hpp
index 968271d5..5bd17be0 100644
--- a/src/DebugServer/Gdb/GdbRspDebugServer.hpp
+++ b/src/DebugServer/Gdb/GdbRspDebugServer.hpp
@@ -6,6 +6,7 @@
 #include <vector>
 #include <queue>
 #include <optional>
+#include <memory>
 
 #include "src/DebugServer/ServerInterface.hpp"
 
@@ -127,10 +128,25 @@ namespace DebugServer::Gdb
         std::optional<int> serverSocketFileDescriptor;
 
         /**
-         * When a connection with a GDB client is established, a new instance of the DebugSession class is created and
-         * held here. A value of std::nullopt means there is no active debug session present.
+         * Should start a new debug session for the newly established `connection`.
+         *
+         * @param connection
+         * @return
          */
-        std::optional<DebugSession> activeDebugSession;
+        virtual DebugSession* startDebugSession(Connection&& connection) = 0;
+
+        /**
+         * Should end the currently active debug session, if one exists.
+         */
+        virtual void endDebugSession() = 0;
+
+        /**
+         * Should return a non-owning pointer of the currently active debug session. Or nullptr if there is no active
+         * session.
+         *
+         * @return
+         */
+        virtual DebugSession* getActiveDebugSession() = 0;
 
         /**
          * Waits for a GDB client to connect on the listening socket.
@@ -161,19 +177,6 @@ namespace DebugServer::Gdb
          */
         virtual std::unique_ptr<CommandPackets::CommandPacket> resolveCommandPacket(const RawPacket& rawPacket);
 
-        /**
-         * Should return a set of GDB features supported by the GDB server. Each supported feature may come with an
-         * optional value.
-         *
-         * The set of features returned by this function will be stored against the active debug session object.
-         *
-         * Derived GDB server implementations may override this function to include any features that are specific to
-         * those implementations.
-         *
-         * @return
-         */
-        virtual std::set<std::pair<Feature, std::optional<std::string>>> getSupportedFeatures();
-
         /**
          * Should return the GDB target descriptor for the connected target.
          *
@@ -189,11 +192,14 @@ namespace DebugServer::Gdb
          * If the GDB client is currently waiting for the target execution to stop, this event handler will issue
          * a "stop reply" packet to the client once the target execution stops.
          */
-        void onTargetExecutionStopped(const Events::TargetExecutionStopped&);
+        void onTargetExecutionStopped(const Events::TargetExecutionStopped& stoppedEvent);
 
         /**
          * Services any pending interrupts.
          */
         void onTargetExecutionResumed(const Events::TargetExecutionResumed&);
+
+        virtual void handleTargetStoppedGdbResponse(Targets::TargetProgramCounter programAddress);
+        virtual void handleTargetResumedGdbResponse();
     };
 }
diff --git a/src/DebugServer/Gdb/RangeSteppingSession.hpp b/src/DebugServer/Gdb/RangeSteppingSession.hpp
new file mode 100644
index 00000000..ffbb2aa9
--- /dev/null
+++ b/src/DebugServer/Gdb/RangeSteppingSession.hpp
@@ -0,0 +1,46 @@
+#pragma once
+
+#include <set>
+
+#include "src/Targets/TargetMemory.hpp"
+
+namespace DebugServer::Gdb
+{
+    /**
+     * A range stepping session is created upon the receipt of a VContRangeStep command, from GDB.
+     *
+     * Any information related to the range stepping session is held here.
+     *
+     * See DebugSession::activeRangeSteppingSession for more.
+     */
+    struct RangeSteppingSession
+    {
+        /**
+         * The (byte) address range we're stepping over.
+         *
+         * NOTE: range::endAddress is exclusive!
+         */
+        Targets::TargetMemoryAddressRange range;
+
+        /**
+         * Any program memory (byte) addresses that we had to intercept as part of this session.
+         */
+        std::set<Targets::TargetMemoryAddress> interceptedAddresses;
+
+        /**
+         * Whether we're currently performing a single step, in this session, to observe the behaviour of a particular
+         * instruction.
+         *
+         * See AvrGdbRsp::handleTargetStoppedGdbResponse() for more.
+         */
+        bool singleStepping = false;
+
+        RangeSteppingSession(
+            const Targets::TargetMemoryAddressRange& range,
+            const std::set<Targets::TargetMemoryAddress>& interceptedAddresses
+        )
+            : range(range)
+            , interceptedAddresses(interceptedAddresses)
+        {};
+    };
+}
diff --git a/src/Services/StringService.cpp b/src/Services/StringService.cpp
index e441f302..3072d9e2 100644
--- a/src/Services/StringService.cpp
+++ b/src/Services/StringService.cpp
@@ -37,6 +37,12 @@ namespace Services
         return str;
     }
 
+    std::string StringService::toHex(std::uint32_t value) {
+        auto stream = std::stringstream();
+        stream << std::hex << std::setfill('0') << std::setw(8) << static_cast<unsigned int>(value);
+        return stream.str();
+    }
+
     std::string StringService::toHex(unsigned char value) {
         auto stream = std::stringstream();
         stream << std::hex << std::setfill('0') << std::setw(2) << static_cast<unsigned int>(value);
diff --git a/src/Services/StringService.hpp b/src/Services/StringService.hpp
index 9c4ec067..9c3b5ffb 100644
--- a/src/Services/StringService.hpp
+++ b/src/Services/StringService.hpp
@@ -1,6 +1,7 @@
 #pragma once
 
 #include <string>
+#include <cstdint>
 #include <vector>
 
 namespace Services
@@ -15,6 +16,7 @@ namespace Services
         static bool isAscii(const std::string& str);
         static std::string replaceUnprintable(std::string str);
 
+        static std::string toHex(std::uint32_t value);
         static std::string toHex(unsigned char value);
         static std::string toHex(const std::vector<unsigned char>& data);
         static std::string toHex(const std::string& data);