The win32 binaries should run on win64
We don't provide native 64-bit tools since they aren't essential
the GDB should run correctly on win64
Are you able to run it from a windows command line?
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Please don't use default gdb command("tools/ARM_GNU/bin/Win32/arm-none-eabi-gdb.exe") in "Debugger" tab. Instead, press "Browse.." and then select gdb debugger in tools folder like as "./WICED-SDK/tools/ARM_GNU/bin/Win32/arm-none-eabi-gdb.exe".
When I tested this, it worked fine.