Olimex's ARM GCC for Windows Dummies install CD - installs on your computer WinARM + OpenOCD debugger + Eclipse for out of the box development with the open source GNU C compiler and OpenOCD debugger, supports flash loading on LPC and external flash for LPC-H2214, LPC-H2294, with make examples for different ARM controllers.
openOCD open source debugger from Dominic Rath for debugging with Insight/GDB.
WinARM - easy to install open source GCC toolchain by Martin Thomas. We are working on CD install package for WinArm+OpenOCD+ARM-USB-OCD support
For the moment the only supported package is GCC C compiler + openOCD debugger + Eclipse IDE. Olimex can provide the necessary information and cooperate with interested parties if they want to add low cost USB debugger support to their C compilers and IDEs.