CLR Inside Out - IronPython - Jimmy Schementi
CLR Inside Out - IronPython and the Dynamic Language Runtime - Bill Chiles
CLR Inside Out - IronPython and Silverlight
The Screening Room (Jon Udel's screencast on InfoWorld)
A First Look at IronPython: Where Python Meets .NET (DevSource)
IronPython and VS Integration
IronPython and WinForms - A Tutorial Series
The Voidspace IronPython Pages
Planet IronPython Blog