Hello Vlad,
Drag And Drop in SIlverlight's ChildWindow is limited operation. However, you can workaround this with the RadDragAndDropManager's events when implementing custom drag and drop operation.Please check out this help article and let us know if it is a good starting point for you or if you need more info or assistance.
All the best,
Petar Mladenov
the Telerik team
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