To reproduce: - Dock a tool window in a black RadDock. - Drag and drop the toolwindow in the top, bottom, right or left docking guides in the center. - The tool window is docked as document window and fills the entire space. Workaround: public Form1() { InitializeComponent(); DragDropService service = this.radDock1.GetService<DragDropService>(); service.PreviewHitTest += service_PreviewHitTest; radDock1.DockStateChanged += radDock1_DockStateChanged; } void radDock1_DockStateChanged(object sender, DockWindowEventArgs e) { if (dropTarget is DocumentContainer) { if (position != null && position != "Fill") { e.DockWindow.DockState = DockState.Docked; switch (position) { case "Top": radDock1.DockWindow(e.DockWindow, DockPosition.Top); break; case "Left": radDock1.DockWindow(e.DockWindow, DockPosition.Left); break; case "Right": radDock1.DockWindow(e.DockWindow, DockPosition.Right); break; case "Bottom": radDock1.DockWindow(e.DockWindow, DockPosition.Bottom); break; } position = null; } } } string position = null; object dropTarget = null; void service_PreviewHitTest(object sender, DragDropHitTestEventArgs e) { if (e.HitTest.GuidePosition != null) { dropTarget = e.DropTarget; position = e.HitTest.DockPosition.Value.ToString(); Console.WriteLine(e.DropTarget); } }