This is reproducible also with the Green theme. As a workaround you can extract the RadToolBar ControlTemplate and modify the column/row definitions of the root Grid element. (http://docs.telerik.com/devtools/wpf/styling-and-appearance/styling-apperance-editing-control-templates) This is for vertical orientation: <Grid.ColumnDefinitions> <ColumnDefinition x:Name="c0" Width="Auto"/> <ColumnDefinition x:Name="c1" Width="*"/> <ColumnDefinition x:Name="c2" Width="Auto"/> </Grid.ColumnDefinitions> <Grid.RowDefinitions> <RowDefinition x:Name="r0" Height="Auto"/> <RowDefinition x:Name="r1" Height="*"/> <RowDefinition x:Name="r2" Height="Auto"/> </Grid.RowDefinitions> This is for horizontal orientation: <Grid.ColumnDefinitions> <ColumnDefinition x:Name="c0" Width="Auto"/> <ColumnDefinition x:Name="c1" Width="*"/> <ColumnDefinition x:Name="c2" Width="Auto"/> </Grid.ColumnDefinitions> <Grid.RowDefinitions> <RowDefinition x:Name="r0" Height="*"/> <RowDefinition x:Name="r1" Height="Auto"/> <RowDefinition x:Name="r2" Height="Auto"/> </Grid.RowDefinitions>