You access the LayoutSettings object offered at the ToolStripLevel and cast to the appropriate type and access the properties there. The following is an example of changing the flow direction of a ToolStrip.

toolStrip1.LayoutStyle = ToolStripLayoutStyle.Flow;

((FlowLayoutSettings)toolStrip1.LayoutSettings).FlowDirection = FlowDirection.BottomUp;

Sync the LayoutStyleChanged event on the ToolStrip. This sample rotates the text to Vertical90 on vertical layouts. For best results, start with a ToolStrip with standard items and make sure all ToolStripButton display styles are set to ImageAndText.

private void toolStrip1_LayoutStyleChanged(object sender, EventArgs e)
  {
   if (toolStrip1.LayoutStyle == ToolStripLayoutStyle.VerticalStackWithOverflow)
   {
    toolStrip1.TextDirection = ToolStripTextDirection.Vertical90;
    foreach (ToolStripItem tsi in toolStrip1.Items)
    {
     if (tsi is ToolStripButton)
     {
      tsi.TextImageRelation = TextImageRelation.ImageAboveText;
     }
    }
   }
   else
   {
    toolStrip1.TextDirection = ToolStripTextDirection.Horizontal;

    foreach (ToolStripItem tsi in toolStrip1.Items)
    {
     if (tsi is ToolStripButton)
     {
      tsi.TextImageRelation = TextImageRelation.ImageBeforeText;
     }
    }
   }
  }

ToolStrips have three main usage patterns. One of those is docking within a parent container. ToolStrips follow the same rules as other Windows Forms controls with regards to docking, except when Joined into a ToolStripPanel. See ToolStripPanel for additional information.