Jacobs Ladder Trail


  • DesignationState Byway
  • LocationMA
  • Length33 miles
Dedicated Byway Visitor Information
Visit New England
Statewide Byway Partners
Massachusetts Department of Transportation
Massachusetts Office of Travel and Tourism
Jacobs Ladder Trail


This rural roadway runs through the foothills of the Berkshires in western Massachusetts and through forested hills, open fields, small towns, wetlands, steep rock ledges, and rock-strewn Westfield River. The Chester-Blandford State Forest offers hiking, camping, cross-country skiing, and snowshoeing. Catch theatrical productions of Shakespeare plays at the Gilded Age estate of Ventfort Hall or listen to the Boston Symphony Orchestra in their summer home in Tanglewood.

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