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Mount Greylock Summit Trail
Classic Berkshire climb to the highest summit in Massachusetts.
Make a Day Trip
Estimated total time: Varies
Money Brook Falls Trail MA
Steeper woodland route to secluded cascades in northern Berkshire terrain.
Ashuwillticook Rail Trail Cheshire Segment
Easy paved rail-trail segment with mountain and lake views.
Natural Bridge State Park Trail MA
Short walk through marble gorge formations and riverside scenery.
About This Trail
Climb to the 3,491-foot summit of Massachusetts’ highest peak, where the Veterans War Memorial Tower and Bascom Lodge crown the Berkshire landscape. Over 70 miles of trails including the Appalachian Trail lead to views spanning 60-90 miles across five states on clear days.
Getting There
Nearby Trails
Money Brook Falls Trail MA
Steeper woodland route to secluded cascades in northern Berkshire terrain.
Ashuwillticook Rail Trail Cheshire Segment
Easy paved rail-trail segment with mountain and lake views.
Natural Bridge State Park Trail MA
Short walk through marble gorge formations and riverside scenery.
Wahconah Falls Trail
Short out-and-back to a prominent Berkshire waterfall.
Tannery Falls Trail Savoy
Forest hike to multi-tier falls in Savoy Mountain State Forest.
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