One of New England’s most iconic scenic drives, stretching across the Berkshires in western Massachusetts.
Start in Williamstown and end in Greenfield
- Hairpin Turn: famous sharp curve with jaw dropping valley views
- Mount Greylock: highest peak in Massachusetts; offers 360 degree views across 5 states
- Natural Bridge State Park: unique white marble arch carved by water
- Shelburne Falls: famous flower covered bridge; see nearby glacial potholes
- Berkshire East Mountain Resort: optional ziplining
- Mohawk Trail State Forest: dense forest, hiking trails, river views
Peak foliage is late September to mid-October
Perfect One Day Itinerary
Morning: Williamstown, Hairpin Turn, Mount Greylock
Midday: Natural Bridge State Park
Afternoon: Shelburne Falls lunch
Late Afternoon: Mohawk Trail State Forest
Evening: Greenfield

