9 days in Berkshires Itinerary

9 days in Berkshires Itinerary

Created using Inspirock Berkshires vacation planner

©
Plan created by another user. Make it yours
1
Great Barrington
— 5 nights
2
Charlemont
— 3 nights

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5
nights
Great Barrington

Great Barrington ©
Great Barrington is a town in Berkshire County, Massachusetts, United States. Deepen your sense of the past at sights like Hancock Shaker Village and The Mount, Edith Wharton's Home. Step out of the city life by going to Ramblewild and Mount Greylock. Change things up with these side-trips from Great Barrington: The Clark Art Institute (in Williamstown), North Adams (Bright Ideas Brewing & MASS MoCA) and Pittsfield (Elle Day Spa & Balderdash Cellars). There's lots more to do: admire the masterpieces at Norman Rockwell Museum, take some stellar pictures from Olivia's Overlook, take your sightseeing to a higher altitude at Monument Mountain, and view the masterpieces at Ozzie's Glass Gallery.

To see where to stay and more tourist information, go to the Great Barrington trip planner.

New York City to Great Barrington is an approximately 3-hour car ride. In September, Great Barrington is a bit cooler than New York City - with highs of 72°F and lows of 49°F. Finish your sightseeing early on the 26th (Sat) so you can drive to Charlemont.

Things to do in Great Barrington

Museums · Historic Sites · Wineries

Side Trips

Lenox, Pittsfield, Stockbridge, Richmond, North Adams
Highlights from your plan
Norman Rockwell Museum ©
Norman Rockwell Museum
The Clark Art Institute ©
The Clark Art Institute
The Mount, Edith Wharton's Home ©
The Mount, Edith Wharton's Home

3
nights
Charlemont

Charlemont is a town in Franklin County, Massachusetts, United States. Get outdoors at Zipline and Crab Apple Whitewater. You'll find plenty of places to visit near Charlemont: Adams (Ashuwillticook Rail Trail & Village Bike Rentals) and Mount Greylock State Reservation (in Lanesboro). And it doesn't end there: delve into the lush surroundings at Mohawk Trail State Forest, admire the majestic nature at Natural Bridge State Park, and hit the slopes at Berkshire East Ski Resort.

For photos, other places to visit, ratings, and tourist information, read Charlemont trip itinerary website.

You can drive from Great Barrington to Charlemont in 1.5 hours. In September, daily temperatures in Charlemont can reach 74°F, while at night they dip to 50°F. Cap off your sightseeing on the 29th (Tue) early enough to travel back home.

Things to do in Charlemont

Outdoors · Parks · Tours

Side Trips

Adams, Mount Greylock State Reservation, Natural Bridge State Park
Highlights from your plan
Zipline
Mount Greylock State Reservation ©
Mount Greylock State Reservation
Village Bike Rentals ©
Village Bike Rentals