14 days in Berkshires Itinerary

14 days in Berkshires Itinerary

Created using Inspirock Berkshires trip maker

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Make it your trip
Drive
1
Great Barrington
— 3 nights
Drive
2
Charlemont
— 10 nights
Drive

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Great Barrington

— 3 nights
Great Barrington is a town in Berkshire County, Massachusetts, United States. Change things up with these side-trips from Great Barrington: Hancock Shaker Village (in Pittsfield), MASS MoCA (in North Adams) and Jiminy Peak Mountain Resort (in Hancock). There's still lots to do: explore the world behind art at The Clark Art Institute, take in nature's colorful creations at Naumkeag, browse the exhibits of The Mount, Edith Wharton's Home, and take in the awesome beauty at Monument Mountain.

To find traveler tips, ratings, other places to visit, and more tourist information, read Great Barrington day trip planner.

Newark to Great Barrington is an approximately 3-hour car ride. Traveling from Newark in August, things will get little chillier in Great Barrington: highs are around 77°F and lows about 55°F. Finish up your sightseeing early on the 25th (Wed) so you can go by car to Charlemont.

Things to do in Great Barrington

Museums · Parks · Historic Sites · Nature

Side Trips

Charlemont

— 10 nights
Charlemont is a town in Franklin County, Massachusetts, United States. Your day by day itinerary now includes Berkshire East Canopy Tours. Venture out of the city with trips to Wilmington (Harriman Reservoir & The Art of Humor Gallery), South Deerfield (Magic Wings Butterfly Conservatory and Gardens & Yankee Candle Flagship Store) and Adams (Ashuwillticook Rail Trail & Village Bike Rentals). The adventure continues: take in the views from Bissell Covered Bridge, steep yourself in history at Historic Deerfield, take in nature's colorful creations at Smith College Botanic Garden, and stroll around Look Memorial Park.

Start your trip to Charlemont by creating a personalized itinerary on Inspirock.

You can drive from Great Barrington to Charlemont in 1.5 hours. In August in Charlemont, expect temperatures between 78°F during the day and 56°F at night. Finish your sightseeing early on the 4th (Sat) so you can travel back home.

Things to do in Charlemont

Parks · Nature · Outdoors · Trails

Side Trips

Berkshires travel guide

4.6
Art Museums · History Museums · Zipline