5 days in Berkshires Itinerary

5 days in Berkshires Itinerary

Created using Inspirock Berkshires travel route maker

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

S M T W T F S
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Great Barrington

— 2 nights
Great Barrington is a town in Berkshire County, Massachusetts, United States. Do your shopping at Schantz Galleries Contemporary Glass and Charles H. Baldwin & Sons. Get outdoors at Monument Mountain and Jiminy Peak Mountain Resort. Go for a jaunt from Great Barrington to Pittsfield to see Hancock Shaker Village about 36 minutes away. There's lots more to do: steep yourself in history at The Mount, Edith Wharton's Home, view the masterpieces at Ozzie's Glass Gallery, revel in the low prices at Lee Premium Outlets, and explore the world behind art at Norman Rockwell Museum.

To find other places to visit, ratings, traveler tips, and other tourist information, refer to the Great Barrington trip itinerary maker.

Newark to Great Barrington is an approximately 3-hour car ride. Expect a bit cooler temperatures when traveling from Newark in July; daily highs in Great Barrington reach 79°F and lows reach 59°F. Wrap up your sightseeing on the 5th (Fri) early enough to drive to Charlemont.

Things to do in Great Barrington

Parks · Museums · Shopping · Winter Sports

Side Trips

Charlemont

— 2 nights
Charlemont is a town in Franklin County, Massachusetts, United States. On the 6th (Sat), stop by A.L. Avery & Son General Store, take in the views from Bissell Covered Bridge, and then kick your exploration up a notch at some of the top local zipline courses and adventure parks. Keep things going the next day: admire the masterpieces at The Clark Art Institute, explore the world behind art at MASS MoCA, and then tour the pleasant surroundings at Village Bike Rentals.

For traveler tips, ratings, other places to visit, and more tourist information, refer to the Charlemont online day trip planner.

You can drive from Great Barrington to Charlemont in 1.5 hours. In July, daily temperatures in Charlemont can reach 80°F, while at night they dip to 59°F. Wrap up your sightseeing on the 7th (Sun) early enough to travel back home.

Things to do in Charlemont

Outdoors · Adventure · Tours · Museums

Side Trips

Berkshires travel guide

4.6
Art Museums · Historic Sites · Zipline