10 days in Berkshires Itinerary

10 days in Berkshires Itinerary

Created using Inspirock Berkshires itinerary builder

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Make it your trip
Drive
1
Charlemont
— 4 nights
Drive
2
Stockbridge
— 5 nights
Drive

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Charlemont

— 4 nights
Charlemont is a town in Franklin County, Massachusetts, United States. Visiting Zipline and Mount Greylock will get you outdoors. Get some cultural insight at The Clark Art Institute and Birthplace of Susan B. Anthony. Explore the numerous day-trip ideas around Charlemont: North Adams (MASS MoCA & Bright Ideas Brewing), Adams (Ashuwillticook Rail Trail & Village Bike Rentals) and Williams College Museum of Art (in Williamstown). Next up on the itinerary: stroll through Berkshire East Ski Resort, stop by A.L. Avery & Son General Store, take a peaceful walk through Mohawk Trail State Forest, and immerse yourself in nature at Mount Greylock State Reservation.

To find ratings, where to stay, reviews, and more tourist information, read our Charlemont attractions site.

Boston to Charlemont is an approximately 2.5-hour car ride. In December, Charlemont is a bit cooler than Boston - with highs of 38°F and lows of 24°F. Wrap up your sightseeing on the 27th (Fri) early enough to drive to Stockbridge.

Things to do in Charlemont

Parks · Outdoors · Nature · Tours

Side Trips

Stockbridge

— 5 nights
Stockbridge is a town in Berkshire County in western Massachusetts, United States. Head to Schantz Galleries Contemporary Glass and Charles H. Baldwin & Sonsfor plenty of shopping. Norman Rockwell Museum and Hancock Shaker Village are good opportunities to explore the local culture. Explore the numerous day-trip ideas around Stockbridge: Maple Corner Farm Cross Country Ski Area (in Granville) and Jiminy Peak Mountain Resort (in Hancock). Next up on the itinerary: contemplate in the serene atmosphere at National Shrine of the Divine Mercy, do a tasting at Les Trois Emme Winery, steep yourself in history at The Mount, Edith Wharton's Home, and take in the exciting artwork at Ozzie's Glass Gallery.

To find reviews, maps, and other tourist information, you can read our Stockbridge itinerary planning app.

Drive from Charlemont to Stockbridge in 1.5 hours. In December in Stockbridge, expect temperatures between 37°F during the day and 23°F at night. Cap off your sightseeing on the 1st (Wed) early enough to go by car back home.

Things to do in Stockbridge

Museums · Historic Sites · Shopping · Wineries

Side Trips

Berkshires travel guide

4.6
Art Museums · Historic Sites · Zipline