4 days in Berkshires Itinerary

4 days in Berkshires Itinerary

Created using Inspirock Berkshires vacation maker

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Make it your trip
Drive
1
Great Barrington
— 2 nights
Drive
2
Charlemont
— 1 night
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. Explore hidden gems such as Art Omi and Lake Taghkanic State Park. Get outdoors at Topsmead State Forest and Stone Church. Explore Great Barrington's surroundings by going to High Falls Trail (in Philmont), Hudson Cruises (in Hudson) and Harlem Valley Rail Trail (in Millerton). There's much more to do: look for all kinds of wild species at Steep Rock Preserve, take in nature's colorful creations at Windy Hill Farm, trek along Housatonic River Walk, and experience rural life at Taft Farms.

For maps, more things to do, other places to visit, and more tourist information, read our Great Barrington travel planning app.

New York City to Great Barrington is an approximately 2.5-hour car ride. Prepare for little chillier weather when traveling from New York City in August: high temperatures in Great Barrington hover around 77°F and lows are around 55°F. Wrap up your sightseeing on the 19th (Wed) to allow time to drive to Charlemont.

Things to do in Great Barrington

Parks · Nature · Outdoors · Wildlife

Side Trips

Charlemont

— 1 night
Charlemont is a town in Franklin County, Massachusetts, United States. On the 20th (Thu), stop by A.L. Avery & Son General Store, snap pictures at Bissell Covered Bridge, contemplate the waterfront views at Deerfield River, then take in the awesome beauty at Thunder Mountain Coaster, then admire the sheer force of Tannery Falls, and finally delve into the lush surroundings at Savoy Mountain State Forest.

To see photos, reviews, more things to do, and tourist information, you can read our Charlemont route planner.

Getting from Great Barrington to Charlemont by car takes about 1.5 hours. In August, daytime highs in Charlemont are 78°F, while nighttime lows are 56°F. Wrap up your sightseeing on the 20th (Thu) early enough to travel back home.

Things to do in Charlemont

Parks · Nature · Wildlife · Shopping

Side Trips

Berkshires travel guide

4.6
Art Museums · Historic Sites · Zipline