15 days in Berkshires Itinerary

15 days in Berkshires Itinerary

Created using Inspirock Berkshires sightseeing planner

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Make it your trip
Drive
1
Great Barrington
— 7 nights
Drive
2
Williamstown
— 7 nights
Drive

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Great Barrington

— 7 nights
Great Barrington is a town in Berkshire County, Massachusetts, United States. Get out of town with these interesting Great Barrington side-trips: Hyde Park (Home of Franklin D. Roosevelt & Franklin D. Roosevelt Presidential Library and Museum), Stanley park (in Westfield) and Walkway Over the Hudson State Historic Park (in Poughkeepsie). There's lots more to do: take in the awesome beauty at Monument Mountain, look for gifts at Asia Barong, browse the exhibits of Hancock Shaker Village, and relax in the rural setting at Taft Farms.

For maps, reviews, and tourist information, read Great Barrington route planner.

New Bedford to Great Barrington is an approximately 3-hour car ride. Traveling from New Bedford in August, plan for a bit cooler nights in Great Barrington, with lows around 55°F. Cap off your sightseeing on the 23rd (Mon) early enough to go by car to Williamstown.

Things to do in Great Barrington

Historic Sites · Parks · Museums · Shopping

Side Trips

Williamstown

— 7 nights
Williamstown is a town in Berkshire County, in the northwest corner of Massachusetts, United States. Venture out of the city with trips to Manchester (Hildene, The Lincoln Family Home & Lye Brook Falls), Saratoga National Historical Park (in Stillwater) and Saratoga Springs (Saratoga Automobile Museum & Saratoga Spa State Park). There's much more to do: explore the world behind art at The Clark Art Institute, stroll through Village Bike Rentals, experience rural life at Field Farm, and admire the majestic nature at Taconic Trail State Park.

To see traveler tips, where to stay, other places to visit, and tourist information, use the Williamstown online trip maker.

Getting from Great Barrington to Williamstown by car takes about 1.5 hours. In August, daytime highs in Williamstown are 78°F, while nighttime lows are 56°F. Finish your sightseeing early on the 30th (Mon) to allow enough time to travel back home.

Things to do in Williamstown

Parks · Nature · Outdoors · Museums

Side Trips

Berkshires travel guide

4.6
Art Museums · Historic Sites · Zipline