5 days in Berkshires Itinerary

5 days in Berkshires Itinerary

Created using Inspirock Berkshires vacation planner

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Route & dates

5 days in Berkshires Itinerary

Start: Newark
Drive:  3​h 45​min
1
Williamstown
— 2 nights
Drive:  1​h 15​min
2
Great Barrington
— 2 nights
Drive:  2​h 45​min
End: Newark

2
nights
Williamstown

Williamstown ©
Williamstown is a town in Berkshire County, in the northwest corner of Massachusetts, United States. Let the collections at The Clark Art Institute and MASS MoCA capture your imagination. Get outdoors at Zipline and Village Bike Rentals. Next up on the itinerary: explore the world behind art at Williams College Museum of Art, indulge your thirst for a good beer at Bright Ideas Brewing, look for all kinds of wild species at Mount Greylock State Reservation, and shop like a local with Sweet Brook Farm.

For traveler tips, maps, other places to visit, and tourist information, read our Williamstown vacation builder website .

Newark to Williamstown is an approximately 3.5-hour car ride. In July, Williamstown is slightly colder than Newark - with highs of 80°F and lows of 59°F. Wrap up your sightseeing on the 5th (Fri) early enough to drive to Great Barrington.

Things to do in Williamstown

Wildlife Outdoors Adventure

Side Trips

North Adams, Mount Greylock State Reservation, Village Bike Rentals, Zipline
Highlights from your plan
The Clark Art Institute ©
The Clark Art Institute
Zipline
MASS MoCA ©
MASS MoCA

2
nights
Great Barrington

Great Barrington ©
Great Barrington is a town in Berkshire County, Massachusetts, United States. On the 6th (Sat), explore the world behind art at Norman Rockwell Museum, then learn about winemaking at Furnace Brook Winery at Hilltop Orchards, then steep yourself in history at The Mount, Edith Wharton's Home, and finally view the masterpieces at Schantz Galleries. On the 7th (Sun), you'll have a packed day of sightseeing: learn about winemaking at Les Trois Emme Winery, get engrossed in the history at Hancock Shaker Village, do a tasting at Balderdash Cellars, then learn about winemaking at Balderdash Cellars, and finally take in the spiritual surroundings of National Shrine of the Divine Mercy.

To find where to stay, more things to do, ratings, and tourist information, read our Great Barrington itinerary maker app .

Traveling by car from Williamstown to Great Barrington takes 1.5 hours. July in Great Barrington sees daily highs of 79°F and lows of 59°F at night. Finish up your sightseeing early on the 7th (Sun) so you can travel back home.

Things to do in Great Barrington

Museums Wineries Historic Sites

Side Trips

Stockbridge, Pittsfield, Richmond, The Mount, Edith Wharton's Home, Les Trois Emme Winery
Highlights from your plan
Norman Rockwell Museum ©
Norman Rockwell Museum
The Mount, Edith Wharton's Home ©
The Mount, Edith Wharton's Home
Hancock Shaker Village ©
Hancock Shaker Village

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