Directions from Boston, Massachusetts to Stockbridge, Massachusetts





UpTake Roadtrip Beta

We've selected a few points along the way for you to stop. We are trying to surface things you may not find elsewhere, but if we make some poor choices, please understand. Your feedback is appreciated.


Cornwall Historical Society

Museums – Cornwall, Connecticut

Temple Beth Am

Religion and Faith – Framingham, Massachusetts

about Temple Beth Am: More on GoCityKids

Western Riding Stables

Themeparks – Millerton, New York

Located in the foothills of the beautiful Berkshire Mountains, spend a few hours where time stands still...a place of blazing colors, endless skies. Discover the unmatched beauty of the region on horseback. Trips tailored to the preferences ... More on iloveny.com

Albany County Dept. of Planning

Things To Do – Albany, New York

Provides bike maps for the Mohawk-Hudson Bikeway. More on iloveny.com

Frelinghuysen Morris House and Studio

Things To Do – Lenox, Massachusetts

Fabulous grounds, would reccomend just to walk them. More on TripAdvisor

5.0
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5.0 out of 5
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5.0
1+ reviews
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  • Overall great addition to our summer In Stockbridge More on TripAdvisor

  • This is a place you have to see. It is so unlike the Berkskshires. If you love the International style this... More on Yahoo! Travel

Old Rock Pub

Bars – Cherry Valley, Massachusetts

Old Rock Pub - Some bars are legendary. The kind of watering hole that you’ll remember for most of your life. Old Rock Pub? It’s not one of them. Located ... More on clubzone

Old Creamery

Things To Do – Cummington, Massachusetts

Jug End State Reservation & Wildlife Management Area

Wildlife / Animals – Granville, Massachusetts

Jug End, one of the most scenic areas in Berkshire County, is a recent joint acquisition of the Massachusetts Department of Environmental Management and Department of Fisheries Wildlife and Environmental Law Enforcement. Covering ... More on Epinions.com

200th Anniversary of the Birth of George Washington

Landmarks – Albany, New York

Inscription. By his faith in God and man he built our nation, Erected in 1932 by the, New York State Commission, for the celebration of the, two hundredth anniversary of the birth of, George Washington: Hon. Franklin D. Roosevelt, ... More on HMDB

Bridge: Southbridge Business Center

Parks – Southbridge, Massachusetts

(Southbridge Business Center, 160', 21-14-(d) across Quinebaug River E. of Southbridge , Southbridge Township, Worcester County, MA. MA131/169 (Main St.) E. 0.25 miles from jct with MA131 (Main St.) & MA169 (Mechanic St.) on the ... More on dalejtravis.com

Dunkin Donuts

Restaurants – Shrewsbury, Massachusetts

Paul's Incorporated

Restaurants – Pittsfield, Massachusetts

3.5
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3.5 out of 5
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Jae's Inn of Williamstown

Restaurants – Williamstown, Massachusetts

Farmer's Little House B&B

Things To Do – Catskill, New York

64 acres of forest, meadows & river. Relax in a hammock, dangle your feet in the pristine river, take a nature walk through wooded trails, or put ... More on iloveny.com