Directions from Cambridge, Massachusetts to Westport, New York





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.


All Things Bright and Beautiful

Things To Do – Waitsfield, Vermont

Our Teddy Bear Shop was built in 1861 and displays 2 floors of every imaginable stuffed animal from Ape to Zebra. Exploring our 12 rooms is a treat for the young and the young at heart. We also display teddy bears, folk art, puppets ... More on 1-800-vermont.com

Wellscroft Lodge Bed & Breakfast

Things To Do – Upper Jay, New York

Old English Tudor Mansion, Private setting, Mtn views - 5 Miles from Whiteface Mountain Ski Area More on iloveny.com

Hopkinton Community Playground

Parks – Hopkinton, New Hampshire

Great Playground that blends beautifully with the New Hampshire surroundings. The stunning SlideWinder2�?� and Summit Climber�?�captivate the active audience. The Swings provide ... More on KaBoom.org

Burton Flagship Store

Things To Do – Burlington, Vermont

Bridge: n/a

Things To Do – Meriden, New Hampshire

Turkey Ponds

Lakes – Bow, New Hampshire

'Turkey Pond' and 'Little Turkey Pond' are a connected pair of water bodies located in Merrimack County in central New Hampshire, in the city of Concord. The two ponds' elevations are controlled by a single dam at the outlet of Little ... More on Wikipedia

Death of Lord Howe

Sightseeing – Ticonderoga, New York

Inscription. Near this spot, July 6, 1758, Lord George Augustus Howe, was killed in a skirmish, preceding Abercrombies defeat, by Montcalm at Fort Carillon. , Erected by American Legion Post 224. , Location. Marker has been confirmed ... More on HMDB

Adele Nicols Music

Music and Theater – Waitsfield, Vermont

Adele Nicols is a juried artist of the Vermont Arts Council, available for venues ranging from large concert halls to a holiday party, as a solo artist or with an ensemble. Nicols sings 10 songs of classic jazz as if she stepped right ... More on 1-800-vermont.com

Masonic Temple Association

Religion and Faith – Concord, New Hampshire

Lower Pond

Things To Do – Hinesburg, Vermont

washyanshi skate park, Lowell Massachusetts

Parks – Lowell, Massachusetts

Very good More on skateboardpark.com

The Back Door Cafe

Restaurants – Bridgewater, Vermont

Dunkin Donuts

Restaurants – Salem, New Hampshire