Directions from Boston, Massachusetts to Round Top, 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.


Gallery at Deep Listening Space

Nightlife – Kingston, New York

Featuring new work by artists, composers, writers and performers. Handicapped accessible. More on iloveny.com

Old Chatham Sheepherding Company

Things To Do – Old Chatham, New York

You don't want to miss this farm of more than a thousand East Friesain pure and crossbred sheep where they produce many award wining cheeses and yogurts on what is the US's largest sheep farm. Your... More on DogFriendly.com

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  • Award winning sheep's milk cheese and yogurt produced in the rolling hills of Old Chatham. Visit this farm ... More on iloveny.com

Chester Hill Winery

Wineries And Vineyards – Chester, Massachusetts

Open from 1 to 5 pm on the weekends from June through December (or by appointment) this winery specializes in Blueberry wines and also offers other vegetables and goods during harvest season. Well behaved dogs are welcome on site ... More on DogFriendly.com

HighXposure Adventures, Inc.

Things To Do – Ulster Park, New York

Rock climbing instruction; oldest school in the Shawangunks. More on iloveny.com

Old Sturbridge Village

Museums – Sturbridge, Massachusetts

Old Sturbridge Village (OSV) is a non-profit living museum founded in 1946. More on igougo

3.5
12 reviews
4 sources
Average Rating
3.5 out of 5
12 reviews
4 sources
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3.5
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GeckoGo
5.0
1+ reviews
Trekaroo
5.0
1+ reviews
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  • The living history there is amazing and completely worth the price ... More on Trekaroo

  • Old Sturbridge Village provides a fabulous history lesson. The docents provide detail on any question asked... More on TripAdvisor

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

Sudbury Historical Society, Inc.

Museums – Sudbury, Massachusetts

Museum & offices are located on the Second Floor of the Sudbury Town Hall. We try to have one exhibit a year on the ... More on MuseumsUSA.org

American Antiquarian Society

Museums – Worcester, Massachusetts

Sun: Closed, Mon, Tue: 9:00 AM-5:00 PM, Wed: 10:00 AM-8:00 PM, Thu, Fri: 9:00 AM-5:00 PM, Sat: Closed The American Antiquarian Society, founded in 1812, is the third oldest historical society in t... More on Worcestermass.org

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  • Sun: Closed, Mon, Tue: 9:00 AM-5:00 PM, Wed: 10:00 AM-8:00 PM, Thu, Fri: 9:00 AM-5:00 PM, Sat: Closed The American Antiquarian Society, founded in 1812, is the third oldest historical society in th... More on uptake_content

Massachusetts State Fair

National And State Parks – West Springfield, Massachusetts

Opens late September. ArticlesStrangest State Fair Food. More on travelandleisure

KENNETH L. WILSON

Campgrounds – Mount Tremper, New York

Description: Completely surrounded by the beautiful Catskill mountains, with panoramic views creating a picturesque setting, Kenneth L. Wilson Campground offers secluded, wooded campsites and many outdoor activities. Campers can enjoy ... More on ReserveAmerica.com

Hillcrest Golf Course

Golf Courses – Duanesburg, New York

Victorian Rose Restaurant

Restaurants – Hensonville, New York

This is the best place in town! More on TripAdvisor

3.0
1 review
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3.0 out of 5
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  • Victorian Rose Restaurant serves a variety of foods including eclectic Continental cuisine Steak cooked to ... More on Yahoo! Travel

Ristorante Carmela

Restaurants – Springfield, Massachusetts

Silvertone Cafe

Restaurants – South Grafton, Massachusetts

3.5
1 source
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3.5 out of 5
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