Directions from Boston, Massachusetts to Red Hook, 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.


Nieuw Country LLoft B&B

Things To Do – New Paltz, New York

Built in the 1700s, this historic Hudson Valley Dutch stone house features devoted craftsmanship, evident in its authentic interior ... More on iloveny.com

Brookfield Rod and Gun Club

Things To Do – Brookfield, Massachusetts

Hyde Park Drive In Theater

Parks – Hyde Park, New York

Great atmosphere. More on Yahoo! Travel

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  • Clean. More on Yahoo! Travel

  • Reviewed from Yahoo! Movies: excellent! I love this drive-in. friendly. clean. great atmosphere. More on Yahoo! Travel

Happy Yoga

Health Club – Woodstock, New York

Available for small classes & privates. Jivamukti yoga is a vigorous vinyasa with chanting, spirituality & animal activism. we practice ... More on YogaFinder

Oxbow Pond

National And State Parks – Easthampton, Massachusetts

The Oxbow is a fertile, 204-acre, warm water pond occupying the old riverbed of the Connecticut River. This horseshoe-shaped pond was formed when the river cut a new channel during postglacial times. Several small streams, including ... More on AnglerWeb.com

Heritage Country Club

Golf Courses – Charlton, Massachusetts

Not a bad course just not near the same caliber as many nicer courses that can be played for cheaper . More on golflink.com

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  • The early bird special is not a bad deal at $37 for 18, cart and lunch, but $47 for 18 and a cart regular price is not worth it. More on golflink.com

  • I have never been overly impressed by this course. It is certainly not worth the money that you pay. The course is normally in decent shape but rarely in really good condition. I can be challenging... More on golflink.com

Ashokan Reservoir

Things To Do – Hurley, New York

New York City's water supply, courtesy of this beautiful reservoir in the Catskills. Great roads for biking or jogging surround the reservoir. Alas no swimming but fishing is allowed. The Ashokan Reservoir is a reservoir in Ulster ... More on AnglerWeb.com

Fourth Lake

Things To Do – Rosendale, New York

The Mount, Edith Wharton's Estate and Gardens

Sightseeing – Lenox, Massachusetts

The grounds were a disappointment because a good portion were closed for upkeep. More on igougo

3.0
10 reviews
2 sources
Average Rating
3.0 out of 5
10 reviews
2 sources
Yahoo! Travel
5.0
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  • There were several large private tours, so we went on our own rather than wait in the heat for 45 minutes. ... More on igougo

  • Neither my wife nor I are fans of Edith Wharton-- in fact we had not ever read any of her books. But we do ... More on TripAdvisor

Weed Orchards

Things To Do – Marlboro, New York

The staff was extremely freindly and kind . More on TripAdvisor

3.0
2 reviews
1 source
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3.0 out of 5
2 reviews
1 source
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  • We needed an activity for a four and a half year old, and apple picking was our choice. Weed orchards had a... More on TripAdvisor

  • I enjoy exploring different area and seeing what towns have to offer. I couldn't help myself but check out ... More on TripAdvisor

Hobnob Lounge

Bars – Springfield, Massachusetts

This Bar is More of a Daddy / Son type place !! More on clubzone

3.5
1 source
Average Rating
3.5 out of 5
overall rating
CitySearch
3.5
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  • Hey when i was brought to that bar one night i really loved the crowd and the service, and the drinks that ... More on clubzone

  • Hob Nob Café - It's almost like the owners knew that, to attract couples, you needed to have something for ... More on clubzone

Dunkin Donuts

Restaurants – Marlborough, Massachusetts

Slice of The Bronx

Restaurants – Poughkeepsie, New York

Monte Carlo Restaurant

Restaurants – West Springfield, Massachusetts

The had good food. More on TripAdvisor

3.0
5 reviews
2 sources
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3.0 out of 5
5 reviews
2 sources
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4.0
1+ reviews
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  • The food is decent... More on CitySearch

  • This used to be better but the waitstaff as of late, has taken over. Even with a 20% tip you don't get a th... More on CitySearch