Directions from Rockport, 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.


Highfields Golf and Country Club

Golf Courses – Grafton, Massachusetts

Will definitely return in a couple weeks when the leaf colors are more vivid. More on golflink.com

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  • The course is well maintained, and is challenging layout however one could argue that there are too many doglegs and blind tee shots. More on golflink.com

  • Hidden Gem This course is about three yrs old and the conditions were A+. They need a clubhouse(double trailer) but all the amenities were there. If you like ... More on golflink.com

Poughkeepsie Inn

Things To Do – Hyde Park, New York

77 rooms, continental breakfast. Pets welcome. More on iloveny.com

Tumble Kids USA

Parks – Winchester, Massachusetts

about Tumble Kids USA: Are you ready to tumble? For the children at Tumble Kids USA the answer is an enthusiastic "yes!" Kids interested in tumbling, climbing, or jumping for fun will have a blast. Those interested in more formalized ... More on GoCityKids

Wellesley Historical Society

Museums – Wellesley Hills, Massachusetts

Tewksbury Country Club

Golf Courses – Tewksbury, Massachusetts

Overall it is kept in good shape and they are building a brand new clubhouse which looks first rate. More on GolfReview

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  • I was surprised at how well maintained such a course is. More on golflink.com

  • Great short course. Water comes into play on 5 holes, so if you don't pay attention, this course can nip you in the rear. You can score low here too. Greens aren't ... More on golflink.com

Tradesmen

Bars – Milford, Massachusetts

Tradesmen - If you need a place to unwind after another week of mindless TPS reports, Tradesmen, located at 284 West St, might just do the trick. Pretty barebones ... More on clubzone

3.5
1 source
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3.5 out of 5
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3.5
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Gerwick Puppets

Things To Do – Southborough, Massachusetts

Gerwick Puppets have toured throughout New England for over thirty years, created more than twelve productions and built two hundred puppets. Their goal is to create a quality puppet production tha... More on GoCityKids

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  • History of Lenny Gerwick and Deborah Costine's Gerwick Puppets Company founded in 1974. They perform in New England and include Boston ... More on Gerwickpuppets.com

Mars Nightclub

Bars – Springfield, Massachusetts

Mars Nightclub - It has it all: a swank atmosphere, attractive crowd, and cheap drinks. Okay, okay, so maybe it doesn’t have cheap drinks, but Mars Nightclub is still ... More on clubzone

4.0
1 source
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4.0 out of 5
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4.0
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Berkshire Wine Tasting Tours

Tours – Lenox, Massachusetts

Join us and discover unique vineyards. Guided tours, wine tasting and lunch await your palate. Thursdays-Sundays April-November. ... More on Stockbridgechamber.org

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  • Join us and discover unique vineyards. Guided tours, wine tasting and lunch await your palate. Thursdays-Sundays ... More on uptake_content

Papa Ginosbedford Newton Carry Out

Restaurants – Newton, Massachusetts

Value meals are the real deal : Papa gino's is delicious. More on Yahoo! Travel

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  • Value meals are the real deal: Papa gino's is delicious. I eat there once a week. More on Yahoo! Travel

Chalet Fondue Restaurant

Restaurants – Windham, New York

wonderful food service hostess [owner] decor. More on Yahoo! Travel

3.0
7 reviews
2 sources
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3.0 out of 5
7 reviews
2 sources
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4.0
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  • Loved the waitress and the fresh bread.. More on TripAdvisor

  • I make better fondue in my kitchen. The prices were ridiculous, food was poor. More on TripAdvisor

Blue Plate Restaurant

Restaurants – Chatham, New York

This restaurant has very good American food, splashed with exotic food now and again. More on Judysbook.com

3.0
5 reviews
3 sources
Average Rating
3.0 out of 5
5 reviews
3 sources
Restaurantica
3.5
1+ reviews
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4.0
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  • This is one of my all-time favorite restaurants. More on Restaurantica

  • This restaurant has very good American food, splashed with exotic food now and again. It has a wonde... More on Judysbook.com

Bob Feller Museum

Museums – Worcester, Massachusetts

Wide range of memorabilia from Feller's Hall of Fame baseball career with Cleveland Indians. Old uniforms, photographs, trophies, special awards and artwork. Specially ... More on TravelIowa.com

Echo Hill Orchards and Winery

Farm – Monson, Massachusetts

PYO apples and pumpkins. Tractor rides on weekends. Farm store includes already picked in season apples and pumpkins, ... More on allaboutapples.com