Directions from Cambridge, Massachusetts to Shelter Island, 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.


Gen. Henry Knox Trail

Gen. Henry Knox Trail See More

Parks – Spencer, Massachusetts

Inscription. Through this place passed, General Henry Knox, in the winter of, 1775 – 1776, to deliver to, General George Washington, at Cambridge, the train of artillery, from Fort Ticonderoga used, to force the British Army, ... More on HMDB

Brazil

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Things To Do – Hampton Bays, New York

An upscale lounge that offers one of the largest champagne selections available in the ... More on Yahoo! Travel

Montauk Yacht Club & Marina

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Nightlife – Montauk, New York

Montauk Yacht Club & Marina - Here’s the problem with most bars: the vibe sometimes dies around 1am. Luckily for you, when most bars are sweeping up the floors and closing shop, Montauk Yacht Club & Marina kicks it ... More on clubzone

The Juicy Naam

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Health Club – East Hampton, New York

The Juicy Naam is an Organic Juice Bar, Farm Stand, and Yoga Studio and Healing Center in East Hampton. Cleanses are now available ... More on YogaFinder

Ivoryton Playhouse

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Music and Theater – Ivoryton, Connecticut

Small theater in lovely setting/town. Nearby shopping and restaurants. More on TripAdvisor

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  • We went to see "The Producer's" there last month and were blown away. This was our first time there and the talent was incredible. The playhouse is small so every seat is a good seat. The history i... More on TripAdvisor

  • 'Ivoryton Playhouse' is a small professional theater located in the village of Ivoryton in the town of Essex, Connecticut, ... More on Wikipedia

East Peak

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Things To Do – Central Village, Connecticut

Some of the scariest climbing in Connecticut. Difficult approach by CT standards make this area a less it less than commonly visited. Good ... More on RockClimbing

Bluff Head Ridge Trail

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Parks – Guilford, Connecticut

Great little trail. Not too long but very steep in parts. Once at the top More on Trails

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  • Bluff Head is the name of a steep traprock ridge that makes up the eastern slope of Totoket Mountain. From the valley below the sharp, wooded profile of the bluff is an imposing feature, like a rui... More on Trails

Westborough Historical Commission

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Museums – Westborough, Massachusetts

Hampton Hills Golf & Country Club

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Golf Courses – Riverhead, New York

The 18-hole "Hampton Hills" course at the Hampton Hills Golf & Country Club facility in Riverhead, New York features 6,634 yards of golf from the longest tees for a par of 71 . The course rating is... More on golflink.com

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  • Hampton Hills Golf & Country Club is an 18-hole regulation length golf course in Riverhead, New York. This medium-length layout has adequate length for a regulation course. Overall this course play... More on TheGolfCourses.net

Cold Stone Creamery

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Ice Cream – Southborough, Massachusetts

It is so creative and the atmosphere is so energetic and fun...perfectly for a family outing! More on Yahoo! Travel

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  • Too Expensive: What can I say the ice cream is bad and it cost way too much! More on Yahoo! Travel

  • MMM!: I disagree...the ice cream is the best I've ever had. It is so creative and the atmosphere is so energetic and fun...perfectly for a family outing! Although it may be ... More on Yahoo! Travel

Quaker Hill RD and Gun Club Skeet House

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Things To Do – Oakdale, Connecticut

Ernie's Pizza

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Restaurants – Worcester, Massachusetts

The food is great. More on Yahoo! Travel

3.5
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3.5 out of 5
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3.5
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  • They have awesome deals every day. More on Yahoo! Travel

  • AWESOME: amazing food for cheap! More on Yahoo! Travel

Bay Burger

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Restaurants – Sag Harbor, New York

Dunkin Donuts

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Restaurants – Clinton, Connecticut

Now I love it clean and people are nice and very respectful.. More on Yahoo! Travel

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  • I used to work at this dunkin donuts it was a dump then everything was gross. More on Yahoo! Travel

  • This store use to be a dump and poorly run. It is now the cleanest Dunkin Donuts I've ever been in. All new employees and ... More on Yahoo! Travel

Krystal Clear Aquatics

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Museums – Auburn, Massachusetts

Thank you for coming to our site. We have over 50 years of combined experience dealing with tropical and marine fish and corals. Krystal Clear Aquatics was established in October 2000 when Roger Prue who has been in the fish industry ... More on Krystalclearaquatics.com



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