Directions from Gloucester, Massachusetts to Amagansett, 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.


Pinecrest Golf Club

Golf Courses – Holliston, Massachusetts

Rates very reasonable the lowest around. More on GolfReview

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  • The best thing this place has going for it is that it's cheap . More on golflink.com

  • The best thing this place has going for it is that it's cheap. It's a mud hole. Fairways are brutal, and you better bring about 20 range balls, because you will lose them in tall grass and swamp. S... More on golflink.com

Harvard Book Store

Book Shopping – Cambridge, Massachusetts

This is an amazing bookstore with a wide selection of books and friendly, intelligent staff. They also have... More on Yahoo! Travel

3.5
6 reviews
2 sources
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3.5 out of 5
6 reviews
2 sources
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Yahoo! Travel
5.0
2+ reviews
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  • Very close to hotel... take shuttle or drive, lots of parking, lots of restaurants.... and shops More on TripAdvisor

  • Not to be confused with the Harvard Square Coop , the university bookstore down the block, ... More on Yahoo! Travel

Children's Museum of the East End

Childrens Museums – Southampton, New York

Haul of Fame Museum

Museum dedicated to trucks which holds ... More on TripAdvisor

BKS Iyengar Yogamala of Cambridge

Health Club – Arlington, Massachusetts

BKS Iyengar Yogamala of Cambridge is Patricia Walden's yoga center. She offers Iyengar style classes ranging from beginning to advanced. In addition to weekly classes, Patricia offers a two-year teacher training ... More on YogaFinder

The Turbo Ride

Themeparks – Ledyard, Connecticut

The Turbo Ride, with its six-direction motion seats, takes viewers on an adventure ride that feels like the real thing. Adventure ... More on Weather.com

Marine Park

Things To Do – Sag Harbor, New York

Ponaganset River

Things To Do – Foster, Rhode Island

Stone Zoo

Zoos and Aquariums – Boston, Massachusetts

Lets help them out before all that are left of these wonderful creatures and exhibits are those vivid d... More on GoCityKids

3.0
23 reviews
2 sources
Average Rating
3.0 out of 5
23 reviews
2 sources
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Epinions.com
3.5
3+ reviews
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  • I can forgive being small and I can forgive less than stellar human accommodations as mentioned in other re... More on TripAdvisor

  • The Stone Zoo is a small zoo, make no bones about it. What it lacks for in size and, with the death of the ... More on Epinions.com

Jethros Tree

Landmarks – Concord, Massachusetts

Inscription. Near this spot stood the ancient oak known as Jethros Tree beneath which Major Simon Willard and his associates bought from the Indians the “6 myles of land square” ordered by the General Court for the Plantation ... More on HMDB

Lizard Lounge

Nightlife – Boston, Massachusetts

Takara Restaurant

Restaurants – Worcester, Massachusetts

Wild Willy's

Restaurants – Watertown, Massachusetts

The burgers are good, I'll give them that. More on CitySearch

4.5
5 reviews
1 source
Average Rating
4.5 out of 5
5 reviews
1 source
CitySearch
4.5
5+ reviews
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  • A +: great burgers love the lemonade More on Yahoo! Travel

  • Yeh the burgers are good, not as good as bartleys, but 2 burgers a small fries and a soda was $18.36!!!!!!!... More on CitySearch

The Point At East Quogue

Restaurants – East Quogue, New York

La Lanterna is one of my favorite little hidden gems in the Hamptons. Their great food and service keeps me, my family and my friends coming back week after week. On a cool evening their grand wrap... More on TripAdvisor

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  • We were looking forward to La Lanterna's opening after reading the following in the Long Island Press " will take advantage of the abundance of fresh local ingredients, including locally grown prod... More on TripAdvisor