Directions from New York, New York to Westbrook, Connecticut





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.


Ocean Beach Resort at Montauk

Things To Do – Montauk, New York

The Ocean Beach is located on the ocean and just two short walking blocks to town. Enjoy our glass atrium-enclosed pool ... More on iloveny.com

Closter Dock Road

Landmarks – Alpine, New Jersey

Inscription. Laid out in 1761 by New York over an earlier route when that province claimed jurisdiction over this area. Used by troops during the Revolutionary War, the road led from Closter to Closter Dock on the Hudson where farm ... More on HMDB

Yoga Shanti

Health Club – Sag Harbor, New York

Yoga Shanti is a full-time, year-round, East End Yoga studio offering oppurtunities for every kind of student. Located in Sag Harbor, we have recently settled into our new ... More on Sagharborguide.com

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  • Yoga Shanti is a spiritual resource center where people come to practice asana in a range of styles, learn yoga philosophy, chant, and practice meditation. We offer classes ... More on YogaFinder

Memorial Park Boundless Playground

Parks – Willimantic, Connecticut

This project was affiliated with Boundless Playgrounds and thus has excellent opportunities for all children to play to their maximum potential. This ... More on KaBoom.org

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  • Memorial Park Boundless Playground is a kid friendly park located in Willimantic CT. More on KidsPlayParks

Branford Marine Railway (Birbarie Marine Sales)

Entertainment Venue And Sports Arenas – Branford, Connecticut

Thomas Arthur Galleries

Things To Do – Southampton, New York

Sagg Main Beach

Beaches – Wainscott, New York

Bluff Point Coastal Reserve

National And State Parks – New London, Connecticut

This point of land, distinguished by an oddly shaped tombolo beach — sand spit — jutting into Long Island Sound, is the last significant undeveloped land along Connecticut's coast. One mile wide and half as long, the reserve ... More on LLBean.com

Cheshire Historical Society

Museums – Cheshire, Connecticut

Organized in 1951, the Cheshire Historical Society is a group of old and new residents who have a desire to discover and preserve the heritage of Cheshire, Connecticut. They educate and assist others in their inquiries into our past ... More on MuseumsUSA.org

First Presbyterian-Old Whaler's Church

Things To Do – Sag Harbor, New York

An Egyptian Revival style Church. Designed by Minard Lefever in 1844. The spire, which could be clearly seen by ships arriving in the waters beyond the harbor, was blown down in the 1938 hurricane. Just to the right of the church's ... More on Sagharborguide.com

Toby's Lounge

Bars – New Rochelle, New York

Toby's Lounge - Want to throw a huge party with 300 of your closest friends? Toby's Lounge is probably not the place to do it. But if you’re interested in grabbing ... More on clubzone

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Quattro Figli

Restaurants – Greenwich, Connecticut

Four Corners Pizza Restaurant

Restaurants – Meriden, Connecticut

Try Lidos up by the old movie theater for good pizza!! More on Yahoo! Travel

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  • BAD EXPERIENCE MY WHOLE FAMILY ARE THEIR AND THAT NIGHT EVERYBODY HAD A BADDDD STOMACH BUG!!! More on Yahoo! Travel

  • Bad experience my whole family are their and that night everybody had a badddd stomach bug!!! Buyer beware!... More on Yahoo! Travel

Krauszer's

Restaurants – Hamden, Connecticut

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One Woman Vineyards

Wineries And Vineyards – Southold, New York