Directions from New York, New York to Dennis Port, Massachusetts





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.


Acushnet River

Landmarks – Acushnet, Massachusetts

The Acushnet River is the largest river feeding into the Buzzards Bay watershed in southeastern Massachusetts. The river is fed by Long Pond in Lakeville via the Squam Brook, which flows through Freetown before it feeds into the New ... More on AnglerWeb.com

American Legion

Things To Do – Niantic, Connecticut

American Legion - If you’re planning on wearing sneakers, hoodies or any other casual apparel, you should probably go to another lounge. American Legion, located at 16 York Ave prides itself ... More on clubzone

Providence Ghost Tour

Tours – Providence, Rhode Island

The Providence Ghost Tour is an amazing way to learn about Providence's dark history in one spooky, story-filled evening. From the ... More on igougo

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  • The Providence Ghost Tour is a walking ghost and haunted history tour of the East Side of Providence, RI. Join us as we lead you by lantern light through the darkened streets of the historic East S... More on Discover America

  • about Providence Ghost Tours: Providence Ghost Tour travels the streets of Providence, stopping along at buildings that are thought to be haunted and presents the facts and folklore attached to eac... More on GoCityKids

Orange High Plains Fairgrounds

Music and Theater – Orange, Connecticut

Hyannisport Harbor Cruises

Tours – Hyannis, Massachusetts

Enjoy a one hour leisurely cruise on Lewis Bay and Hyannis Harbor. You will see vistas of historic interest, scenic islands and beaches, a few presidential summer ... More on DogFriendly.com

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  • Leisurely one-hour cruise on Lewis Bay and Hyannis Harbor. As you cruise along, the shoreline opens up to vistas of historic interest interspersed with scenic islands and beaches, even two presiden... More on Discover America

Warwick Historical Society

Museums – East Greenwich, Rhode Island

Amf Saybrook Lanes

Bowling Alleys – Old Saybrook, Connecticut

South Beach State Park

National And State Parks – Edgartown, Massachusetts

This is a pristine beachbut waves is stronger, good for surfing. More on TripAdvisor

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  • Clean, quiet and pretty beach we loved it. Best beach on the island. More on TripAdvisor

  • Dogs are allowed during the summer, only after 5pm. During the off-season, from mid-September to mid-April,... More on DogFriendly.com

Ridge Top Club Inc

Things To Do – North Haven, Connecticut

MEMBERSHIP Ridge Top Club has more than 200 members from diverse backgrounds some of whom have been with the club since its founding more than 50 years ago. Many others grew up at the club and joined after having their own children. ... More on Ridgetopclub.org

Carl G. Lauro Elementary

Things To Do – Providence, Rhode Island

about Carl G. Lauro Elementary: More on GoCityKids

Giardino's Family Restaurant

Restaurants – West Yarmouth, Massachusetts

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Ben & Sams Chicken & Ribs

Restaurants – East Falmouth, Massachusetts

Monroy's Bakery

Restaurants – Providence, Rhode Island

3.5
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Jay Heritage Center

Things To Do – Rye, New York

Boyhood home of American founding father John Jay; includes the 1838 Peter Augustus Jay House, a masterpiece of Greek ... More on Discover America

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  • Greek revival mansion, classical revival carriage house. Home of Jay Family for 156 years. More on iloveny.com