Directions from Dennis Port, Massachusetts to Westport, 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.


Mashantucket Pequot Museum & Research Center

Museums – Mystic, Connecticut

Don’t be fooled by this serious-sounding name. While this is definitely a first-class research center and museum, it’s also an exciting ... More on igougo

Home Site Of Roger Sherman

Landmarks – New Milford, Connecticut

Inscription. Marker on New Milford Town Hall building: On the site of this building, once lived, Roger Sherman, Born 1721 – Died 1793, One of the Signers of the, Declaration of Independence, Placed by the Roger Sherman Chapter, ... More on HMDB

Barnum Museum

Museums – Stratford, Connecticut

Larkfield Lanes

Bowling Alleys – East Northport, New York

Bowling for the whole family - Open bowling - League bowling - Birthday parties - Complete snack bar More on entertainment.com

Town Green

Parks – Old Saybrook, Connecticut

Gazebo, hosts civic events, summer concerts, winter skating. More on Oldsaybrookchamber.com

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  • Gazebo, hosts civic events, summer concerts, winter skating. More on Oldsaybrookchamber.com

Living Room

Nightlife – Providence, Rhode Island

Locals flock to the venue to watch live music including punk and alternative bands. More on CitySearch

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  • Living Room Inc - The Living Room provides nightly live music with a maximum cover of $10. Showcasing local... More on clubzone

North Shore Country Club

Golf Courses – Glen Head, New York

Nice practice facilities as well. More on golflink.com

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  • Friendly and helpful staff in clubhouse and proshop More on golflink.com

  • Great design by Tillinghast. Course in superb condition. Had an annoying caddy, but other than that, greens, tee boxes and traps all in superior condition. Nice ... More on golflink.com

Chamard Vineyards

Wineries And Vineyards – Clinton, Connecticut

For just a moment you might think you are in an exclusive French winery, elegant and inviting, but you are at the Chamard ... More on Yahoo! Travel

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  • This 20 acre vineyard specializes in producing wines from classic European wine grapes using traditional techniques mixed with a bit of modern technology. Well behaved dogs are welcome to explore t... More on DogFriendly.com

Hofstra Museum

Museums – East Garden City, New York

Ananda Kutir

Health Club – Croton-on-Hudson, New York

We offer Satsang and Meditation, in an eight week series, every Spring and Fall. After teaching Hatha Yoga and Meditation for over 30 years, we ... More on YogaFinder

Ludington Graves

Landmarks – Patterson, New York

Inscription. Burial site of Revolutionary, war heroes, Col. Henry, Ludington and his daughter, Sybil, who rode to warn the, troops on 26 April 1777, , Erected by Town of Patterson. , Location. 41° 30.841′ N, 73° 36.741′ ... More on HMDB

Legal Sea Foods - White Plains

Restaurants – White Plains, New York

Food is excellent with my only disappointment ever being the undercooked tuna. More on Restaurantica

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  • Red Lobster is definitely better go figgur. More on Yahoo! Travel

  • When I lived in and visited Boston, I always made a point of going to Legal Seafoods restaurants. They were... More on TripAdvisor

Kenny Rogers Roasters

Restaurants – Westbury, New York

Soldiers' Memorial

Parks – White Plains, New York

Inscription. (Front): To the soldiers of White Plains who died in the service of their country in the Civil War 1861-1865. (Back): Erected by their late comrades and the town of White Plains July 4, 1872. , Erected 1872 by Town of ... More on HMDB