Directions from New York, New York to Oak Bluffs, 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.


Poplar Point

Landmarks – Wickford, Rhode Island

Poplar Point Lighthouse is an excellent example of an "integral" lighthouse - that is one in which the light tower is incorporated into the keeper's living quarters. Integral lighthouses were appealing to their frugal overseer as ... More on LighthouseFriends.com

Monte Cristo Cottage Museum

Museums – Groton, Connecticut

Lupos Hotline

Things To Do – Johnston, Rhode Island

Lupo's used to be a Providence staple - the cramped sweaty club where I saw Elvis Costello, Sonic Youth, an... More on TripAdvisor

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  • Saw the Swell Season last night. Old theatre, we sat in the orchestra area 6 rows back. Blown away by the a... More on TripAdvisor

Harry Day Area

Things To Do – Easton, Connecticut

Back to back faces good for bouldering. Grab your toothbrushes and leave your vegan friends at home, your gonna have to scrape some rock if you want to ... More on RockClimbing

Warwick Historical Society

Museums – East Greenwich, Rhode Island

Cape Cod's Irish Pub

Bars – West Harwich, Massachusetts

Cape Cod's Irish Pub - So you want to get a table? Be prepared to shell out some cash. Cape Cod's Irish Pub caters to the ... More on clubzone

Bourne Scenic Park

Parks – Buzzards Bay, Massachusetts

Chatfield Hollow State Park

National And State Parks – Killingworth, Connecticut

These trails are the best technical trails that I have found in Connecticut. 99% ridable, but 80% expert or master. More on trails.mtbr.com

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  • A great combination of slow, fast, Technical, singletrack with some great switchbacks and some great views ! More on trails.mtbr.com

  • Chatfield Hollow State Park can be a fun ride for the fit mountain biker with a sense of adventure. The best single track is on the East side of the park winding through parts of the state forest. ... More on trails.mtbr.com

Hot Tin Roof

Music – Edgartown, Massachusetts

What was once the online home of famous The Hot Tin Roof nightclub in Martha�s Vinyard, is now the premiere online destination to find hotels, ... More on Mvhottinroof.com

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  • Hot Tin Roof is Edgartown's legendary music and entertainment venue. Offering regularly scheduled entertainment acts, including the hottest names in reggae, comedy, rock, latin and blues. ... More on WorldWeb.com

Yarmouth Historical Commission

Museums – South Dennis, Massachusetts

Valley YMCA

Swimming – Ansonia, Connecticut

Lasse's Restaurant

Restaurants – Milford, Connecticut

They have amazing 1/2 price chicken /pasta specials on Mondays and Tuesdays. More on TripAdvisor

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  • My son especially loves the lasagna specials are always good and the Antipaso salad makes a great meal too! More on Yahoo! Travel

  • This place reeks of the ratpack era. You can visualize a guy with a suit and slick backed hair sitting at t... More on TripAdvisor

East Wok

Restaurants – Glen Cove, New York

Good sushi: Pretty environment More on Yahoo! Travel

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  • Parking could be better. More on Yahoo! Travel

  • Good sushi: Pretty environment More on Yahoo! Travel

Germanos Pizza

Restaurants – Pawcatuck, Connecticut

Thanks for the fabulous meal!!! More on Yahoo! Travel

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  • Excellent experience from the Fresh food to the professionaldining experience. More on Yahoo! Travel

  • This is a gem in a sea of mediocrity! Simple delicious home-made Italian cuisine of the highest caliber. Pricing is extraordinarily ... More on Yahoo! Travel

Darien Historical Society

Museums – Darien, Connecticut

The society is the prime resource for materials of historical value in Darien. The society operates the Bates-Scofield Homestead, an eighteenth century house-museum with herb garden, resource ... More on Heritage

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  • Virtual Tour of Darien The Darien Historical Society The Darien Historical Society is located in the Bates-Scofield Homestead (c.1736) at 45 Old King's Highway North. This building houses both the ... More on Darienct.gov