Directions from South Yarmouth, Massachusetts to Medford, 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.


The Old Field Vineyards

Things To Do – Southold, New York

Owners Chris and Ros Baiz will give you a history of the Fork's viticulture as they pour you a glass of their red Rooster Tail. ... More on travelandleisure

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  • The Old Field Vineyards, a family-owned and operated vineyard in Southold, on the North Fork of Long Island, producing ... More on Theoldfield.com

Dublin Jack

Bars – East Northport, New York

Dublin Jack - Happy hour never looked so good. Dublin Jack, located at 426 Larkfield Rd caters to an anxious after-work crowd ... More on clubzone

3.5
1 source
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3.5 out of 5
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3.5
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Round The Corner

Bars – Providence, Rhode Island

Round The Corner - Beer, liquor and all other booze—it all ends up in the same place. If you’re looking for a decent fueling station ... More on clubzone

3.5
1 source
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3.5 out of 5
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3.5
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Bay Pointe Country Club

Golf Courses – Buzzards Bay, Massachusetts

Overall I would say for the money it was well worth it and I would definitely go play it again. More on golflink.com

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  • Good value for a par 70 More on golflink.com

  • Played yesterday on a less then stellar weather day. The course is not overly long (only 6200 yards from the tips) but actually played tougher then I expected. It is only a par 70 with 6 par 3s whi... More on golflink.com

Toth Park Pool House

Themeparks – Easton, Connecticut

Category: Amusement/recreation Services Toth Park Pool House is a one-stop provider of fun for the family in Connecticut. Visit us ... More on localamusementparks.com

National Golf Links of America

Golf Courses – Shinnecock Hills, New York

'National Golf Links of America' is a prestigious links-style golf course in Southampton, New York, located on Long Island between Shinnecock Hills Golf Club and Peconic Bay. Though the course is noted for hosting the initial Walker ... More on Wikipedia

Benefit Street's Mile of History

Tours – Providence, Rhode Island

The most impressive concentration of original Colonial homes in America. Beautifully restored houses, churches and museums overlook the city's historic waterfront. Self-guided walking tours ... More on Visitrhodeisland.com

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  • The most impressive concentration of original Colonial homes in America. Beautifully restored houses, churches and museums overlook the city's historic waterfront. Self-guided walking ... More on Visitrhodeisland.com

Pastime Athletic Club

Things To Do – Norwalk, Connecticut

Legend of the Turnips

Landmarks – Westport, Massachusetts

Inscription. The saga of the Macomber Turnip began on Main Road. Aiden and Elihu Macomber returned to Westport from the Philadelphia Exposition of 1876 with a prize in their pockets: exposition turnip seed. Planted in these fertile ... More on HMDB

White Whale

Restaurants – Seaford, New York

staff is friendly and the... More on Dine.com

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  • We sat on $2.00 plastic white lawn chairs. More on Yahoo! Travel

  • A very nice place right on the water! Staff is friendly and the... More on Dine.com

Peter Pan Diner

Restaurants – Bay Shore, New York

The food arrived very quickly & was fresh , the service was what you would expect from a diner (pretty... More on TripAdvisor

3.5
9 reviews
3 sources
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3.5 out of 5
9 reviews
3 sources
Restaurantica
4.0
5+ reviews
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3.5
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  • Breakfast food or dinner food it's all great served hot. More on Yahoo! Travel

  • Best Diner I've been to in a long time. Will go back again and again. Love a good burger! More on Restaurantica

Applebee's Neighborhood Grill

Restaurants – Miller Place, New York

3.0
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Regal Entertainment Group

Movies – Hampton Bays, New York

Old Custom House

Museums – Sag Harbor, New York

Well maintained historical relic of the days when Sag Harbor was a major port. More on Yahoo! Travel

3.0
1 review
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3.0 out of 5
1 review
1 source
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3.0
1+ reviews
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  • Well maintained historical relic of the days when Sag Harbor was a major port. More on Yahoo! Travel

  • This landmark was once the home of an 18th-century customs inspector named Henry Packer Dering, who operat...