Directions from Montauk, New York to South Yarmouth, 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.


Osprey's Dominion Vineyards

Wineries And Vineyards – Peconic, New York

Ninety acres of vinifera grapes grow under the watchful eye of the soaring osprey, our vineyard's namesake. Located on the North Fork of Long Island, our spacious grounds, live music and comfortab... More on Discoverlongisland.com

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  • Ninety acres of vinifera grapes grow under the watchful eye of the soaring osprey, our vineyard's namesake. Located on the North Fork of Long Island, our spacious grounds, live music and comfortabl... More on iloveny.com

Shelter Island Country Club

Golf Courses – Shelter Island, New York

9 holes, 2600 yards, par 33 More on iloveny.com

Fair Oaks Playground

Parks – Montville, Connecticut

The 49 degree Double Swoosh�?� Slide provides an exhilerating ride by being 50% steeper than traditional slides! Slides are essential and this straight shooter will send ... More on KaBoom.org

YMCA of Greater Fall River

Swimming – Fall River, Massachusetts

Craigville Beach

Beaches – Barnstable, Massachusetts

This beach, located on Nantucket Sound, is one of the largest and most popular on Cape Cod. The water is a very pleasant temperature from mid-July to early September, and the gentle swells are refr... More on Homeandabroad.com

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  • For today's visitor, Centerville has become a favorite spot for the perfect vacation. It boasts freshwater beaches at Lake Wequaquet and the spectacular Craigville Beach on the Sound. BARNSTABLE is... More on GoingToTheBeach.com

Wyoming Pond

Things To Do – Wyoming, Rhode Island

Harwich town forest trail

Parks – Harwich, Massachusetts

1st section is fast, smooth, some bumps/dips. Town forest is slower but cool to ride in. More on trails.mtbr.com

MICAHS POND

Swimming – Osterville, Massachusetts

In Mid-Cape Cod, there is a fresh water pond with a very high swinging rope hanging from a tree above. The rope swing is reported to be in disrepair, so use ... More on SwimmingHoles.info

East Lyme

Landmarks – Niantic, Connecticut

Inscription. East Lyme Settled in the 1640's in part of Lyme and New London. East Lyme was made a separate town in 1839 by the Connecticut General Assembly. In what was originally a farming area along the Old Post Road, a cottage ... More on HMDB

Exeter Country Club

Golf Courses – Exeter, Rhode Island

The staff is always pleasant in my experiences, and for $35 for 18 holes, the course is a great deal . More on golflink.com

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  • I would rate Exeter a nice solid 3 on the golf digest stimp meter. More on golflink.com

  • OVERRATED! Please #2 on RIs best. What, does the owner know someone from this website? Come on, the course is solid not great. It is fairly challenging and nice course overall but the greens are as... More on golflink.com

Country Club of New Bedford

Golf Courses – North Dartmouth, Massachusetts

This course features fast and large greens, plus tree-lined fairways. In addition, water hazards come into play on two holes, and several sand bunkers have been ... More on Golf.com

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  • The 18-hole "New Bedford" course at the Country Club of New Bedford facility in North Dartmouth, Massachusetts features 6,400 yards of golf from the longest tees for a par of 70 . The course rating... More on golflink.com

Polcari's Restaurant

Restaurants – Hyannis, Massachusetts

Cardoza's Wine & Spirits

Restaurants – North Dartmouth, Massachusetts

The food the service and the atmosphere were all incredible! More on Yahoo! Travel

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  • i can't wait to go back. More on Yahoo! Travel

  • All I can say is wow!!!!!! The food the service and the atmosphere were all incredible! i can't wait to go back. More on Yahoo! Travel

Pocasset Seafoods Inc

Restaurants – Johnston, Rhode Island