Directions from Nantucket, Massachusetts to Poughkeepsie, 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.


North Salem World War II Memorial

Landmarks – North Salem, New York

Inscription. 1941 Town of North Salem, N. Y. 1945, In Honor of Our Citizens Who Served, In the Armed Forces Of, The United States, During World War II, Abate, Ugo Alexander, Charles J. Andrews, William Biel, Leonard Bocchino, James ... More on HMDB

milford skatepark, milford Alabama

Things To Do – Milford, Massachusetts

Milford skatepark this park use to be good now it sucks More on skateboardpark.com

Foothills Motel

Things To Do – Dover Plains, New York

Near to skiing. 15 rooms, dining, copy/fax service. More on iloveny.com

The Naval Battle of Fort Montgomery

Landmarks – Fort Montgomery, New York

Inscription. When Sir Henry Clintons British troops reached Forts Clinton and Montgomery on October 6, 1777, some of his ships began moving upriver to support them. First came two galleys, the Depe... More on HMDB

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  • Inscription. Accounts of the naval action during the Battle of Fort Montgomery are conflicting. This scene is one impression of how the river might have looked during the battle. "The Shark and Cam... More on HMDB

Old Chatham Road RV Resort

Campgrounds – South Dennis, Massachusetts

The Old Chatham Road RV Resort are luxurious campsites and rentals situated on 55 woodland acres in the heart of Cape Cod, MA. Our Cape Cod RV Park is located approximately two miles from both the ... More on ReserveAmerica.com

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  • None Available More on GoCampingAmerica

Storm King Summit Trail

Things To Do – Cold Spring, New York

Excellent hike! Trails clearly marked, particularly the initial orange tra More on Trails

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  • This was a great hike. I will say I thought the description was a bit misl More on Trails

  • Few hikes manage to blend a rocky, mountainous setting with dynamite views, while still being easily accessible by a major highway. Storm King is one of those, delivering a quick payoff in panorama... More on Trails

Blue Hills Orchard

Farm – Wallingford, Connecticut

Where Rochambeau Crossed the Housatonic River 1781 * 1954

Landmarks – Southbury, Connecticut

Inscription. Near this point, Le Comte de Rochambeau: crossed the Housatonic River, leading the French Army, enroute to victory at Yorktown. , Erected 1954 by Connecticut Society Sons of the American Revolution. , Marker series. ... More on HMDB

Kettletown State Park

Campgrounds – Southbury, Connecticut

There is a large open field with lots of parking . More on Epinions.com

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  • These have plenty of parking too! More on Epinions.com

  • Last year in Jan, I was looking through the forums on geocaching.com. There was a thread discussing an even... More on Epinions.com

World War II Plaque

Landmarks – Washingtonville, New York

Inscription. This tablet is erected, in honor of the men and women, of the Town of Blooming Grove, who served their country, in World War II, 1941: and 1945: in memory of, those who gave their live... More on HMDB

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  • Inscription. This tablet is erected, in honor of the men and women, of the Town of Blooming Grove, who served their country, 1917: in the World War 1919: and, in memory of, those who gave their liv... More on HMDB

Olde Scotland Links

Golf Courses – Bridgewater, Massachusetts

Overall it is a wonderful round of golf for a reasonable price. More on GolfReview

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  • For a muni it is pretty well kept. More on golflink.com

  • Fun course. A good value. Easy to walk. For a muni it is pretty well kept. Too bad there is no club house. ... More on golflink.com

Mountainville Manor

Restaurants – Mountainville, New York