Directions from Plymouth, Massachusetts to New Windsor, 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.


David Wooster Monument

Sightseeing – Danbury, Connecticut

Inscription. [ North face ], David Wooster, First Maj. Gen. of the Conn. Troops in the Army of the Revolution. Brig. Gen. of the United Colonies. Born at Stratford, Mar. 2, 1710-11. Wounded at Ridgefield, April 27, 1777, while defending ... More on HMDB

Willowdale Golf Course

Golf Courses – Mansfield, Massachusetts

Average, well maintained 9-Hole Course. More on GolfReview

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  • This is not the greatest course in the world, but I do not think that they could have made it any better with their property. More on golflink.com

  • My Review A good course. It is is really well designed since they use up all of the property they bought. The 1st is the best hole on the course. The 5th is really good too. The back 3 is good. It ... More on golflink.com

Hill-Hold

Museums – Campbell Hall, New York

1769 stone farmhouse on historic working farm. One room schoolhouse, summer kitchen, herb garden, smoke house and resident farm animals. Special events ... More on Orangetourism.org

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  • Built in 1769, this old farmhouse has been converted into a museum, reflecting the lives of the Bull-Jackson family spanning over 200 years. This museum depicts what life was like on a Hudson Valle... More on Heritage

WICN 90.5 FM, Public Radio, Inc.

Music and Theater – Worcester, Massachusetts

New England's Jazz and Folk Station, featuring America's musical art forms with the significant focus on jazz. As Central New England's public radio station, providing a voice of the arts for Centr... More on Worcestermass.org

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  • New England's Jazz and Folk Station, featuring America's musical art forms with the significant focus on jazz. As Central New England's public radio station, providing a voice of the arts for Centr... More on uptake_content

Buttermilk Falls

Landmarks – Highland Falls, New York

Inscription. At the foot of this lane, at Buttermilk Falls, was, the Headquarters of General, Israel Putnam, Commander, in the Highlands 1779, , Erected by State of New York. , Location. 41° 22.242′ N, 73° 57.844′ ... More on HMDB

Ice Pond

Things To Do – Patterson, New York

Norvin Green State Forest

Parks – Ringwood, New Jersey

Norvin Green State Forest is divided into two sections, one north (Ringwood) and one south (Bloomingdale) o... More on Epinions.com

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  • The undisturbed forest and rugged terrain of Norvin Green offers sanctuary for birds and other wildlife. Pa... More on state_nj_us

  • The undisturbed forest and rugged terrain of Norvin Green offers sanctuary for birds and other wildlife. Pa... More on Epinions.com

West Hartford Art League

Things To Do – West Hartford, Connecticut

Yogi Bear's Jellystone Park at Lazy River

Campgrounds – Gardiner, New York

Dogs of all sizes are allowed. There are no additional pet fees. Dogs must be quiet at night, be leashed, and cleaned up after. This RV park ... More on DogFriendly.com

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  • Camping along the Wallkill River at the base of the Shawangunks. Nearby wineries, state parks, mountain ... More on iloveny.com

Red Bridge

Landmarks – Meriden, Connecticut

Inscription. Length 78 feet – width 16 feet, Listed on the Register of, Historic Places, by the U. S. Department of, the Interior, National Park Service, Erected in 1891, by, the Berlin Iron Bridge Company, Red Bridge is of ... More on HMDB

Olee's Master Pizza

Restaurants – Farmington, Connecticut

Decent pizza for a decent price . More on Judysbook.com

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  • Service lousy but management WORSE!!! More on CitySearch

  • HORRIBLE SERVICE! Will NEVER order from again! Tried twice--no luck. Service lousy but management WORSE!!! More on CitySearch

Carvel Ice Cream Bakery

Restaurants – Jefferson Valley, New York

Carvel Ice Cream Bakery is your headquarters for ice cream treats. Carvel ice cream cakes are the preferred way to celebrate any special occasion. They're made with layers of creamy Carvel vanilla and chocolate ice cream with our ... More on Yahoo! Travel

Three Brothers Restaurant

Restaurants – Bloomfield, Connecticut

Three Brothers Restaurant is located in Connecticut. More on Open List

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In Memory of Southington Men

Landmarks – Southington, Connecticut

Inscription. In Memory Of, Southington Men, Who Made The Supreme Sacrifice, In The Service Of Their Country In World War II William U. Bailey Pfc Lawrence Bowers Capt Rudilph Cabata Mg John Calvanese S/Sgt Leonard Cyr Sgt Donald Dorman ... More on HMDB