Directions from Cambridge, Massachusetts to Monticello, 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.


A Much-Loved Old Church and a Watering Trough for Horses Ridgefield, Connecticut The Museum in the Streets

Museums – Ridgefield, Connecticut

Inscription. The Methodist Episcopal Church: had its beginnings in Ridgefield 1n 1787 when the first meeting was held – just 21 years after Methodism had been introduced into the U. S. from England. In 1789 Jesse Lee, a native ... More on HMDB

Windsor Historical Society

Museums – Windsor, Connecticut

The Windsor Historical Society's museum, library, and historic houses explore over 370 years of local history ... More on MuseumStuff.com

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  • The society, founded in 1921, examines over 370 years of Windsor's history through exhibitions, education programs, publications, active collecting, and research. The Windsor Historical Society aim... More on Heritage

The Futon Store At The Rare Bird

Home and Garden Stores – Wappingers Falls, New York

Delano-Hitch Stadium

Entertainment Venue And Sports Arenas – Newburgh, New York

Delano-Hitch Stadium - Beer? Check. Newspapers? Check. Delano-Hitch Stadium, at 399 Washington Street, offers your usual selection of imports, domestics, and so on. Craaaaazy, out-of-control entertainment? Ummmm… Not so much. Your ... More on clubzone

Wawayanda Patent

Landmarks – Chester, New York

Inscription. Covering about half of present Orange County was granted by Gov. Cornbury Mar. 5, 1703 to John Bridges and eleven associates. , Erected 1935 by State Education Department. , Location. 41° 21.621′ N, 74° ... More on HMDB

Sonia's

Things To Do – Middletown, New York

Our Cape Cod home with creek and apple trees.is comfortable, quiet and relaxing for you and your family or 2 couples in a family suite. One room with King Bed and extra bed; ... More on iloveny.com

Old Hundred

Landmarks – Ridgefield, Connecticut

Inscription. Old Hundred, 1783, This Structure Was Originally, The Store of Lts. Joshua King And, James Dole, Later Used As A Resi-, dence Known As "Old Hundred.", , Location. 41° 15.953′ N, 73° 27.257′ W. Marker ... More on HMDB

Hopkinton State Park

Parks – Hopkinton, Massachusetts

Located in the towns of Hopkinton and Ashland, Hopkinton State Park contains 1450 acres. Activities include bicycling, non-motorized boating, hiking, horseback riding, picnicking, cross-country ski... More on GoingToTheBeach.com

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  • Located in the towns of Hopkinton and Ashland, Hopkinton State Park contains 1450 acres. Activities include bicycling, non-motorized boating, hiking, horseback riding, picnicking, cross-country ski... More on Epinions.com

Connecticut Trolley Museum

Museums – East Windsor, Connecticut

The people that run the Trolley Museum are very nice, and it is sure to be a quaint, enjoyable experience f... More on TripAdvisor

3.0
7 reviews
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3.0 out of 5
7 reviews
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  • Unfortunately the Trolley Museum is closed for the season in February, but Alex was thrilled when my brothe... More on TripAdvisor

  • This museum is a must for kids of all ages. Admission ($7 for adults and $4 for kids over 2) inlcud... More on Judysbook.com

Cercemaggiore Community Club

Things To Do – Oakville, Connecticut

Senator Rob Kane (R-32) and Representative Sean Williams (R-68) recently welcomed a contingent of dignitaries from Cercemaggiore, Italy who traveled to Watertown to visit with members of the local Cercemaggiore Club. During the visit, ... More on Senaterepublicans.ct.gov

Hodgson Farms

Things To Do – Walden, New York

Garden center, pumpkin picking, corn maze, hayrides, petting zoo. Entertainment and October haunted house. More on iloveny.com

Scotts Corners Golf Course

Golf Courses – Montgomery, New York

This place is like playing golf on a parking lot. More on Yahoo! Travel

4.0
2 reviews
1 source
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4.0 out of 5
2 reviews
1 source
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4.0
2+ reviews
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  • The real challenge is to navigate the well maintained greens. More on golflink.com

  • This place is great! I'm an novice golfer and find this place to provide both the challenge and yet forgive... More on Yahoo! Travel

Plaza Diner

Restaurants – New Paltz, New York

Bar Louis at the Hotel Fauchere

Restaurants – Milford, Pennsylvania

Well worth the price for this eccletic atmosphere and food. More on Restaurantica

3.0
11 reviews
2 sources
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3.0 out of 5
11 reviews
2 sources
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3.5
1+ reviews
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  • Stick with the plain and simple here....a burger and fries, and a beer. More on TripAdvisor

  • We ate lunch at the Bar Louis on a Sunday afternoon and found it to be an enjoyable experience. Upscale bar... More on TripAdvisor

Carpenito's Restaurant

Restaurants – Monticello, New York

Casual fine dining, creative daily specials, bar & lounge. More on iloveny.com