Directions from Boston, Massachusetts to Cairo, 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.


Quaboag Country Club

Golf Courses – Monson, Massachusetts

Nice lounge area and locker rooms are very well maintained. More on golflink.com

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  • The staff is very friendly and helpful , even to (GASP!!) More on golflink.com

  • Tricky greens and surprising traps in the fairways, just where you hit a nice drive, make this a nice little challenging golf course. The staff is very friendly and helpful, even to (GASP!!) women ... More on golflink.com

Half WAY House Tavern

Bars – Ravena, New York

Half Way House Tavern - Want to throw a huge party with 300 of your closest friends? Half Way House Tavern is probably not the place to do it. But if you’re interested in grabbing ... More on clubzone

3.5
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3.5 out of 5
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3.5
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All Saints Church

Music and Theater – Worcester, Massachusetts

Christman's Windham House, Christman's Windham House Course

Golf Courses – Windham, New York

The 18-hole "Christman's Windham House" course at the Christman's Windham House facility in Windham, New York features 7,150 yards of golf from the longest tees for a par of 72 . The course rating ... More on golflink.com

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  • The Christman's Windham House Course at Christman's Windham House is an 18-hole regulation length golf course in Windham, New York. This short layout has adequate length for a regulation course. Wi... More on TheGolfCourses.net

Gen. Henry Knox Trail

National And State Parks – Ghent, New York

Inscription. Through this place passed, Gen. Henry Knox, in the winter of 1775-1776, to deliver to, Gen. George Washington, at Cambridge, the train of artillery, from Fort Ticonderoga, used to forc... More on HMDB

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  • Inscription. Through this place passed, Gen. Henry Knox, in the winter of 1775-1776, to deliver to, Gen. George Washington, at Cambridge, the train of artillery, from Fort Ticonderoga, used to forc... More on HMDB

Bronck Museum

Museums – Coxsackie, New York

Complex of Dutch Colonial homes and 19th century barns built by family for which Bronx is named. Includes HV's oldest house built ... More on iloveny.com

Sherborn Historical Society

Museums – Sherborn, Massachusetts

The purpose of the Society is to collect, display, store, and preserve artifacts, information, and documents concerning our local history and to use our ... More on MuseumsUSA.org

Mellea Farm Vineyards

Wineries And Vineyards – Dudley, Massachusetts

FASNY Museum of Firefighting

Museums – Hudson, New York

I was surprised just how much my family and I enjoyed our time at the museum . More on TripAdvisor

3.0
7 reviews
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3.0 out of 5
7 reviews
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Trekaroo
4.0
1+ reviews
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  • The displays were very interesting, and we really enjoyed the educational 911 exhibit , too! More on TripAdvisor

  • I enjoyed learning about the history of firefighting! More on TripAdvisor

Stamford Gables B&B

Things To Do – Stamford, New York

In the heart of the Village of Stamford this 1855 Gothic Revival Home has three beautiful guest rooms, all with private baths, individual heaters/ac units, TV, ... More on iloveny.com

Emma Willard

Landmarks – Troy, New York

Inscription. 2/23/1787 – 4/15/1870, Educator, author, & founder, in 1814 of first school for, girls with a curriculum, like that available to boys. George E. Pataki, Governor, , Erected 1998... More on HMDB

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  • 100 Years on Mount Ida For 100 years of its nearly 200 year history, Emma Willard School�s home has been atop Mount Ida on a breathtaking, historic campus. In this 12-minute video, get to know ... More on Emmawillard.org

Tebo's Deli & Market

The food is inexpensive and it should be. More on TripAdvisor

3.0
3 reviews
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3.0 out of 5
3 reviews
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  • But for me, breakfast is the best meal of the day at Tebo's. More on TripAdvisor

  • i went there for lunch and the food was good and and served in a fashionable amount of time , Gary (owners ... More on TripAdvisor

Pizza Hut

Restaurants – Albany, New York

In Albany go to Pizza Hut for a two star meal. It's known for its pizza. When you step inside the restauran... More on Open List

3.0
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3.0 out of 5
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  • Our five major products Pan Pizza Thin 'N Crispy(R) pizza Hand-Tossed Style pizza Stuffed Crust Pizza and T... More on Yahoo! Travel

McDonalds Corporation

Restaurants – Delmar, New York

Since first opening in 1955 in Des Plaines, Ill., McDonald's has become one of the most recognized brands in the world. Casual and kid-friendly, ... More on CitySearch

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  • In Delmar go to Mcdonald's for a two star meal. This very affordable establishment is one of the popular restaurants in ... More on Open List