Directions from Manhattan, New York to Lenox, 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.


Kittrell Park

Parks – White Plains, New York

Gardella and Kittrell pools are a wonderful way to splash away the summer days and keep cool. Also at both parks have a Basketball Court and Playgrounds. Residents of all ages can enjoy our pools, ... More on Cityofwhiteplains.com

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  • Inscription. During the Battle of White Plains, the Americans under General Washington were forced off Chattertons Hill after inflicting heavy casualties on British troops, checking their advance i... More on HMDB

Russell Pond

Beaches – Russell, Massachusetts

This 71-acre, relatively infertile natural great pond is also known as Hazzard Pond or Woronoake Lake. It has an average depth of 15 feet and a maximum depth of 34 feet. The bottom is composed primarily of silt and rock. Transparency ... More on AnglerWeb.com

JFK Elementary Playground

Things To Do – Brewster, New York

Playground located behind JFK Elementary, open to public after school and weekend hours More on KidsPlayParks

William E. Ward House

Landmarks – Rye Brook, New York

'William E. Ward House', known locally as 'Ward's Castle', is located on the state line between Rye Brook, New York and Greenwich, Connecticut, United States. It is a reinforced concrete structure built in the 1870s. Ward, a mechanical ... More on Wikipedia

Readsboro Glassworks

Things To Do – Readsboro, Vermont

Readsboro Glassworks is the hot glass studio of Mary Angus and K. William LeQuier. For over 25 years, Angus and LeQuier have been creating hand blown glass and glass sculpture in their Readsboro, Vermont studio. Located on Main Street ... More on 1-800-vermont.com

Roosevelt (Franklin D) State Park

National And State Parks – Yorktown Heights, New York

There is a dirt section but its not worth riding if you have a mountain bike. More on trails.mtbr.com

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  • This 3 mile loop is mostly road riding. There is a dirt section but its not worth riding if you have a mountain bike. Good for a family of bike riders. Recommended Route: Not Recommended for Mt. Bi... More on trails.mtbr.com

  • Fishing (largemouth bass, perch, bullhead and pickerel) and boating on Mohansic Lake and Crom Pond. Hiking, picknicking, frisbee, ... More on Discover America

Harlem Valley Golf Course

Golf Courses – Wingdale, New York

The 9-hole "Harlem Valley" course at the Harlem Valley Golf Club facility in Wingdale, New York features 3,040 yards of golf from the longest tees for a par of 35 . The course rating is 34.5 and it... More on golflink.com

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  • Welcome to the Harlem Valley Golf Club Harlem Valley Golf Club is located in the foothills of the Berkshires at Wingdale, NY. Our challenging 9 hole, semi-private golf club designed by Donald Ross ... More on Harlemvalleygolfclub.com

Albany Urban Cultural Park, Albany, NY

Things To Do – Albany, New York

Museum, orienation films, maps ... More on Yahoo! Travel

Bridge: Grays Sugarhouse

Landmarks – Ashfield, Massachusetts

(Grays Sugarhouse, 20', 1994, 21-06-g) across a stream N. of Ashfield , Ashfield Township, Franklin County, MA. Baptist Corner Rd. N. (curves E.) 1.7 miles from jct with MA116 in Ashfield, N. on Barnes Rd. 0.1 miles to Grays Sugarhouse ... More on dalejtravis.com

Friends Meeting House

Things To Do – Chappaqua, New York

The Chappaqua Friends Meeting House, circa 1753, is the oldest Quaker meeting house standing in Westchester County.  More on Discover America

Columbia Pizzerie & Deli

Restaurants – Rensselaer, New York

Four T's Delicatessen Pizzeria is located in New York. It's known for its deli. More on Open List

Wingdale Deli & Pizza Express

Restaurants – Wingdale, New York

Best Pizza North of the Bronx: Excellent think crust pizza great flavor great crust great service (they deliver!) More on Yahoo! Travel

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  • great prices . More on Yahoo! Travel

  • Best Pizza North of the Bronx: Excellent think crust pizza great flavor great crust great service (they deliver!) great prices. I have been going to them for 5+ years. I had ... More on Yahoo! Travel

Quiznos Classic Subs

Restaurants – Albany, New York

In Short :This lunch spot differentiates itself from other sub chains with its toasted bread-based creations loaded with gourmet ingredients like avocado and black Angus beef. Low-fat and low-carb options (such as fla... More on CitySearch

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R. F. Piretti Tennis Enterprises

Parks – Lenox, Massachusetts

These courts offer a chance for tennis enthusiasts to enjoy ... More on Yahoo! Travel