Directions from Long Island City, New York to Stockbridge, 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.


Blind Brook Club

Golf Courses – Port Chester, New York

Catamount Ski Area

Ski Resorts – South Egremont, Massachusetts

All in all Catamount is a great bargain (given a day trip can be made easily without the need for an exp... More on SkiTown.com

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  • All the trails generally come back to the base so it is easy to meet up with friends of a run or two and th... More on SkiTown.com

  • SkiTown Review Ski resort reviews can be helpful only if you know the skill level and skiing perspective of... More on SkiTown.com

Bash Bish Falls

Swimming – Copake Falls, New York

Nice walk to a spectacular falls but with NO SWIMMING enforced in all locations below the falls. The apparent place to swim is above the falls - there are several very nice, family-safe swimmable p... More on SwimmingHoles.info

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  • 'Location:' | Mount Washington, Massachusetts, USA |- | '[[Waterfall#Types_of_waterfalls|Type:]]' | Cascade |- | 'Total Height': | 60 feet (18 m) | ... More on Wikipedia

Berkshire Fringe

Things To Do – Great Barrington, Massachusetts

Dynamic new works of theatre & dance by emerging artists from across the US & right here in the Berkshires. Tix ... More on Berkshires.org

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  • Dynamic new works of theatre & dance by emerging artists from across the US & right here in the Berkshires. ... More on uptake_content

E. Gaynor Brennan Public Golf Course

Golf Courses – Stamford, Connecticut

Much less crowded that Sterling, so I play here lots and like it. More on GolfReview

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  • Stamford's oldest public course. Previously a private course. Your traditional old type of course where the contour of the land was used to lay out 18 holes. Hills, water and not too long. A really... More on GolfReview

  • Old Style course with small fast greens. Not a long course but you can use every club in the bag. Conditions are improving ... More on GolfReview

Byram Beach / Pool

Themeparks – Greenwich, Connecticut

The Byram Beach attracts many residents, and for those bathers who prefer fresh water, the park has the only public pool in town, located right at the water's edge. Bathhouses are available for th... More on Greenwichct.org

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  • The Byram Beach attracts many residents, and for those bathers who prefer fresh water, the park has the only public pool in town, located right at the water's edge. Bathhouses are available for tho... More on Greenwichct.org

Origins Gallery

Things To Do – Stockbridge, Massachusetts

Middle Haddam

Things To Do – Easthampton, Massachusetts

Children´s Memorial

Parks – Albany, New York

The Children�s Memorial was installed in April 1999 to raise awareness of the plight of children from New York State who have died as a result of abuse or neglect. Located in a park on the southwest side ... More on Albany.org

Harlem Valley Rail Trail

Things To Do – Wassaic, New York

It will be awesome when the whole thing is finished (2 separate parts now) but the nearby farm roads aren't bad. More on TrailLink.com

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  • There is one crossing of a high-speed highway, that of Route 343; use extreme caution there. More on TrailLink.com

  • Both sections [north & south] are beautiful. Millerton is a cute place to stop for lunch. The connecting ... More on TrailLink.com

The Headless Horseman Bridge

Landmarks – Tarrytown, New York

Inscription. Described by Irving in The, Legend of Sleepy Hollow, formerly spanned this, stream at this spot. , Location. 41° 5.383′ N, 73° 51.71′ W. Marker is in Sleepy Hollow, New York, in Westchester County. ... More on HMDB

Paradise of India

Restaurants – Lee, Massachusetts

Paradise of India specializes in traditional Indian cuisine. Most items on the menu are homemade and a dessert menu is also offered. ... More on WorldWeb.com

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LA Frontera

Restaurants – Brewster, New York

Glenn Curtiss Flight

Landmarks – Albany, New York

Inscription. From This Ground, Glenn Curtiss: Began The First Long, Distance Airplane Flight, Albany To New York, May 29, 1910. , Erected 1940 by New York State Education Department. , Location. 42° 37.567′ N, 73° ... More on HMDB