Directions from New York, 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.


Old Croton Aqueduct State Historic Park

Parks – Dobbs Ferry, New York

This tree-lined 26.2 mile portion of the 41 mile trailway offers glimpses of historic treasures along the Hudson River. The structure, which lies beneath the trail, has ... More on Discover America

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  • 26 mi. linear park. Historic (tunnel underneath used to be water carrying source for Manhattan). Cycling, walking. More on iloveny.com

The Jaguar Path

Health Club – West Stockbridge, Massachusetts

The Jaguar Path training is a fusion of Yoga and Shamanism. The Jaguar Path's mission is to train men and women in the use of the yogic science and philosophy as energy medicine. The Jaguar Path's purpose ... More on YogaFinder

Century Country Club

Golf Courses – Purchase, New York

Century Country Club is an 18-hole regulation length golf course in Purchase, New York. This medium-length layout features 4 sets of teeboxes for the enjoyment of golfers of all skill levels. Onlin... More on TheGolfCourses.net

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  • This is a very private club where guests must be accompanied by a member in order to play the course. The course was built on undulating terrain, so expect some uneven lies. The tree-lined fairways... More on Golf.com

The Old Alpine Trail

Parks – Alpine, New Jersey

Inscription. Here began, The Old Alpine Trail: used by the British troops who first appeared in the State of New Jersey on the stormy night of Nov. 18, 1776 in the unsuccessful effort of Cornwallis to intercept Washington on his way ... More on HMDB

Maha Yoga

Health Club – Red Hook, New York

Maha Yoga (Great Yoga) asanas are a blend of several yoga traditions. Additionally, we teach children's yoga and yoga for children with special needs in the Hudson ... More on YogaFinder

Dunkin' Donuts

Donuts – Carmel, New York

Master Gardener Demonstration Gardens

Gardens – Millbrook, New York

Educational gardens designed, planted and maintained by Master Gardener volunteers at Cornell Cooperative Extension Dutchess County: Bird & Butterfly, Edible ... More on Dutchesstourism.com

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  • Educational gardens designed, planted and maintained by Master Gardener volunteers at Cornell Cooperative Extension Dutchess County: Bird & Butterfly, ... More on Dutchesstourism.com

Peterson's Place

Bars – Rensselaer, New York

Peterson's Place - Of the city’s hundreds and hundreds of bars, Peterson's Place fits right in the middle of the bell curve – a place to hit with your buddies on the way to your ultimate destination. ... More on clubzone

Washington and Carleton Meeting

Landmarks – Tappan, New York

Inscription. Commemorating, the 200th anniversary of the meetings, between, General George Washington, and, General Sir Guy Carleton, at Tappan and aboard, H. M. S. Perseverance. Jointly by, the Historical Society of Rockland County, ... More on HMDB

Williamstown Art Conservation Center

Museums – Williamstown, Massachusetts

Hammond Museum

Museums – North Salem, New York

El Tesoro Restaurant II

Restaurants – Port Chester, New York

Golden Leaf Chinese Restaurant

Restaurants – Brookfield, Connecticut

I was made to feel right at home with the friendly attentive service plus the food was great! More on Yahoo! Travel

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  • I recently moved to the area and thought I would give the Golden Leaf a try. You can't judge a book by its cover! I was made to feel right at home with the friendly ... More on Yahoo! Travel

  • Coming originally from NY I have eaten from many Chinese food places over the years. From the moment I pulled up to Golden Leaf there were local drunks standing out front a foul bathroom smell as I... More on Yahoo! Travel

BAROODS

Restaurants – Lenox, Massachusetts

John Kane House

Landmarks – Pawling, New York

Served as George Washington's headquarters 1778. Repository for past and present local history, including a replica of the village in 1948 with moving trains. The ... More on Dutchesstourism.com

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  • Inscription. General Washingtons hdqtrs at Fredericksburg (Pawling) Sept. – Nov. 1778 – Kane was a prosperous landowner, early supervisor and a Tory. , Erected 1988 by Historical Socie... More on HMDB