Directions from New York, New York to Pittsfield, 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.


LIVELY'S LIVERY

Tours – Woodford, Vermont

We offer our customers horse drawn carriage service along with wagon rides, sleigh rides and bridge tours. More on 1-800-vermont.com

Dud'z Pub

Bars – New Rochelle, New York

Dud'z Pub - There’s not much to be said about the cocktails at Dud'z Pub. They’re not necessarily cheap, but they’re as tasty ... More on clubzone

3.5
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3.5 out of 5
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3.5
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Pittsfield Boys & Girls Club

Things To Do – Pittsfield, Massachusetts

Pittsfield Boys & Girls Club - Some venues that lure in the best and the brightest, venues that keep you coming back again and again, venues that offer top-notch service. This isn’t one of them. Pittsfield Boys & Girls Club, ... More on clubzone

Bedford Historical

Museums – Bedford, New York

Lake Laurel

Things To Do – Whitingham, Vermont

Grafton Lakes State Park

National And State Parks – Grafton, New York

On the forested mountain ridge between the Taconic and Hudson Valleys. 2,357 acres with 4 ponds and a reservoir. Fishing, picnicking, swimming, ... More on iloveny.com

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  • Grafton Lakes State Park, 12 miles east of Troy on Route 2, spans a forested mountain ridge between the Taconic and Hudson valleys. Five ponds in the park offer anglers a variety of choices. They f... More on LLBean.com

World War II Memorial

Museums – Albany, New York

Located next to the New York State Museum, this stirring memorial to those who served in World War II stands in striking contrast to many of the others. Rather than creating a contemplative ... More on Albany.org

Recreation & Parks Dept

Themeparks – Eastchester, New York

Category: Amusement/recreation Services Recreation & Parks Dept is a quality source of laughter and enjoyment in New ... More on localamusementparks.com

Chancellor Kent

Landmarks – Brewster, New York

Inscription. James Kent, Chief Justice, of New York, author of, “Commentaries on American, Law” was born on a site, to the West, July 31, 1763, Landmarks Preservation Society, 1947 Marker Lost, Duplicated 1988, , Erected ... More on HMDB

The Croff House

Things To Do – Hudson, New York

Combining the luxury of a boutique hotel and the personalized service of a B&B. Located on a quiet cul-de-sac. Five well appointed guest rooms and several common areas create the perfect atmosphere to relax and ... More on iloveny.com

R.P.I. Hockey

Spectator Sport – Troy, New York

R.P.I. Hockey - "It's fire on ice" - Watch R.P.I. Engineers return to national Division I prominence - Games ... More on entertainment.com

Sol Mar

Restaurants – Tarrytown, New York

My gal, who is a vegetarian, ordered a dinner of mixed warm veggies. More on TripAdvisor

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  • Most of the time the restaurants listed there are worth the money and the trip. More on TripAdvisor

  • Do not believe any of the negative reviews. Have been to this restaurant many times since it opened a few years ago and have never been disappointed. We go to the Tarrytown Music Hall, which is dir... More on TripAdvisor

Red Roof Mart

Restaurants – Craryville, New York

Plum

Restaurants – Cos Cob, Connecticut

Great food and super cute shop: great and original sandwiches and soups not open on weekend:+ service depends on the person behing the counter More on Yahoo! Travel

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  • Great food and super cute shop: great and original sandwiches and soups not open on weekend :+( service depends ... More on Yahoo! Travel