Directions from Weehawken, New Jersey to Great Barrington, 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.


Rogers Park

Parks – Danbury, Connecticut

56 acre park with 6 baseball and 4 softball fields, multi purpose turf field (field use permits required from Park & Rec Office) tennis and volleyball courts, handball-paddleball court, concession... More on Ci.danbury.ct.us

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  • 56 acre park with 6 baseball and 4 softball fields, multi purpose turf field (field use permits required from Park & Rec Office) tennis and volleyball courts, handball-paddleball court, concession ... More on uptake_content

White Silo Farm & Winery

White Silo is a quaint little farm/vineyard tucked away in Sherman, we drove from the New Haven area so it took about an hour. We, too, had the voucher from Travelzoo for a tasting, tour, lunch, gl... More on TripAdvisor

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  • Nice winery in a very scenic location. Different wines -- made from rhubarb and other fruits. Very good. More on TripAdvisor

Greenwich YMCA

Swimming – Greenwich, Connecticut

Southwick Rail Trail

Things To Do – North Granby, Connecticut

But there is a lot of good parking here, with several places to rest and eat. More on TrailLink.com

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  • There has been some vandalism of cars here so be careful what you leave in view if you park. More on TrailLink.com

  • The first stage was dedicated on May 3rd this year and is really a nice bike ride. Even before it was dedicated there was a lot of use by all. This trail actually starts at the Conn. Line and exten... More on TrailLink.com

Ward Acres Park

Parks – New Rochelle, New York

This non-fenced 62 acre park was formerly the estate of the Ward Family. Effective April, 2007 dogs will be allowed off-leash in the mornings until 10 am daily. From November 15 to March 31 dogs may also run unleashed from 4 pm on ... More on DogFriendly.com

Pittsfield State Forest

Parks – Pittsfield, Massachusetts

Dogs of all sizes are allowed. There are no additional pet fees. Dogs may not be left unattended, they must have a current rabies certificate and shot records, be on no more than a 10 foot leash, a... More on DogFriendly.com

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  • Stream, waterfalls and flowering shrubs abound in Pittsfield State Forest. 65 acres of wild azaleas are a profusion of pink blossoms in June. The forest has two camping areas and a swimming beach. ... More on ReserveAmerica.com

de Lima Park

Things To Do – Scarsdale, New York

Open space with park benches and a picnic bench. More on KidsPlayParks

Molly Roze Fishing Charters

Things To Do – Mamaroneck, New York

Welcome aboard the Molly Roze, a 46 ft. multi-tournament winning boat and crew. You will find we offer a range of charters customized to fit your needs. For those less interested in sport fishing, we provide cruises on the beautiful ... More on AnglerWeb.com

Pemberwick Park

Parks – Greenwich, Connecticut

Forty-four acres divided between tennis courts and playgrounds and two natural areas featuring meadows, cattail marshes, and woods. US 1 to Pemberwick Road (near NY border). After two stop signs on Pemberwick Road, Pemberwick Park ... More on KidsPlayParks

El Festejo Restaurant

Restaurants – Port Chester, New York

I had two dishes commonly found in Peruvian cuisine so I expected the food to be good since I am eating in a Peruvian restaurant. More on Yahoo! Travel

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  • I was hopeful that the next dish-a tamal-would be better but it was not. More on Yahoo! Travel

  • I had two dishes commonly found in Peruvian cuisine so I expected the food to be good since I am eating in a Peruvian restaurant. The Papa a la Huancaina (baked potatoes in creamy Peruvian sauce) w... More on Yahoo! Travel

ABC Pizza

Restaurants – Southwick, Massachusetts

The dough the sauce the cheese the toppingsit all comes together to make the best pizza I ever had. More on Yahoo! Travel

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  • ABC Pizza has great tasting pizza! More on Yahoo! Travel

  • It's all about the pizza!!: I've travelled far and wide and nobody does it better. The dough the sauce the cheese the toppingsit all comes together to make the best pizza I ever had. Even friends f... More on Yahoo! Travel

Rotisserie Will Morton

Restaurants – Greenwich, Connecticut