Directions from Pittsburgh, Pennsylvania 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.


Dorothy Dickson Darte Center

Parks – Wilkes Barre, Pennsylvania

Overall a memorable experience. More on Yahoo! Travel

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  • I Saw a performance of the Nutcracker there a couple of years ago and the staff did a good job with the lig... More on Yahoo! Travel

  • I Saw a performance of the Nutcracker there a couple of years ago and the staff did a good job with the lig... More on Yahoo! Travel

COPAKE SKATEPARK, COPAKE New York

Parks – Copake, New York

Basic cement skateboard park built on a tennis court. Park has 6 foot mini, mellow bank ramp, 6 foot spine to ramp, two ... More on skateboardpark.com

The Art Center of The Greater Hudson Valley

Art Museums – Red Hook, New York

Hoe Bowl Family Recreation Center

Parks – Catskill, New York

Let the good times roll! - The Mid-Hudson's cleanest & sharpest run facilities - Delis, cocktail lounges, pro shops & leagues - Sensational promotions ... More on entertainment.com

Bridge: Metzger

Landmarks – Shavertown, Pennsylvania

(Metzger, 22', 1990, 38-40-B) Tributary Toby's Creek NE of Trucksville , Kingston Township, Luzerne County, PA. Carverton Rd. (SR1036) N. (curves E.) 1.6 miles from jct with PA309 (Memorial Hwy) in Trucksville, N. (curves NE) on Manor ... More on dalejtravis.com

Aeronica Aviators

Things To Do – Coxsackie, New York

Milford East Stroudsburg 33

Landmarks – Milford, Pennsylvania

Inscription. Named for, old town in Wales, formerly called, Wells Ferry, founded 1767, , Location. 41° 19.629′ N, 74° 48.639′ W. Marker is in Milford, Pennsylvania, in Pike County. Marker is at the intersection ... More on HMDB

Marshepaug River

Parks – Litchfield, Connecticut

MARSHEPAUG RIVER, Litchfield From Shearshop Road downstream through Milton to the East Branch of the Shepaug River. More on AnglerWeb.com

Stascak John

Bars – Kingston, Pennsylvania

3.5
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CT Railroad Historical Assoc.

Museums – East Canaan, Connecticut

October Mountain State Forest

National And State Parks – Lee, Massachusetts

I started at Felton Pond, rode up Shermerhorn Rd, right on Lenox-Whitney Place Rd, right on West Branch Rd,... More on trails.mtbr.com

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  • Stay away from October Mt. State Forest unless you are just looking for dirt road rides. More on trails.mtbr.com

  • I started at Felton Pond, rode up Shermerhorn Rd, right on Lenox-Whitney Place Rd, right on West Branch Rd,... More on trails.mtbr.com

Germania Singing Society

Things To Do – Poughkeepsie, New York

Fair Oaks Subway Pizza

Restaurants – Middletown, New York

Subway's health-conscious menu is built around greaseless deli sandwiches--turkey, chicken, roast beef, etc.--made on soft rolls baked daily ... More on CitySearch

Dockside Grill

Restaurants – Athens, New York

The Lightstreet Hotel

Restaurants – Light Street, Pennsylvania

This restaurant is loacted in the Lightstreet Hotel. More on WorldWeb.com