Directions from Pittsburgh, Pennsylvania to Windham, New York





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.


Genesee Valley Greenway

Things To Do – Cuba, New York

I loved packing a lunch and riding through the woods and behind the farms. More on TrailLink.com

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  • Lots of beautiful views along the way. More on TrailLink.com

  • "One of my favorite places to go on the Genesee Valley Greenway is the boardwalk that connects directly to the trail just north of the railroad bridge. It's one of the few boardwalks that I've been... More on TrailLink.com

Ithaka House

Themeparks – Shandaken, New York

Located in the Belleayre Nature Theme Park, Ithaka House offers reiki and aromatherapy sessions. Located ... More on iloveny.com

Ale House

Bars – Kingston, New York

Ale House, located at 393 Princess St., is your garden variety pub. It’s not going to win any raves of "Hottest. Bar. Ever.," but it’s a serviceable place to relax and unwind. Just keep your expectations ... More on clubzone

Gigi Hudson Valley Market

Things To Do – Red Hook, New York

We used Hudson-Valley-Traveler.com to get a customized itinerary, and they were absolutely right on the money. More on TripAdvisor

3.0
2 reviews
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3.0 out of 5
2 reviews
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  • They also found acitivites we could actually enjoy doing together, like our visit to the glass museum in ... More on TripAdvisor

  • The New York Hudson River Valley is a great area to explore for a etaway weekend. You can choose between 30... More on TripAdvisor

Schoharie Valley Railroad Museum

Museums – Schoharie, New York

The Schoharie Valley Railroad Museum is one of the few short-line yards that have preserved their original bldgs. that were in use during the SVRR,s tenure.Most railyards did not preserve these art... More on MuseumsUSA.org

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  • Restored complex depicting era of train in Schoharie Valley. Discover 1891 baggage, passenger car, caboose, box car, station house, ... More on iloveny.com

Iron and Woods 1 Golf Course

Golf Courses – Brookville, Pennsylvania

Iron and Woods Golf Course is a 9-hole regulation length golf course in Brookville, Pennsylvania. This short layout will reward good shots and provide a fun golf outing for everyone. Online tee tim... More on TheGolfCourses.net

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  • The 9-hole "Iron and Woods 1" course at the Iron and Woods Golf Course facility in Brookville, Pennsylvania features all the hallmarks of Pennsylvania golf. ... More on golflink.com

B&B at the Top

Things To Do – Cairo, New York

Spacious grounds, rich European breakfast, bedrooms with wide decks and panoramic mountain views, ... More on iloveny.com

Jehana dance Zell Porcelains

Things To Do – Saugerties, New York

Hand-thrown porcelain pottery with applied sculptural surface decorations. Lamps, vases and dinnerware available. ... More on iloveny.com

The Town Tinker Tube Rental

Things To Do – Phoenicia, New York

This was my first white water experience and it was a great one! More on TripAdvisor

3.0
7 reviews
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3.0 out of 5
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  • They wanted another 3 bucks each to ride the bus to get back to the rental place to return their tube!!! More on igougo

  • Two Children, two adults cost over 80 bucks to travel a couple of miles. The kicker? they wanted another 3... More on igougo

Kennedy Fried Chicken

Restaurants – Binghamton, New York

This is great place to get food. More on TripAdvisor

4.0
2 reviews
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4.0 out of 5
2 reviews
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4.5
1+ reviews
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  • But if you happen to catch it at a time when theres not many people there, the food is amazing for a shad... More on TripAdvisor

  • I loooooooove the wing dings! And even though ive never had it.. I hear the beef patty w/ coco bread is out... More on CitySearch

Friendly's

Restaurants – Johnson City, New York