Directions from Hagerstown, Maryland 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.
Western Trail Riding in Tivoli
Things To Do – Tivoli, New York
Year round trail riding, gentle horses. Can accommodate one to two guests. More on iloveny.com
Maverick Cottage B&B, The
Things To Do – Hurley, New York
Enjoy a country B&B located in the famous town of Woodstock. Extras include: organic breakfast, private wooded yard and garden. ... More on iloveny.com
Bridgeway Tavern
Bars – Albany, New York
Bridgeway Tavern - In need of a quick drink without the hassle of a doorman? Bridgeway Tavern will do the trick. Grab a seat at the welcoming bar and order one of the many brews on hand. The bartender will likely hook... More on clubzone
Early Settler B & B
Things To Do – Newburgh, New York
2 rooms with shared bath, 1 room with private bath in pre-Revolutionary farmhouse restored to its original ... More on iloveny.com
Five Rivers Environmental Education Center
Parks – Delmar, New York
400 acres. Outdoor educational programs, visitor center, scenic trails, picnicking. More on iloveny.com
Boulevard Trolley Line Path
Things To Do – Denville, New Jersey
The paved surface of the Boulevard Trolley Line Path is quite smooth. More on TrailLink.com
Ralston New Jersey
Landmarks – Mendham, New Jersey
Inscription. First settled as a hamlet called Roxiticus. The stone mill was built in 1732 for John Logan. The mansion house and store about 1780 for John Ralston. Inscribed by the Ralston Historical Association Custodian of the store ... More on HMDB
Lost River Caverns
Things To Do – Hellertown, Pennsylvania
The mining was not open due to the weather (probably the water would freeze) but it was well worth the pri... More on TripAdvisor
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There were a variety of natural and fun souveniors at reasonable prices . More on TripAdvisor
As a grade schooler I visited Lost River Caverns several times, and returned there about 2 years ago with m... More on TripAdvisor
Van Schaick Island Country Club
Golf Courses – Cohoes, New York
Van Schaick Island Country Club is a 9-hole regulation length golf course in Cohoes, New York. This medium-length layout will reward good shots and provide a fun golf outing for everyone. Online te... More on TheGolfCourses.net
88 Charles Street
Restaurants – Montgomery, New York
My seafood platter over linguine fra diavolo was outstanding. More on TripAdvisor
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Best caesar salad I have ever had (honestly)-I am not sure what they put in it, but was very tasty . More on TripAdvisor
One of the best places to eat in Orange County. Food is outstanding and service is good. More on TripAdvisor
Star Fish Brasserie
Restaurants – Bethlehem, Pennsylvania
Food was excellent ! More on CitySearch
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although I have never sat down in the dining area to eat here, I always stop in and have drinks and... More on Judysbook.com
Food was excellent! Service was great! Quiet and romantic atmosphere. Highly highly recommend for "DATE NIGHT More on CitySearch
Hop PO
Restaurants – Allentown, Pennsylvania
The food was excellent and they give you more than a regular place for the price. More on Restaurantica
Getting to Pittsfield from other cities
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