Directions from Hagerstown, Maryland to Poughkeepsie, 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.

Goosepond Mountain State Park

Parks – Bear Mountain, New York

Goosepond Mountain State Park, located in Orange County, is managed as open space. Almost completely wooded, the park is open to hikers ... More on Epinions.com

Full Circle Studio

Things To Do – Slate Hill, New York

Audrey's Farmhouse B & B

Things To Do – Wallkill, New York

Pets also like the many hiking trails in the area. Dogs of all sizes are allowed for no additional pet fee. Dogs must be well ... More on DogFriendly.com

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A restored 1740 farmhouse. It is located at the foot of the Shawangunk Mtns in Wallkill, just outside of New Paltz. More on iloveny.com

Bluestone Sidewalks

Landmarks – Phillipsburg, New Jersey

Inscription. Bluestone slabs comprised the sidewalks of our business district in the 1870's. These are well over 100 years. Cut from the Pennsylvania Slate Belt, they were delivered to the town's "Road Overseer". 1874 maps show "Main ... More on HMDB

Zen Mountain Monastery

National And State Parks – Shandaken, New York

Zen Mountain Monastery (ZMM) is a monastic training center dedicated to providing Zen training to people of all ages and religious background. ZMM offers a wide variety ... More on iloveny.com

Joseph Winters (c.1816-1916)

Landmarks – Chambersburg, Pennsylvania

Inscription. African American inventor who secured a U. S. patent for the first fire escape ladder and hose conductor in 1878. In 1879 Winters was issued a second U. S. patent for improvements to the original invention. Winters was ... More on HMDB

Henry Sleight House

Landmarks – Kingston, New York

This historic home still retains the original Dutch doors and hardware. A fine ... More on Yahoo! Travel

Taconic Outdoor Education

Museums – Garrison, New York

Bread Alone Woodstock

Food Shopping – Woodstock, New York

i love Bread alone woodstock: Bread alone in woodstock had really great serviec and such a nice manager. More on Yahoo! Travel

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i love Bread alone woodstock: Bread alone in woodstock had really great serviec and such a nice manager. Julie b is doing ... More on Yahoo! Travel
One of three locations in New York this European-style bakery offers traditional hearth baked breads pastries tarts tortes pies and cakes. You can also ... More on Yahoo! Travel

Jim's Farmers Market

Food Shopping – Chambersburg, Pennsylvania

Shawnee Lake

Campgrounds – Harrisburg, Pennsylvania

Shawnee Lake sits within 3,983 acres of state park land. There are numerous lake related activities. Sailboating is very popular and warm water fishing is popular as well. The 293 campsites are all within walking distance to the lake ... More on Wildernet.com