Directions from Winchester, Virginia to Lee, 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.


Powder Magazine

Landmarks – Fort Montgomery, New York

Inscription. Fort Montgomerys powder magazine provided a secure, dry place in which to store the garrisons gunpowder and ammunition. The magazine was located here because of the sites good drainage and because of the protection afforded ... More on HMDB

Erie Railroad

Trains – Washingtonville, New York

Inscription. Greycourt to Newburgh branch built by New York & Erie RR 1850. Only branch line built by Erie RR in operation for 129 years. , Erected 1995 by Washingtonville Centennial. , Location. 41° 25.507′ N, 74° ... More on HMDB

Dunkin' Donuts

Donuts – Hershey, Pennsylvania

Mills - Emerson House

Landmarks – Norfolk, Connecticut

Inscription. 1806, Built By Michael F. Mills, ---------------, Later the Home Of, Rev. Ralph Emerson, Second Pastor of The Church, 1816 – 1829, , Location. 41° 59.357′ N, 73° 11.891′ W. Marker is in Norfolk, ... More on HMDB

Franklin Township WWII Memorial 1941 - 1945

Landmarks – Quakertown, New Jersey

Inscription. In the glory of their youth we will remember them. Our dead shall not have died in vain. Orrin C. Boice Frederick E. Dissler Andrew J. Hodulik Robert V. Leusenring Porter C. Little, Dedicated to our Veterans of World ... More on HMDB

Montville Township Museum

Museums – Montville, New Jersey

Was originally constructed in 1867 as a one-room schoolhouse and later in the 1890s as a gathering place for the local temperance league. It also served as the Post Office. ... More on Discover America

Continental Army Honored Dead

Landmarks – Bethlehem, Pennsylvania

Inscription. In memory, of the soldiers of the, Continental Army, who suffered and died in this, building used as a military hospital, from, Dec. 1776 to April 1777 and, Sept. 1777 to April 1778, , Erected 1897 by Pennsylvania Society ... More on HMDB

nonotuck park

Parks – Easthampton, Massachusetts

The trails in this area offer fun, technical, rocky-at-times riding with great views of the Pioneer Valley from up on the ridgeline. More on trails.mtbr.com

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  • I race here in the summer, the only reason I rate this high is because I place well and the course is fast. More on trails.mtbr.com

  • The Trails at nonotuck were good...at a time, now the quads and dirt bikes came in and wreaked mostly everything. Other recommended ... More on trails.mtbr.com

Thousand Acre Swamp

National And State Parks – New Marlborough, Massachusetts

This 155-acre shallow pond is located about six miles south of New Marlboro center. Maximum depth is 8 feet and average depth is around 4 feet. The shoreline is almost completely wooded and protected within the boundaries of a state ... More on AnglerWeb.com

Lotus House Restaurants

Restaurants – Whippany, New Jersey

The Famished Frog

Restaurants – Morris Plains, New Jersey

This review only covers the bar section of The Famished Frog, as I've never actually eaten in the re... More on Judysbook.com

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  • This is a very good bar & grill... all the people who work there... More on Dine.com

  • For one star American, try Famished Frog, The in Morristown. They're still working to earn their stars. Know before you go: this place features live music. When you step inside the restaurant, ... More on Open List

Orange Top Diner

Restaurants – Tuxedo Park, New York

Great for a Saturday morning breakfast-home fries are a real treat, and bacon is usually done to a crunchy crispness. More on CitySearch

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  • Place ranks a 2 on atmosphere, but an 8-9 on decent cheap eats. More on CitySearch

  • Place ranks a 2 on atmosphere, but an 8-9 on decent cheap eats. Great for a Saturday morning breakfast - home fries are a real treat, and ... More on CitySearch