Directions from Winchester, Virginia to Lenox, 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.


Wanaque River

National And State Parks – Wanaque, New Jersey

The Wanaque River is a tributary of the Pequannock River in Passaic County in northern New Jersey in the United States. Once known as the Long Pond River, the sources of the Wanaque River are Greenwood Lake, once known as Long Pond ... More on AnglerWeb.com

Owls Inc

Things To Do – Hagerstown, Maryland

Gen. J. E. B. Stuarts Cavalry

Landmarks – Clear Spring, Maryland

Inscription. Gen. J. E. B. Stuart's cavalry on his raid around the Federal army, Oct. 19, 1862, crossed the National Road here after crossing the Potomac River at McCoys Ferry three miles south of this point. , Erected by State Roads ... More on HMDB

Museum Association of New York

Museums – Troy, New York

The Museum Association of New York Empowering New York State's Museums to Succeed Loading images... More on Manyonline.org

“The Bank Road” The Cumberland Turnpike Road

National And State Parks – Clear Spring, Maryland

Inscription. The portion of this highway from the west end of the Conococheague bridge to Cumberland (40 miles) was built between 1816 and 1821. The banks of Maryland financed it by purchase of the stock. , Erected by State Roads ... More on HMDB

The Planetarium at Raritan Valley Com. Colleg

Museums – North Branch, New Jersey

www.raritanval.edu - Laser concerts, star shows - Open year round - School groups - Call for times More on entertainment.com

The Grand Parade

National And State Parks – Morristown, New Jersey

Inscription. Site of Morris County's two earliest court houses. The Green, purchased in 1816 from the Presbyterian Church, owned and continuously administered by the trustees of the Morristown Gree... More on HMDB

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  • Inscription. A focal point of the sprawling “log cabin city” at Jockey Hollow was the Grand Parade. Each day, guard details assembled here for inspection, and General Orders from Washin... More on HMDB

Dunkin' Donuts

Donuts – Trexlertown, Pennsylvania

Hershey Trolley Works

Themeparks – Hershey, Pennsylvania

This was excellent and the cost was right one. More on Yahoo! Travel

3.5
12 reviews
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3.5 out of 5
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5.0
2+ reviews
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  • I found myself feeling like I needed to fill in the gaps with all the interesting facts I had learned in th... More on Yahoo! Travel

  • I went to the Giants Stadium at Hershey to see paster Joyce Meyers! IT was a nice place, then went ... More on Yahoo! Travel

Van Metre Ford Bridge

Landmarks – Martinsburg, West Virginia

Inscription. Named for the property owners this stone bridge built in 1832 across Opequon Creek was major improvement for travellers on Warm Springs Road connecting Alexandria and Bath, Va. site of famous mineral waters. The Berkeley ... More on HMDB

Plumbush Inn

Things To Do – Philipstown, New York

1867 Victorian house directly across the river from West Point. More on iloveny.com

Everybody's Cafe

Restaurants – East Greenbush, New York

Owner seems to be a nice person and makes great food-I've been there on a saturday and it's really good. More on Yahoo! Travel

3.0
5 reviews
2 sources
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3.0 out of 5
5 reviews
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3.5
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  • Will go back again... More on TripAdvisor

  • WOW! We just returned from having breakfast at this wonderful cafe. The cinnamon french toast was absolutel... More on TripAdvisor

Paul's Place

Restaurants – Hewitt, New Jersey

Better than any nearby fast food better bargin than local restaurants. More on Yahoo! Travel

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  • Been going here for years. I mean years. I live in Arizona now but one of the first things we do as a family is hit up Paul's Place. Gosh I can taste the chili in my mouth now. ... More on Yahoo! Travel

  • Better than any nearby fast food better bargin than local restaurants. More on Yahoo! Travel

Broadway Pizza

Restaurants – Millerton, New York