Directions from Arlington, Virginia to Winchester, Virginia





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.


Appalachian Trail

Things To Do – Harpers Ferry, West Virginia

In addition to the downtown Harpers Ferry trails mentioned by the previous reviewer, I was pointed in the d... More on TripAdvisor

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  • Start your visit at the AT Conservancy at 799 Washington Street'; the friendly volunteers (especially Wende... More on TripAdvisor

  • We spent a little time on the AT at Harpers Ferry, but not enough to even call it a day hike. If you come f... More on TripAdvisor

Fairview Kenlys Last Stand Battle of Front Royal - May 23, 1862

Sightseeing – Front Royal, Virginia

Inscription. This stone structure, known as Fairview, was the home of Thomas McKay. On this site Union Col. John R. Kenly rallied the 1st Maryland Infantry (USA) for a last stand as the Confederates approached. Gen. Thomas J. "Stonewall" ... More on HMDB

Battle of Balls Bluff, October 21, 1861

Things To Do – Leesburg, Virginia

Inscription. On the night of October 20, 1861, a small Federal scouting party crossed the Potomac River from Maryland to determine whether recent troop movements indicated a Confederate withdrawal ... More on HMDB

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  • Inscription. 6 AM: After crossing the river, the 15 MA (Colonel Devens) advanced to the area near the Jackson house, leaving the 20 MA (Colonel Lee) on the bluff to guard the exit path to the river... More on HMDB

Krispy Kreme

Donuts – Strasburg, Virginia

McClellan Gun Club

Things To Do – Keedysville, Maryland

Patsy Kline Museum

Museums – Winchester, Virginia

Patsy Cline Museum Celebrating Patsy Cline Winchester Virginia VA 22601 Music Patsy Cline Songs More on Patsyclinemuseum.com

Maj. Gen. Lafayette McLaws' Command

Landmarks – Burkittsville, Maryland

Inscription. C. S. A. Maj. Gen. Lafayette McLaws' Command, (September 12-13, 1862): McLaws Command consisted of Kershaws, Barksdales, Semmes and Cobbs Brigades of his own Division and R. H. Andersons Division of six Brigades-Wilcoxs, ... More on HMDB

Travelers' Rest

Landmarks – Kearneysville, West Virginia

Inscription. Home of Gen. Horatio Gates, built on land bought, 1763. Gates, once a British officer, joined the Revolutionary Army, and was the leader of the Continentals in decisive victory over Gen. Burgoyne at Saratoga. (1/2 Mi. ... More on HMDB

From Swann's Castle to Governor's Mansion: Touring An Old Southern Estate

Tours – Leesburg, Virginia

Trace the transition of historic Morven Park from a 19th century plantation belonging to Maryland Governor Thomas Swann, Jr. to an early 20th century hunt country estate and ... More on Visitloudoun.org

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  • Trace the transition of historic Morven Park from a 19th century plantation belonging to Maryland Governor Thomas Swann, Jr. to an early 20th century hunt country estate and working farm owned by V... More on VisitLoudoun.org

Sam Michael's Park

Parks – Harpers Ferry, West Virginia

he park offers the Jefferson County Community Center as well as a reservable picnic pavilion. The pavilion includes picnic tables, kitchen, and grill. Nestled within the park are little league fie... More on Wveasterngateway.com

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  • he park offers the Jefferson County Community Center as well as a reservable picnic pavilion. The pavilion includes picnic tables, kitchen, and grill. Nestled within the park are little league fiel... More on Wveasterngateway.com

Cavalier Park Swimming Pool

Themeparks – Herndon, Virginia

Category: Amusement/recreation Services Cavalier Park Swimming Pool is a quality source of laughter and enjoyment in Virginia. ... More on localamusementparks.com

The Naked Oyster

Restaurants – Winchester, Virginia

The food is far far better than the building! More on TripAdvisor

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  • As for pricing-when you get fresh seafood you have to expect to pay for it. More on Yahoo! Travel

  • We come here often and are never disappointed with any of the fish or seafood that we've tried. Tracy and S... More on TripAdvisor

Big Daddy's BBQ

Restaurants – Stephens City, Virginia

Gateway Restaurant

Restaurants – Capon Bridge, West Virginia