Directions from Baltimore, Maryland to Berryville, 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.

Stribling Orchard

Things To Do – Markham, Virginia

Owned and tended by the same family for nearly 200 years, Stribling was one of the first PYO orchards in the Shenandoah Valley. Its striking historical buildings— including a main house that ... More on travelandleisure

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Gift shop; fresh wreaths; tree baling and saws furnished. Christmas tree varieties: U-Choose and Cut your own: Scotch ... More on pickyourownchristmastree

C&O Canal Cushwa Basin Visitors Center

Things To Do – Williamsport, Maryland

The only place on the canal where examples of major canal structures can be viewed a half-mile stretch. See a lockhouse, turning ... More on Search.visitmaryland.org

Shaharazades Tea Room

Food And Drink – Shepherdstown, West Virginia

I made reservations a month in advance, and closer to the date I needed to add a person, I called back left a message and no one ... More on TeaMap

Home Becomes Battlefield

Landmarks – Harpers Ferry, West Virginia

Inscription. The Civil War affected not only the soldiers who fought but the families whose homes and towns became battlefields. Edmund H. Chambers bought this farm in 1848 and lived here with his family until the Civil War. Although ... More on HMDB

Fox's Den at Briar Patch B&B Meetings

Things To Do – Middleburg, Virginia

A historic farm (circa 1805) on 47 acres with mountain views in Middleburg - the heart of horse, wine, and antiques country. Conveniently located on Rt. 50, just 20 minutes from Dulles Airport and 45 minutes from Washington, DC. Our ... More on VisitLoudoun.org

Robin Meadows Playground

Parks – Frederick, Maryland

A Quiet Community in Frederick County Maryland. Equipment by Playworld Systems. More on KaBoom.org

Altitunes Lp

Things To Do – Sterling, Virginia

Westpark Golf Club

Golf Courses – Leesburg, Virginia

The course is in overall great condition. More on GolfReview

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I think for the money it's worth a visit but catch it on a weekday twilight if you can. More on golflink.com
Typical muni $15 after 3:00 on weekdays during the season to walk. Any question as to why this place is always packed? The course is kinda blah, but if you just want to get out and play a few holes... More on golflink.com

Temple Hall Farm Regional Park

Parks – Leesburg, Virginia

This 286-acre working farm provides an opportunity for children and adults to learn about farm animals and to enjoy the sites and sounds of the farm. Bring a picnic lunch and take a walk on the ba... More on Visitloudoun.org

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Temple Hall Farm Regional Park is a self-sustaining working farm located outside of Leesburg, VA. Goats, hogs, peacocks, chickens, ducks, sheep, and other farm animals live here, but this is not a ... More on GoCityKids

Moving Goods on the National Road

Landmarks – West Friendship, Maryland

Inscription. “Open a wide door, and make a smooth way for the produce of that Country to pass to our Markets.” George Washington, 1784: Americas founders looked west for the future success of the new country. The United ... More on HMDB

Lutheran Cemetery

Landmarks – Sharpsburg, Maryland

Inscription. In March of 1768, Colonel Joseph Chapline executed a deed to the Mount Cavalry Lutheran Church Vestrymen for a church and burial ground at this site. The cost was to be one peppercorn yearly. This graveyard is the oldest ... More on HMDB

Guard Hill “Oh, What an Opportunity for Artillery!” Battle of Front Royal - May 23, 1862

Landmarks – Front Royal, Virginia

Inscription. Closely pursued by the 8th Louisiana Infantry, Union Col. John R. Kenly's rear guard occupied Guard Hill just west of here. The two-gun section of Knap's Battery E, Pennsylvania Light Artillery, commanded by Lt. Charles ... More on HMDB