Directions from Chesapeake, Virginia 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.


Wounding of Jackson

Sightseeing – Fredericksburg, Virginia

Inscription. Just 1.7 miles west, on this road (then the Orange Plank Road), Lt. Gen. Thomas J. "Stonewall" Jackson was wounded by "friendly fire" about 9:30 P. M. on 2 May 1863 during the Battle of Chancellorsville. Having brilliantly ... More on HMDB

Capital City Speedway

Auto Enthusiast – Ashland, Virginia

Competitive go-kart racing at 60mph - Racing in Richmond for 30 years - Saturday night racing at 5 p.m. from March through October ... More on entertainment.com

Pennsylvania Monument Cold Harbor

Landmarks – Mechanicsville, Virginia

Inscription. Erected by the, Commonwealth of Pennsylvania, to all, Pennsylvania regiments, which participated in the operations, from May 31 to June 12, 1864. Incident to and during the, Battle of Cold Harbor, Virginia, June 1-3, ... More on HMDB

Destination Middleburg, A Walking Tour into the Past

Tours – Middleburg, Virginia

Come discover the history and architecture of Middleburg, the nation's horse capital. Self-guided walking tour. Tour brochures can be obtained from ... More on Virginia.org

Libby Prison “Hope was all that sustained many.”

Landmarks – Richmond, Virginia

Inscription. Near this site, from about 1845 until 1889, stood the building that housed Richmonds famous Libby Prison. Originally built as a warehouse by wealthy Richmond businessman John Enders, Sr. a portion of the structure was ... More on HMDB

Planet Smoothie

Smoothies – Newport News, Virginia

Smoothies that fit your lifestyle - Add vitamin, mineral & herb blast to your smoothie - Blast categories include booster, wellness, workout & fat burners - 5 flavors of low carb shakes ... More on entertainment.com

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Dairy Queen

Ice Cream – Inwood, West Virginia

Abingdon Church

Landmarks – Hayes, Virginia

Inscription. This is the Third Church of Abingdon Parish and was erected in 1755 on the site of an earlier one. The parish, established between 1650 and 1655, had its first church near the river. ... More on HMDB

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  • At the Congregational Meeting held August 22, 2010, the Vestry announced that Abingdon Church entered into a Letter of Agreement with the Rev. Sven L. vanBaars to be our new rector. He arrived in O... More on Abingdonchurch.org

Mumma Farm Lane

Landmarks – Sharpsburg, Maryland

Inscription. This portion of the historic Mumma Farm Lane looked much the same in 1862. Confederate soldiers burned the farm buildings to prevent their use by Federal sharpshooters. Only the white-washed stone springhouse (on the ... More on HMDB

Amber House Victorian Tea

Food And Drink – Fredericksburg, Virginia

As you can see from the photo, the entire group had a great time. More on TeaMap

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  • Very relaxing and enjoyable afternoon. More on TeaMap

  • Out Tea Club had a wonderful afternoon with Ms. Connie. She clearly has a mission and a purpose with her tea room. She graciously offered a tour of her home and told us the story of how Amber House... More on TeaMap

12th Pennsylvania Cavalry

Parks – Sharpsburg, Maryland

Inscription. 113th of the Line, 4th Brigade Cavalry Division: Recruited in Philadelphia, Battles Participated in, Second Manassas Fisher's Hill Clarksburg, Sugar Loaf Mountain Monocacy Charlestown, South Mountain Frederick Maryland ... More on HMDB

Gen. Stonewall Jackson

Landmarks – Fredericksburg, Virginia

Inscription. Gen. Stonewall Jackson, by Gen. Lees request, on this corner, planned the Battle of Fredericksburg. Nov. 27, 1862. U. D. C, , Erected by United Daughters of the Confederacy. , Location. 38° 18.138′ N, 77° ... More on HMDB

Manor House at King's Charter

Restaurants – Mechanicsville, Virginia

Horrible: They really need to learn how to treat people. Bad service and very rude. More on Yahoo! Travel

O'Charley's

Restaurants – Richmond, Virginia

The food was delicious . More on Yahoo! Travel

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3.5
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  • Love the bread and the chicken, walnut, cranberry salad. More on TripAdvisor

  • We had a large group and they accommodated us right a way. Food was good too. We visited about 2:30pm on a ... More on TripAdvisor