Directions from Chesapeake, Virginia to Waynesboro, 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.


Richmond International Raceway and Fairgrounds

Things To Do – Richmond, Virginia

Richmond International Raceway And Fairgrounds - Close your eyes. Think of the sexiest person you’d like to hook up with. Okay, now open your eyes. They’re not going to be at Richmond International Raceway And Fairgrounds. It’s just ... More on clubzone

Site of Polegreen Presbyterian Church

Landmarks – Mechanicsville, Virginia

Inscription. Founded 1748 by, Rev. Samuel Davies, Presbytery of New, Castle synod of, New York. Seven years, before the organization, of Hanover Presbytery, 1755, Destroyed June 1st 1864. Erected by Woman's Auxillary, East Hanover ... More on HMDB

Virginia Blue Ridge Railway Trail

Things To Do – Tye River, Virginia

The views of the river are very relaxing . More on TrailLink.com

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  • I have been riding on the Blackwater Creek bike trail in Lynchburg for years, and I just found out about the Blue Ridge Railway ... More on TrailLink.com

  • This trail has been extended past the Tye River and under U.S. 29. Although it was a little washed out in places because of Spring flooding, the trail has been surfaced ... More on TrailLink.com

Lt. Gen. Lewis Burwell “Chesty” Puller

Landmarks – West Point, Virginia

Inscription. Lewis Burwell “Chesty” Puller was born on 26 June 1898 in West Point and lived here until entering Virginia Military Institute in 1917. He withdrew a year later and enlisted in the Marine Corps, serving more ... More on HMDB

Cavalry Engagement

Landmarks – Harrisonburg, Virginia

Inscription. Here, at Laceys Springs, Rossers Confederate cavalry attacked Custer's camp, December 20, 1864. Rosser and Custer (of Indian Fame) had been roommates at West Point. , Erected 1927 by the Conservation and Development ... More on HMDB

Assateague Explorer Pony Watching & Wildlife Cruises

National And State Parks – Charlottesville, Virginia

Where are the Wild Ponies?' The Pony Express Nature Tour provides the best opportunity to observe wild ponies along the boarders of Assateague's extensive calm western shoreline. The Birdwatching Tour travels many miles along the ... More on Chincoteaguechamber.com

Rio Hill Artifacts Found at Rio Hill

Landmarks – Charlottesville, Virginia

Inscription. Civil War relic collectors found Stuarts winter camp and skirmish site (shaded area of map) long before the Rio Hill Shopping Center opened in 1989. Metal detectors were used to search the area and artifacts—bullets, ... More on HMDB

Coin & Gift Shop

Things To Do – Harrisonburg, Virginia

Jack Jouetts Ride

Landmarks – Charlottesville, Virginia

Inscription. On 4 June 1781, John “Jack” Jouett Jr. arrived at the Albemarle County Courthouse to warn the Virginia legislature of approaching British troops. The state government under Governor Thomas Jefferson had retreated ... More on HMDB

Richmond Ballet

Music and Theater – Richmond, Virginia

Richmond Ballet, the State Ballet of Virginia, kicks off its third decade of dance with a season of classical and contemporary works that are exciting, innovative and surprising. Led by Stoner Wins... More on Virginia.org

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  • about Richmond Ballet: Led by Stoner Winslett, the company's artistic director for over two decades, Richmond Ballet performs a wide range of classical and contemporary ballets. The intimate Studio... More on GoCityKids

Sir William Berkeley

Landmarks – Williamsburg, Virginia

Inscription. Oxford-educated, Sir William Berkeley (1605-1677) was governor of Virginia from 1641 to 1652 and from 1660 to 1677, holding office longer than any other governor of Virginia, colonial or modern. Under his leadership, ... More on HMDB

Row Houses

Landmarks – Williamsburg, Virginia

Inscription. Several Jamestown families lived in row houses. This row of three houses was occupied at least from 1560 through 1720. Elaborate ironwork found here suggested that the row was handsomely furnished. Perhaps the row was ... More on HMDB

Perseco

Restaurants – Verona, Virginia

California Tortilla

Restaurants – Richmond, Virginia

Featuring the best burritos on the East coast, quesadillas, tacos, fajitas & much more - All of our items can be made low fat - Outdoor ... More on entertainment.com

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Northern Exposure Grill

Restaurants – Harrisonburg, Virginia