Directions from Winchester, Virginia to Henderson, North Carolina





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.


Doles Salient

Sightseeing – Spotsylvania, Virginia

Inscription. These gentile mounds are all that remain of the formidable earthworks held by George Doles' Georgia Brigade. The trenches running perpendicular to the main line are called traverses and made these works appear like a ... More on HMDB

A Powerful Postion

Parks – Mechanicsville, Virginia

Inscription. General Porter held an impressive defensive position above Boatswains Creek. The first line of battle stood at the base of the hill to your front. The second line was posted nearby, and the third was along the crest behind ... More on HMDB

Into the "Bottle

Landmarks – Richmond, Virginia

Inscription. The Union Army of the James, retiring across Proctor's Creek in this vicinity after the battle of Drewry's Bluff, May 16, 1864, turned east into the Peninsula between the James and Appomattox Rivers, where it was "Bottled" ... More on HMDB

Thorndale Country Club

Golf Courses – Oxford, North Carolina

The only thing positive I can say about this course is the staff in the club house seamed nice . More on golflink.com

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  • Disappointing This is a boring 9-hole course with little to recommend it. There is a rocky driving range and a small chipping/putting area. The course layout is uninspired, although a couple of hol... More on golflink.com

  • What a great local course. Best greens within 50 miles of this location. New fleet of golf cart . Very service focused staff. I like the opportunity to play a nine hole course because I get that se... More on golflink.com

Naval Assault at Drewrys Bluff

Themeparks – Henrico, Virginia

Inscription. On May 15, 1862 a small federal fleet including the ironclads, the Monitor, the Galena, and three wooden war ships sailed up the James River to try to enter the Confederate capital at Richmond. Their efforts were blocked ... More on HMDB

Siege Museum

Museums – Ettrick, Virginia

Siege Museum in Petersburg, VA is one of more than 15,400 museums in the MuseumsUSA directory. Find an exciting museum to ... More on MuseumsUSA.org

Three-Chopt Road

Landmarks – Richmond, Virginia

Inscription. This boulder marks the, beginning of the Three-Chopt Road, The British Legion under Command of Lieutenant Colonel Tarleton, passed over this road in June, 1781, when returning from the raid upon Charlottesville. Along ... More on HMDB

Chester YMCA

Swimming – Chester, Virginia

John J. Wright Parksite

Landmarks – Spotsylvania, Virginia

Inscription. Memorial Plaque, Dr. Sadie C. Johnson, Robert C. Crump, Aaron A. Fairchild, Alma P. Lewis, Mr. & Mrs. Cuba Robinson, Booker T. Ross, Dock Sample, Rev. Fennell F. Terrell, Lewis J. Terrell, Rebecca L. Terrell, Dudley C. ... More on HMDB

Children's Garden at Lewis Ginter

Parks – Richmond, Virginia

Children of all ages delight in the Children?s Garden at Lewis Ginter Botanical Garden, a ?learning landscape? where children can enjoy freedom to explore the natural world. Highlights of the Children?s Garden include: - An International ... More on Virginia.org

The Beefsteak Raid Wade Hamptons Cattle Raid

Landmarks – Prince George, Virginia

Inscription. As the summer of 1864 ended with Union Gen. U. S. Grants army still laying siege to Petersburg, Southern sources learned of a large herd of cattle being held at nearby Coggins Point on the James River. The cattle were ... More on HMDB

Centre Hill Museum

Things To Do – Petersburg, Virginia

Located on top of a hill overlooking the city, Centre Hill Mansion was built in 1823, and has been remodelled in different styles ... More on igougo

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  • Built in 1823 by Robert Bolling IV, Centre Hill remained an opulent Petersburg residence until 1936. Often described as a symbol of the grandeur of nineteenth-century Virginia aristocracy, the hom... More on Visitrichmondva.com

  • Centre Hill Mansion is the third home of the Bolling Family in Petersburg. It was and is the grandest home in the City. Built in 1823, remodeled in the 1840's and 1901, the building illustrates the... More on Virginia.org

Live Wires

Restaurants – Hopewell, Virginia

Daily Live Wires specials. Big steaks & famous Captain Burger. Appetizers, sandwiches, subs, salads, soup and more. The drinks ... More on Virginia.org

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  • Daily Live Wires specials. Big steaks & famous Captain Burger. Appetizers, sandwiches, subs, salads, soup and more. The drinks ... More on Virginia.org

Domino's Pizza

Restaurants – Henrico, Virginia