Directions from Chesapeake, 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.


Veterans Park at Bulls Bluff

Things To Do – Leesburg, Virginia

Inscription. Balls Bluff is the only battlefield where on which a United States senator was killed in combat. Edward Dickinson Baker, senator from Oregon, was also a colonel and one of Brig. Gen. Charles Stones three brigade commanders. ... More on HMDB

Bayonets Are For Digging

Parks – Mechanicsville, Virginia

Inscription. This covered-way, constructed after June 3, connected the main Confederate line behind you to the low ground in front. A South Carolinian stationed near here recalled: To guard against the shells that were continually ... More on HMDB

Round Hill Ruritan Club

Things To Do – Winchester, Virginia

The Hunt Shrine

Landmarks – Williamsburg, Virginia

Inscription. This shrine is dedicated to the memory, of the Reverend Robert Hunt (1568-1608), the first Anglican minister of the colony. , Erected by Colonial National Historic Park. , Location. 37° 12.563′ N, 76° ... More on HMDB

Boys and Girls Clubs of The Virginia Peninsula

Things To Do – Newport News, Virginia

�I am honored to receive this recognition from the Virginia Peninsula Boys and Girls Club,� said Rep. Scott. �The Boys and Girls Club has a long history of helping our youth reach ... More on Bobbyscott.house.gov

Locomotive Club of Richmond

Landmarks – Henrico, Virginia

Inscription. In 1852, Joseph and Elizabeth Tyree owned this 400 acre tract of land known as "Woodstock." After changing hands several times, the Locomotive Club of Richmond purchased 208 acres of the property and built this clubhouse ... More on HMDB

Chickahominy Reservoir

Things To Do – Lanexa, Virginia

This is a 1230-acre water supply reservoir located along the New Kent-Charles City county line. Access to the lake is available via two private marinas/landings where boats and other equipment can also be rented. These are located ... More on AnglerWeb.com

Student Dinner Entertainment

Music and Theater – Williamsburg, Virginia

Williamsburg's longest running student entertainment company! Over 14 years entertaining student groups in the 5th - 12th grades. Customized game shows, scavenger hunts, interactive music events, ... More on Visitwilliamsburg.com

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  • The Haunted Dinner Theater is a must-see for Williamsburg visitors. Audiences of all ages (2-102!) enjoy Williamsburg's finest performers who unravel a murder mystery right in front of your eyes an... More on Virginia.org

Maury Birthplace

Landmarks – Fredericksburg, Virginia

Inscription. These scattered bricks and this shallow depression are all that remain of Matthew Fontaine Maury's birthplace. Maury's parents purchased this house and 103 acres of land from "Lighthorse Harry" Lee, Robert E. Lee's father, ... More on HMDB

Hampton Roads Kart Club

Things To Do – Newport News, Virginia

Destroy the Rebel Army

Landmarks – Sharpsburg, Maryland

Inscription. Two days before the battle, President Abraham Lincoln sent Gen. George B. McClellan a telegram, "God bless you and all with you! Destroy the rebel army, if possible." It was here, on t... More on HMDB

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  • Inscription. Before the Battle of Antietam, President Abraham Lincol sent a telegram to General George B. McClellan, commanding the Union Army of the Potomac: GOD BLESS YOU AND ALL WITH YOU, DESTRO... More on HMDB

Samuel Taylor Suit Cottage

Landmarks – Berkeley Springs, West Virginia

'Samuel Taylor Suit Cottage', also known as the 'Berkeley Castle', is located on a hill above Berkeley Springs, West Virginia. The castle-like house was built for Colonel Samuel Taylor Suit of Washington, D.C. as a personal retreat ... More on Wikipedia

Burger King

Restaurants – Richmond, Virginia

In Short :Founded in 1954, this ultracasual eatery (often with a drive-through) made its name with hamburgers cooked over flames and finished with the customer's choice of toppings. The signature sandwich has always b... More on CitySearch

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Old Town Event Center

Restaurants – Winchester, Virginia

Dairy Queen

Restaurants – Yorktown, Virginia

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