Directions from Chesapeake, Virginia to Madison, 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.


Krispy Kreme Doughnut Co

Donuts – Hampton, Virginia

The donuts are great and then the hot donuts sign is lit up, you get a free donut with every dozen you buy. More on insiderpages.com

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  • This place is awesome. Much MUCH better than their competitor on Jefferson Ave (I've gotten doughnuts from them that were already hard and ... More on insiderpages.com

  • Always Great!: Yes I know donuts are soooo bad for you but the hot and now glazed are sooo good. mmm. We like to stop and get a ... More on Yahoo! Travel

Kappa Sigma Fraternity

Landmarks – Charlottesville, Virginia

Inscription. Here on December the tenth MDCCCLXIX the Kappa Sigma Fraternity was founded by William Grisby McCormick George Miles Arnold John Covert Boyd Edmund Law Rogers Frank Courtney Nicodemus.... More on HMDB

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  • Since its founding at the University of Virginia on December 10, 1869, Kappa Sigma has initiated more than 245,000 men on college campuses throughout the United States and Canada. Today, the Frater... More on Kappasigma.org

John Gordon Proposes a Flank Attack

National And State Parks – Locust Grove, Virginia

Inscription. On the morning of May 6, Confederate General John B. Gordon occupied the far Confederate left, in this vicinity, with his brigade of Georgians. Gordon reconnoitered to his left and fro... More on HMDB

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  • Inscription. The right flank of the Union line rested here in the early evening of May 6. Two Union brigades occupied this area with the benefit of neither strong works nor substantial artillery su... More on HMDB

Francis Hume

Landmarks – Remington, Virginia

Inscription. Capt, Continental, Line, Indian Wars, Rev War, 1730, 1813, , Location. 38° 31.74′ N, 77° 48.983′ W. Marker is near Remington, Virginia, in Culpeper County. Marker is on Remington Road (Business U. ... More on HMDB

William Smith

Landmarks – Richmond, Virginia

Inscription. (On front of granite base) : William Smith. Virginia. Born Sep 6th 1797. Died May 18th 1887. 1836-40. 1841-42. Member of Virginia Senate. 1846-49. Governor of Virginia. 1841-43. 1853-61. Member of United States Congress. ... More on HMDB

Yellow Tavern

Landmarks – Henrico, Virginia

Inscription. On 11 May, 1864, Confederate cavalry commanded by Maj. Gen. J. E. B. Stuart chose ground just east of here to engage Union cavalry under Maj. Gen. Philip H. Sheridan, who was advancing... More on HMDB

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  • Inscription. Just south of here on Brook Road (present-day U. S. Route 1) is the site of Yellow Tavern. North of the tavern, on 11 May 1864, Maj. Gen. J. E. B. Stuart deployed his Confederate caval... More on HMDB

Saint Josephs Villa

Landmarks – Henrico, Virginia

Inscription. Saint Josephs Villa, founded 25 Nov. 1834 and incorporated 3 Oct. 1868, is one of the oldest-operating childrens institutions in the United States. For 143 years administered by the Catholic Daughters of Charity as an ... More on HMDB

Dairy Queen

Ice Cream – Crozet, Virginia

The Diamond Club

Things To Do – Newport News, Virginia

The Creek Runs Red Beaver Dam Creek – 1862

Landmarks – Mechanicsville, Virginia

Inscription. June 26, 1962: On this ground raged the heaviest fighting of the battle of Beaver Dam Creek. Fourteen Union cannon on the ridge beyond the creek blasted Dorsey Penders and Roswell Ripleys Confederates as they charged ... More on HMDB

Newport News Golf Club at Deer Run

Golf Courses – Newport News, Virginia

the staff was extremely pleasant and helpful ,then we played thr deer run golf course and was amazed at th... More on Yahoo! Travel

5.0
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5.0 out of 5
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5.0
1+ reviews
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  • Newport News GC is a 36 hole facility with two course to choose from More on GolfReview

  • I enjoyed playing this course and decided to join the ladies group.It is fun to see the deer and the trees ... More on Yahoo! Travel

Marys Rock Tunnel

Things To Do – Sperryville, Virginia

Hiking along the Appalachian Trail to ... More on TripAdvisor

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  • Inscription. Drill, blast, and clear. Drill, blast, and clear. For three months workers repeated this process, carving through 600 feet of solid granite (granodiorite) to complete Skyline Drive's g... More on HMDB

Capital Ale House

Restaurants – Glen Allen, Virginia

We will definitely think long and hard about returning, even though the food was excellent . More on CitySearch

3.5
13 reviews
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3.5 out of 5
13 reviews
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Restaurantica
3.5
1+ reviews
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4.5
2+ reviews
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  • Chocolate cake for dessert was fabulous and enough for 2 people ($8)! More on Restaurantica

  • Our food was outstanding. However the service was less than desirable. A hostess spilled food on the back o... More on CitySearch

Ishan Incorporated

Restaurants – Yorktown, Virginia

3.5
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3.5 out of 5
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3.5
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Zam Zam Kabob

Restaurants – Charlottesville, Virginia