Directions from Chesapeake, Virginia to Cumberland, Maryland





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.


Dairy Queen Store

Ice Cream – Mechanicsville, Virginia

Kind friendly employees! More on Yahoo! Travel

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  • Friendliest Service: You get no better anywhere in my opinion. Kind friendly employees! More on Yahoo! Travel

  • Dairy Queen is located in Virginia. This very affordable establishment is one of the popular restaurants in the ... More on Open List

Trulie An Event, Inc.

Tours – Broad Run, Virginia

Complete event designing/management services plus activity/travel services to offer cliients in the corporate and private sectors inclding weddings, business meetings, retreats, team building, group tours/activites, destinations and ... More on VisitLoudoun.org

Confederate Memorial Pyramid

Landmarks – Richmond, Virginia

Inscription. [South side]: Numini et Patri ae Asto, [West side]: Erected by the Holly-Wood Memorial Association, A. D. 1869, [North side]: Memoria in Aeterna, [East side]: To the Confederate Dead, , Erected 1869 by Ladies of the ... More on HMDB

Charles M. Russell National Wildlife Refuge

National And State Parks – Elk Garden, West Virginia

Extending 125 miles up the Missouri River from the Fort Peck Dam in north-central Montana, the Charles M. Russell National Wildlife Refuge (NWR) is approximately 1,100,000 acres in size and includes the 245,000-acre Fort Peck Reservoir. ... More on recreation.gov

DeWitt Wallace Decorative Arts Museum

Museums – Williamsburg, Virginia

Located on North Henry Street is the reconstructed Public Hospital of 1773. The hospital occupies the grou... More on igougo

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  • Always a wonderful place to visit . Many wonderful objects are displayed . For all ages . More on TripAdvisor

  • Home to an extensive collection of American and English antiques, including furniture, textiles, tools, fir... More on MuseumStuff.com

Surrender Road

Parks – Yorktown, Virginia

Inscription. The course of the road here is about as it was in colonial times. On October 19, 1781, in the afternoon, the soldiers of Cornwallis Army marched this way and filed off into the field on your left. This was the place designated ... More on HMDB

Christmas Parade

Things To Do – Richmond, Virginia

Nothing brings the community together like this parade. People from every local area in and around Richmond... More on Yahoo! Travel

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  • More than 20 floats parade through downtown Richmond in celebration of the Christmas ... More on Yahoo! Travel

  • The 27th Dominion Christmas Parade takes place on Saturday, December 4, 2010 at 10am. The parade will ... More on Richmondchristmasparade.org

Capital Ale House-Downtown

Sightseeing – Richmond, Virginia

The "Original" and located in the heart of Downtown Richmond. This 108 year old, 25 foot wide by half-a-city-block-long building has 46 taps, 2 cask conditioned ale hand pumps and a selection of o... More on Visitrichmondva.com

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  • The "Original" and located in the heart of Downtown Richmond. This 108 year old, 25 foot wide by half-a-city-block-long building has 46 taps, 2 cask conditioned ale hand pumps and a selection of ov... More on Visitrichmondva.com

Kings Charter HOA

Parks – Glen Allen, Virginia

Equipment by PlayWorld Systems More on KaBoom.org

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  • See how the Owners Association makes Kings Charter one of the most sought after places in Hanover and the Richmond ... More on Kingscharter.net

Swanns Tavern 1670s

Landmarks – Williamsburg, Virginia

Inscription. in ye sd Col Swanns Ordinary at James City. Minutes of the General Court, 1677, Although councilman Colonel Thomas Swann resided across the James River at his Swann Point plantation, he also leased a Jamestown tavern ... More on HMDB

Casselman State Park

Museums – Grantsville, Maryland

John Mitchel

Landmarks – Fort Monroe, Virginia

Inscription. In memory of, John Mitchel, Nov. 30, 1815 – Mar. 20, 1875, Fearless and courageous southern journalist, Staunch supporter of the Confederacy, Editor-in-Chief, Richmond (VA) Enquirer, Associate Editor, Richmond (VA) ... More on HMDB

Buffalo Wild Wings Grill & Bar

Restaurants – Glen Allen, Virginia

The entire reason we were eating lunch at a sports bar was so we could watch a game on ESPN Game Plan. More on Yahoo! Travel

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  • We had a very disappointing experience at this restaurant today. More on Yahoo! Travel

  • Their food was great except their sauce was too spicy.they had super nice waitress's.it was way too loud. W... More on TripAdvisor

Greek Cafe

Restaurants – Newport News, Virginia

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Subway

Restaurants – Hampton, Virginia

I like my food sans attitude-thankyouverymuch! More on Yahoo! Travel

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  • Subway in Buckroe: A great place to eat as long as you don't use the drive thru! More on Yahoo! Travel

  • Subway in Buckroe: A great place to eat as long as you don't use the drive thru! If you risk it you'll end up with a sloppy sloppy mess that doesn't even resemble a sandwich. The younger crew in th... More on Yahoo! Travel