Directions from Annapolis, Maryland to Chester, 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.


President's Park

Landmarks – Washington, Washington DC

Throughout the years President’s Park has served many purposes from bosk to bivouac, from a field for infantry drills to a place for inaugural celebrations. With the White House as a back drop, Pre... More on Nps.gov

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  • Inscription. Dedicated by Maryland State Society, Daughters of the American Revolution, April 21, 1934. Growing on land that was once a part of Maryland and was in 1790 her gift to the United State... More on HMDB

The Omega House

Things To Do – Washington, Washington DC

Formerly a famous fraternity house, Omega is in an alley off P Street. Though the name has changed, ... More on Yahoo! Travel

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  • Omega House - Omega is the last letter in the Greek alphabet, and is generally considered to identify something that is the end in a series of items. Awfully presumptuous to name your bar that, hun... More on clubzone

North Richmond YMCA Community Center

Parks – Richmond, Virginia

about North Richmond YMCA Community Center: More on GoCityKids

The Canal Ditch: Battlefield Obstacle

Landmarks – Fredericksburg, Virginia

Inscription. The Rappahannock Canal fed lesser waterways that powered a variety of small industries. One of these secondary drainages branched off from the main canal in this area and became an obs... More on HMDB

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  • Inscription. The post-Civil War street in front of you, Kenmore Avenue, covers a wartime millrace or canal ditch. On December 13, 1862, the ditch became a maddening obstacle to Union soldiers advan... More on HMDB

Sequim Bay State Park

Parks – Washington, Washington DC

Sequim is an Indian word for quiet waters, and it truly is, with two naturally occurring and overlapping spits which leave only a zig-zag entrance into the bay from the Strait of Juan De Fuca. At several different times, the community ... More on Epinions.com

Rappahannock Area YMCA - Massad Branch

Swimming – Falmouth, Virginia

The pool is open for lap swimming from 5:30 A.M. to 9 A.M. and noon to 1 P.M.; the evening schedule varies. More on SwimmersGuide

Old Mine Ranch

Things To Do – Dumfries, Virginia

Old Mine Ranch is a working farm that is open to the public. It isn't commercialized at all. Your entry fee of less than $10 includes a horse ride, a hay ride, all you want to feed the goats, a moo... More on GoCityKids

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  • Experience a family Wild West themed pony ranch and petting farm on over 40 acres. Admission includes pony ride for kids, hay ride and animal feed, scenic picnic areas, guided river hike, garden ... More on Virginia.org

44 Court Research

Parks – Greenbelt, Maryland

Small playground for young kids More on KaBoom.org

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Clay's Birthplace

Landmarks – Hanover, Virginia

Inscription. Three miles northwest is Clay Spring, where Henry Clay was born, April 12, 1777. He passed most of his early life in Richmond, removing to Kentucky in 1797. His career as a public man and as a peacemaker between North ... More on HMDB

Olde Heurich Brewing Co

Bars – Washington, Washington DC

Olde Heurich Brewing Co - If you’re looking to kick back, Olde Heurich Brewing Co, located at 1307 New Hampshire Ave Nw, is a safe bet. It’s not the kind of place that’s ... More on clubzone

Rockburne Estates Apartments

Parks – Washington, Washington DC

Kids will be passionate about this purple playground. The Pod Climbers direct them toward the Poly Slide, Corkscrew, or SlideWinder2�?�. The 5000 Series ... More on KaBoom.org

Viva Experience

Health Club – Washington, Washington DC

VIVA is the process of harnessing/channeling authentic power to fearlessly thrive. More on YogaFinder

La Rue 123

Restaurants – Fairfax, Virginia

Finishing our meal she brought the two of us a glass of champagne to finalize a wonderful night celebrating our anniversary. More on Yahoo! Travel

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  • Orgasmic could not define the decadence of each wonderful dish. More on Yahoo! Travel

  • Like the score to a good film, refined dining is never complete without musical accompaniment. Of course, you won't find that ingredient ... More on OpenTable.com

Little Italy

Restaurants – Stony Creek, Virginia

Little Italy is a pleasant surprise; on Blue Star Highway, which runs right next to the Interstate, between... More on TripAdvisor

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  • Restaurant seems small, but the food is excellent !!! More on Restaurantica

  • Restaurant and Pizzaria. Tasty authentic Italian cuisine. Family owned. They have an additional lo... More on Judysbook.com

Subway Restaurant

Restaurants – Washington, Washington DC