Directions from Chesapeake, Virginia to Owings Mills, 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.


Historic Falmouth

Landmarks – Fredericksburg, Virginia

Inscription. Founded in 1727 as a trading center for the Northern Neck. Hunters iron works here were an objective in the Virginia campaign of 1781. The Army of the Potomac camped here from November, 1862 to June, 1863 and moved hence ... More on HMDB

Walt Penney Field

Parks – Takoma Park, Maryland

Inscription. In honor of Walt Penney who found enjoyment on Takoma Park's sports fields and returned it ten fold. The spirit of “Coach Walt” will be alive in the glee of children at play and the pride of cheering parents. ... More on HMDB

Abbottstown Street/Broadway

Landmarks – Hanover, Pennsylvania

Inscription. A Glimpse of Hanover's Past, The chaotic fighting at the Center Square quickly spilled over onto several side streets, alleys, and fields. At the first sign of trouble, Major John Hammond led an organized withdrawal of ... More on HMDB

Club Danko

Bars – Washington, Washington DC

Club Danko - True, it might not be as cheap as a dive bar, but Club Danko offers an upscale ambience with a laid back vibe. Located ... More on clubzone

Colesville Manor Neighborhood Park

Parks – Colesville, Maryland

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DC Tunnel Nightclub

Things To Do – Washington, Washington DC

Dc Tunnel - Here’s the top-ten best things about Dc Tunnel: Best Thing Number 10: you can buy alcohol here. Number 9: huh. Well, that’s really it, actually. So maybe there’s not enough material for... More on clubzone

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  • Dc Tunnel Nightclub - Close your eyes. Think of the sexiest person you’d like to hook up with. Okay, now open your eyes. They’re not going to be at Dc Tunnel Nightclub. It’s just your basic deli. T... More on clubzone

Chain Bridge

Landmarks – Arlington, Virginia

Inscription. In 1797, the merchants of Georgetown built here the first bridge over the Potomac River in order to compete with the Virginia port of Alexandria. The Falls Bridge allowed trade from the "upper country" of Virginia to ... More on HMDB

Marvelous Market

Food Shopping – Washington, Washington DC

Marvelous Market began as a neighborhood bread boutique producing and selling traditional European style sourdough bread and other specialty breads. Pastries, custom cakes, cookies, and other gourm... More on GoCityKids

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  • First there were the breads: sourdough, baguettes, olive, rosemary, croissants, scones. Now, there are things to spread on the bread, including smoked salmon mousse and tapenade; pastries to die f... More on Frommers

Wawa Food Markets

Grocery Convenience Shopping – Annapolis, Maryland

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Joseph Bryan Park

Parks – Richmond, Virginia

This is Richmond's answer to an all-purpose public park. At the the Joseph Bryan Park you'll find fields, s...

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  • This park has a wonderful playground, tennis courts, soccer fields, and a tot lot(sandbox) More on KaBoom.org

Willow Tree Inn

Restaurants – Montgomery Village, Maryland

Overlooking the Montgomery Village Golf Course, The Willow Tree Inn provides the perfect setting for your next dining celebration! - Offering a fabulous menu in an elegant dining room - Our house specialty is jumbo lump crab cakes ... More on entertainment.com

Tessa BBQ

Restaurants – Towson, Maryland

Goal Post

Restaurants – Richmond, Virginia

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Ratification of the Constitution

Landmarks – Richmond, Virginia

Inscription. On this site the Virginia Convention ratified the United States Constitution June 25, 1788, In the ratifying convention were Edmund Randolph, James Madison, George Wythe, Henry Lee, John Marshall, Patrick Henry, George ... More on HMDB