Directions from Arlington, Virginia to Princess Anne, 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.


Trap Pond St. Park

Museums – Laurel, Delaware

Francis Scott Key

Landmarks – Annapolis, Maryland

Inscription. 1814 1914. Francis Scott Key: 1780 1843, Class of 1796, Author of, The Star-Spangled Banner: In loving memory of her distinguished son whose eulogy is written in the heart of this nati... More on HMDB

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  • When the smoke had cleared, Francis Scott Key was able to see that the American flag at Fort McHenry was still waiving and reported this fact the prisoners below deck he was negotiating their freed... More on Francisscottkey.com

Queenstown Divided Loyalties

Landmarks – Queenstown, Maryland

Inscription. Queenstown, like most of the Eastern Shore in 1861, was a slaveholding community, and the impending conflict was regarded with concern and fear. When war erupted, families were torn apart because of their conflicting ... More on HMDB

Garys Creek - Indian Path Dorchester County

National And State Parks – Cambridge, Maryland

Inscription. Garys Creek was named for Stephen Gary (d. 1686), high sheriff and one of the judges of Dorchester County for whom “Spocott” was surveyed on this creek December 27, 1662. This road about 1663 was the Indian ... More on HMDB

Holy Trinity Church

Landmarks – Bowie, Maryland

Inscription. The original house of worship on this site, part of "Martha's Choice", was a chapel of ease. It was donated by the Queen Anne's Parish by the Reverend Jacob Henderson and his wife Mary... More on HMDB

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  • 'Warm Nights' Arrives at Holy Trinity ` Truly I tell you, whatever you did for one of the least of these brothers and sisters ... More on Holytrinitybowie.edow.org

Janet K. Fanto Antiques & Rare Books

Book Shopping – Easton, Maryland

This shop is stocked with rare books, 19th- and 20th-century furniture (mostly American), antiques, and odds and ends. The owners and watch-cat Samantha ... More on Frommers

Ocean Downs Racetrack

Auto Enthusiast – Berlin, Maryland

Francis Makemie Monument

Landmarks – Temperanceville, Virginia

Inscription. Erected in Gratitude to God And in grateful, remembrance of his servant and minister Francis Makemie, who was born in Ramelton, County Donegal, Ireland, A. D. 1658(?) was educated at Glasgow University, Scotland, and ... More on HMDB

Oxford-Bellevue Ferry

Things To Do – Oxford, Maryland

What fun! This ferry takes about 9 cars and walk-on passengers and was established in 1683. It is one of the oldest privately run ... More on igougo

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  • America's oldest privately owned ferry, established 1683. Crosses scenic Tred Avon River between Oxford and St. Michaels area. Ferry carries nine cars, motorcycles, ... More on Search.visitmaryland.org

  • Inscription. Believed to be nations oldest privately operated ferry service. Ferry has plied across Tred Avon River since Talbot County Court “pitcht upon Mr. Richard Royston to Keepe a Ferry... More on HMDB

Negril Eatery Inc

Restaurants – Bowie, Maryland

The food is very well seasoned and alway fresh . More on Restaurantica

3.0
2 reviews
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3.0 out of 5
2 reviews
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Restaurantica
3.0
2+ reviews
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  • If it's great Jamaican-West Indies food you want at a reasonable price, then this is your place. More on Restaurantica

  • Had the jerk chicken and I could have ordered rubber instead. It tasted like baked chicken with a slab on s... More on Restaurantica

Scilipote's Pizzeria

Restaurants – Severna Park, Maryland

3.5
1 source
Average Rating
3.5 out of 5
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3.5
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The Crab Claw Restaurant Navy Point

Restaurants – Saint Michaels, Maryland

Many Marylanders consider this a destination restaurant. They come by the busloads for the fresh seafood, steamed crabs, and river breezes. ... More on Frommers

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  • True to New England expectations, the seafood here was fantastic. I highly, highly recommend The Crab Claw. Even, on a rainy saturday afternoon ... More on CitySearch

  • For three star dining in Talbot County, try Crab Claw. It's known for its seafood. This restaurant is good for groups. More on Open List

Shipwrecks

Landmarks – Berlin, Maryland

Inscription. Shoals, bad weather, and lack of navigational aids contributed to hundreds of shipwrecks along Assateague. Many wrecks were schooners and cargo vessels sailing the busy coastal ship lanes in the 1800s. The total number ... More on HMDB