Directions from Chesapeake, Virginia to Cambridge, 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.


Caroline County Family Support Center

Parks – Denton, Maryland

Hidden in the deep, blue, poured in place surfacing sea, there may be unknown creatures. So crouch and slither through the Slant Entrance Panel. Then carefully tiptoe over to the Pilot Panel and fly ... More on KaBoom.org

Seaside Park

Things To Do – Chesapeake Beach, Maryland

Thunder Lagoon

Themeparks – Crocheron, Maryland

2 twister slides, a Viking Ship that tips you into the water, and a 2,800-square-foot play pool. More on About

Queenstown Harbor Golf Links

Golf Courses – Queenstown, Maryland

Both are outstanding, but I find the Lakes more enjoyable (plus it's cheaper ). More on GolfReview

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Average Rating
3.0 out of 5
2 reviews
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  • A nice layout in great shape overall, however the greens could be better. More on GolfReview

  • We played the lakes course during a recent visit to the area. My husband has played most of his life, and I... More on TripAdvisor

Chesapeake Exploration Center

Free display on eastern shore life. Good for a quick stop. More on TripAdvisor

Seaside Gallery

Things To Do – Cape Charles, Virginia

The Seaside Gallery at the Marina features beautiful watercolor paintings by Thelma Jarvis Peterson, who also has a gallery in nearby Cheriton. More on igougo

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  • The Seaside Gallery at the Marina features beautiful watercolor paintings by Thelma Jarvis Peterson, who also has a gallery in nearby ... More on igougo

Amphibious Training Base

Landmarks – Dowell, Maryland

Inscription. This nation's first naval amphibious training base was established here at Solomons where between 1942 and 1945 some 68,000 sailers, marines, coast guardsmen, and soldiers were trained. They formed the major components ... More on HMDB

Coventry Parish Church

Landmarks – Westover, Maryland

Inscription. Erected 1784 1792, Placed on the National Register of Historic Places 9 August 1984, Ruins stabilized 1985 1990 under the auspices of, Rehobeth Ruritan Club, Maryland Historical Trust, Somerset County Historical Trust, ... More on HMDB

Charles H. Chipman Cultural Center

Museums – Salisbury, Maryland

Built in 1838, the Chipman Center is the oldest standing African-American church on Delmarva. It occupies the site of a former open meadow where slaves gathered for worship. A plain one-story stru... More on Wicomicotourism.org

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  • The oldest standing African-American church on Delmarva, circa 1838. More on Search.visitmaryland.org

The Swash

Things To Do – Exmore, Virginia

Battle Creek Cypress Swamp Sanctuary

Landmarks – Prince Frederick, Maryland

100-acre nature sanctuary is protective home to wildlife; quarter-mile elevated boardwalk provides access to nature; seasonal wildflowers ... More on Search.visitmaryland.org

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  • A quiet respite just off the main highway, this 100-acre sanctuary owned by the Nature Conservancy gives visitors the opportunity to walk among great bald cypress trees growing at their northernmo... More on Frommers

Papa John's Pizza

Restaurants – Easton, Maryland

The simple menu focuses on standard pies and chicken-centric specialty pizzas--the Hawaiian BBQ,... More on CitySearch

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  • These bright white storefronts are accented with green and red details and photos of the chain's boyish founder. The simple menu focuses on ... More on CitySearch

Lone Star Steakhouse and Saloon

Restaurants – Lexington Park, Maryland

This is a pretty good place to eat. More on Judysbook.com

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  • Great place for lunch but get here early because the base crowd fills it up at 1130 am. More on Yahoo! Travel

  • This is a pretty good place to eat. It doesn't get as much of the lunch crowd as some of the other ... More on Judysbook.com