- Our list of the best things to do in Chestertown, Maryland, features the top 87 nearby activities — including 35 great attractions with user approval ratings of 90% or more!
- Chestertown, MD has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Sights & Landmarks, Museums & Galleries, and Entertainment & Shows.
- The results below include the top 9 things to do within the city of Chestertown, MD , followed by 78 popular activities in nearby cities, including Stevensville, Havre de Grace, Pasadena, Middletown, Rock Hall, Dundalk, Essex, Queenstown, Smyrna, Perry Hall, Annapolis, Baltimore, Easton, Clayton, Bel Air and North East
Showing 421-430 of
656
37.9 Miles
100%
10 votes
300 Oella Avenue, Catonsville, MD 21228
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The Benjamin Banneker Historical Park & Museum is a historical museum focused on educating the public on the life of Benjamin Banneker, a renowned scientist and abolitionist. Attractions include educational exhibits, horticultural demonstration areas, and walking trails.
37.9 Miles
100%
7 votes
422
Trolley Trail
Edmonson Avenue & Stonewall Road, Catonsville, MD 21228
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Once busy with trolley cars, the #9 Trolley Trail is now paved for the enjoyment of hikers and bicyclists. Highlighting the 1.5-mile trail is a boardwalk and access to a nearby museum.
38.0 Miles
Lady Patty Sail Charters is a company which offers both public and private sailing charters on the Chesapeake Bay aboard their racing yacht called Lady Patty.
38.1 Miles
90%
71 votes
21308 Phillips Rd, Tilghman, MD 21671
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Skipjack -Rebecca T. Ruark Charter provides reasonably-priced two-hour cruises. Their captains impart their knowledge on the history of the Bay, oyster dredging and Tilghman Island. The sail is relaxing and you will definitely enjoy the view and the sunset.
38.1 Miles
82%
17 votes
13401 Beaver Dam Road, Cockeysville, MD 21030
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The Oregon Ridge Park & Nature Center is a facility that promotes spending time in and learning about nature. Visitors commonly enjoy relaxing in the scenic park area or learning about history in the nearby nature center.
38.1 Miles
An art gallery that offers showings of original works of art by appointment, Fine Art & Accents features oil paintings, sculpture, photographs, handmade mirrors, and tapestries, and has been in operation for more than twenty years.
38.4 Miles
91%
139 votes
8290 Colony Seven Rd., Baltimore, MD 20701
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Operated by the NSA, or National Security Agency, the National Cryptologic Museum is devoted to codebreaking and its history. The museum features an array of exhibits highlighting the importance of cryptology in American and world history.
38.4 Miles
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0 votes
1114 Shawan Road, Cockeysville, MD 21030
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The Center For Maryland Agricultural & Farm Park is a 149-acre expanse of land in Cockeysville. The park promotes sustainability and educates visitors on the agricultural industry while offering beautiful walking tours and horseback trail rides.
38.5 Miles
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1 votes
White Marsh Park, 6314 Crain Highway, Bowie, MD 20715
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The Bowie Community Theatre is a non-profit organization that presents a number of live productions throughout the year. The organization has special deals throughout the season such as the Bowie Food Bank'.
38.6 Miles
Born from a love of brewing the highest quality beer, Mispillion River Brewing has been providing visitors with delicious libations in their tasting room since 2013. The founders have been perfecting the art of brewing for many years, and now operate a brewery that serves porters and various ales.