- 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
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21.0 Miles
A popular tourist attraction in Pasadena, Hancock Resolution Park is both an educational and exciting place to visit. Celebrating the late 1800's, it includes period buildings and artifacts including a general store, well, garden and various houses.
21.0 Miles
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0 votes
409-415 Love Point Road, Stevensville, MD 21666
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An interesting historical building designed in the Classical architectural style, the Historic Stevensville Bank was originally constructed in 1903. The bank has now been converted into a working law office.
21.0 Miles
The Downs Park & Dog Beach features a number of amenities for community members and their furry friends to enjoy, including kayaking amenities, picnic equipment, a fishing pier, basketball courts, and 5 miles of paved trails for jogging and biking.
21.1 Miles
Sharing a space with My Little Studio, Island Arts is a gallery space that allows local artists to rent space and display their original art work for sale. The studio also hosts classes.
21.1 Miles
Offering breathtaking views of Chesapeake Bay, John H. Downs Memorial Park provides visitors with the opportunity to enjoy an array of outdoor activities. This includes basketball, biking, fishing and kayaking.
21.1 Miles
100%
1 votes
412 Congressional Drive, Stevensville, MD 21666
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Serving the Chesapeake Bay region, Caribbean Offshore Adventures offers visitors vessels to explore the bay with for multiple day trips. Visitors can choose from having the boat operated by the captain, or themselves if they have a sailing background.
21.1 Miles
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0 votes
405 Main Street, Stevensville, MD 21666
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Featuring a collective of local artists, Kent Island Federation of Art Inc has exhibits that display art in mediums like oil, watercolor, photography, and sculpture. The center also hosts workshops for metal smithing and life drawing.
21.1 Miles
The Kifa Arts Gallery is an art gallery that also holds special events including horseback riding demos, kayaking, basket raffles, and hayrides. The gallery displays temporary exhibits with sculptures, photographs, and prints.
21.7 Miles
Felix Charter is a local tour company which specializes in private sightseeing charters offered on the Chesapeake Bay and around Annapolis.
21.9 Miles
With many animals to feed and pet, 3 Palms Petting Zoo provides entertainment for any animal lover. Animals at the petting zoo include llamas, alpacas, ducks, geese, donkeys, raccoons, and chickens.