- 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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656
30.7 Miles
Opened in 2009, the Trippe-Hilderbrandt Gallery is an art gallery featuring works from several local artists. Photographs, watercolor paintings, and botanical arts are among the many varieties of work on display at the gallery.
30.7 Miles
Open seasonally, Eating Easton food tours offers visitors and locals a chance to sample a variety of Easton area restaurants' signature dishes. The company offers a three hour walking tour with historical insights and an array of foods.
30.7 Miles
Avalon Performing Arts Theater is a restored art-deco theater that offers patrons a year-round schedule of performing arts, and community events. The 400 seat theatre is home to many local community groups who also present regional and national performances.
30.7 Miles
With a number of fields and courts, Sawmill Creek Park can be used for baseball, basketball, tennis, soccer and other open field activities. It features a skate park, playground and walking trail as well as picnic and fishing areas.
30.7 Miles
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0 votes
29512 Canvasback Dr, Ste 6, Easton, MD 21601
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With several theater and music programs for children, the Chesapeake Children's Theatre Performing Arts Center is a must for creative children. Featured shows include Disney classics such as Beauty and the Beast and Lion King.
30.8 Miles
The Academy Art Museum is a local specialty museum which features a variety of artworks including paintings and sculptures by many well-known artists including Picasso, Goldberg, Nesbitt and more.
30.8 Miles
Historical Society Museum is a local museum which houses a number of artifacts including vintage photographs and documents which depict the local history, culture and architecture. The museum is surrounded by a garden which contains a variety of herbs and trees.
30.8 Miles
67%
3 votes
7888 Crain Highway, Glen Burnie, MD 21061
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Featuring a lap pool, North Arundel Aquatic Center offers visitors an indoor water park with a splash area, water slide, and more. The facility has a party room that can be rented out for private events.
30.9 Miles
93%
691 votes
213 N. Talbot Street, St. Michaels, MD 21663
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Chesapeake Bay Maritime Museum is home to a collection of diverse marine artifacts, demonstrations and a variety of small boats including crabbing skiffs, canoes and more. The museum also offers boat rides on Miles River.
30.9 Miles
In 1879, the screwpile lighthouse was constructed to light the way for boats using Hooper Strait to enter Chesapeake Bay, Tangier Sound, and Deals Island. The lighthouse was moved to its current location where visitors can visitors can climb the sea hatch and tend the lens.