- 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 111-120 of
656
26.4 Miles
The Ma & PA Dog Park is a fenced-in closed' dog park with separated areas for large and small dogs. Dogs are allowed to run and play off-leash but must be licensed by their owners.
26.4 Miles
Within close proximity of George Fox Middle School, Pasadena's Havenwood Park is equipped with four baseball fields. It also includes paved trails for walking, jogging and bike rides.
26.5 Miles
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0 votes
Historic Smyrna, Smyrna, DE 19977
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The New Castle Dance Academy 24 Hour Info Line provides information about the New Castle Dance Academy, a dance and music school that provides lessons in tap, ballet, and jazz dancing, as well as musical theater.
26.5 Miles
The Pasadena Roller Skating Center is a family-owned roller skating center that offers free skate rentals to military families. The company has skating lessons on Saturday mornings and is available for parties.
26.6 Miles
Sean Bolan's Irish Pub serves an array of classic pub cuisine as well as a large selection of beers on tap. The pub also hosts live music, with local and touring bands performing on weekends.
26.6 Miles
Tanyard Springs Dog Park is a private dog park available to those living in Tanyard Springs. The park features two enclosed areas, one for each size of dog, in which dogs can run and play.
26.7 Miles
88%
91 votes
Ritchie Highway (Md Rte 450), Annapolis, MD
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Learn a number of historical facts at Maryland World War II Memorial. Pay respects to soldiers while enjoying a scenic view of the Naval Academy, just across the Severn River.
26.7 Miles
100%
18 votes
461 Quaker Bottom Rd., Havre de Grace, MD 21078
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Steppingstone Museum is a farm museum, and features a collection of farming tools and artifacts as well as rural arts and crafts dating from 1880 to 1920. The farmhouse itself is furnished in turn-of-the-century style.
26.7 Miles
218 Walnut Street, North East, MD 21901
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The Upper Bay Museum offers a variety of artifacts that teach visitors about maritime life, including decoys and duck hunting gear. The location also hosts historical hunting demonstrations for visitors to enjoy.
26.7 Miles
Large open green spaces are offered at Double Rock Park, which covers over 100 acres of land. Multiple trails, ball fields, and picnic areas are available within the park site.