- 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 431-440 of
656
38.6 Miles
Within Waterloo Park visitors can access two tennis courts, a ball diamond, a basketball court, and a multipurpose field. The 22-acre park site also features two picnic pavilions and an extensive children's playground.
38.7 Miles
Christiana Mall is the state's first tax-free shopping center. Besides those wishing to save money while shopping, this place is also suited for the entire family wishing to have a good time.
38.8 Miles
100%
1 votes
433
Bowie Playhouse
Whitemarsh Park, 16500 White Marsh Park Drive, Bowie, MD 20715
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Owned and operated by the city of Maryland, the Bowie Playhouse is a charming 150-seat theatre that is committed to fine community productions. The theatre presents original works, Shakespeare classics and popular musicals.
38.9 Miles
88%
187 votes
8020 Baltimore National Pike, Ellicott City, MD 21043
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Patapsco Valley State Park offers guests the opportunity to go hiking, fishing, camping, canoeing, horseback riding, and cycling. Visitors may also go hunting at this site, which features an 'OPERATION: CAMPOUT!' program.
39.0 Miles
82%
129 votes
2711 Maryland Avenue, Ellicott City, MD 21043
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The B&O Railroad Station Museum at Elicott City is the country's oldest existing railroad station and is home to a number of historic structures and reconstructed locomotives such as freight cars, caboose and more.
39.0 Miles
Joyful Jumps is a recreational indoor play center that has slides, obstacles, inflatables, seating area, and private party rooms. The facility also offers open play every day of the week.
39.0 Miles
Displaying an array of artwork from paintings to jewelry and other attire, Cotton Duck Art & Apparel is more than an art gallery. Along with works created by the store owner Jerome Scott, other artists periodically display their works here.
39.1 Miles
Tilghman Island is home to the last commercial sailing company in North America. Visitors to the island find numerous fishing charters, upscale restaurants often serving fresh seafood, bed and breakfasts, and the Phillip's Wharf Environmental Center.
39.1 Miles
Worthington Dog Park is a premier dog park in Ellicott City. The park allows off-leash exercise and play for local dogs to socialize with other canines, accommodating both small and large breeds.
39.2 Miles
82%
28 votes
8267 Main Street, Ellicott City, MD 21043
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At Howard County Welcome Center, visitors can learn about the cultural and historic landmarks of the region through knowledgeable staff and brochures. The staff can help visitors schedule tours with various attractions in the area.