- 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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36.8 Miles
Multiple wooded areas are located within the 415 acres of Rockburn Branch Park. Divided into two sections, the park offers over seven miles of trails, 10 ball diamonds, six multipurpose turf fields, and an 18-hole disc golf course.
36.8 Miles
Surrounded by lush trees and heavy foliage is the Torrey C Brown Trail. The trail is frequented by hikers, walkers, horseback riders and bikers who enjoy a good workout and a beautiful view.
36.9 Miles
Piney Orchard Ice Arena is an indoor ice hockey rink. The rink offers skating lessons, clinics, hockey league play, and hockey camps. There is also a well-equipped pro shop on the premises.
36.9 Miles
The 100 acre Piney Orchard Nature Preserve has 5 miles of walking and biking trails through wetlands, woodlands, stream beds and ponds. Paved, manicured and boardwalk trails enable visitors a first hand look at the local wildlife in varied habitats.
37.0 Miles
Beginning over fifty years ago, Oxford Museum has built a diverse collection of artifacts, antiques and memorabilia. This includes housewares like china and pottery, as well as personal items such as photographs and clothing.
37.0 Miles
Providing chartered tours on Chesapeake Bay, Rum Bob Charters-Boat Tours boards at Rock Hill. Ideal for small parties, it offers numerous amenities such as showers, air conditioning, a spacious indoor cabin and sleeping quarters.
37.2 Miles
Open seven days a week, AMF Pikesville Lanes offers traditional ten pin bowling on twenty lanes. The lanes also offer an additional twenty lanes of duckpin bowling for those looking for a variation on the sport.
37.2 Miles
100%
1 votes
6421 Baltimore National Pike, Catonsville, MD 21228
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Established in the year 1980, The 40 W Racquet Club is a recreational sports club that features a snack area, changing rooms, a sauna/shower, and multiple tennis courts. The club offers racquetball and tennis lessons throughout the year.
37.2 Miles
A city park along the Patuxent River Greenway, Patuxent Ponds Park features two ponds, and allows catch and release fishing only. The area also features hiking trails with scenic woodland views.
37.3 Miles
Renditions Golf Club is a local golf course which offers an entertaining game of golf on its flat terrain decorated with tree-lined fairways and multiple water features.