- TripBuzz discovered 101 different types of activities for couples in the Chestertown area, including Art Gallery (like Artists' Gallery), Marinas (like ROLPHS WHARF MARINA), Bowling (like Queen Anne's Bowling Centre) and Movie Theaters (like Chester 5 Theatres), and much more.
- We discovered a total of 69 date ideas in or near Chestertown, Maryland, including 61 fun or romantic activities in nearby cities within 25 miles like Stevensville, Pasadena, Havre de Grace and Rock Hall.
Showing 91-100 of
520
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
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.
26.7 Miles
Situated along the water North East Park is a favorite spot for relaxation and recreation for North East locals. The park features expansive flat grass land, shady trees and benches overlooking the water.
26.8 Miles
Liriodendron Mansion is a part of a historic estate by the same name and dates back to early 19th century. The facility serves as a venue for events such as weddings, receptions, conferences and more.
26.8 Miles
The Liriodendron Foundation manages the Liriodendron mansion, which was built in 1898. It is available for special events, such as weddings, but there is also a museum and art exhibits that visitors can browse.
27.0 Miles
93%
27 votes
1990 Governor Ritchie Highway, Annapolis, MD 21401
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For outdoor time, pay a visit to Jonas Green State Park, located on the Severn River. At the end of the Baltimore & Annapolis Trail, the park offers a cartop boat launch site. Fishing is a popular pastime.
27.1 Miles
Running, camping and hiking are some of the activities you can do at Susquehanna State Park. They have plenty wooden benches and covered areas to sit and eat. There is also a play area for children.
27.2 Miles
Visitors can enjoy live jazz and blues performances and other entertainment events at The Pickled Herring Pub. The pub hosts private parties and features a karaoke night and a Cajun themed menu.
27.2 Miles
Severna Park Lanes offers guests the chance to go bowling or enjoy a 'glow bowling' experience. The location, which also features a restaurant and bar, sells pizza and other refreshments.