- 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 111-120 of
520
27.5 Miles
Sipping Pretty conducts in-home, corporate, non- profit and specialty event wine tasting seminars. They also coach one-on-one seminars for educational purposes, specialize in custom baskets, chef services and wine accessories.
27.5 Miles
100%
3 votes
623 Baltimore-Annapolis Blvd, Severna Park, MD 21146
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Visitors can enjoy an aquatic center, fitness equipment, 3 dance studios, and a gymnasium at the Severna Park Community Center. The community center offers dancing and swimming classes and offers 36,000 square feet of meeting and recreation space.
27.5 Miles
Providing a variety of aquatic activities to the community, SPCC Aquatics has a lap pool where visitors can take swimming lessons. The center has public swim hours where visitors can use the pool for laps or freestyle swimming.
27.6 Miles
Freetown Park is a public park location offering a large number of amenities for its visitors to enjoy. These amenities include a baseball field, a basketball court, a playground structure, and a walking trail.
27.8 Miles
Private sailing excursions are offered by Classic Sail Charters for groups of up to six people. The service provides half day, full day, or sunset cruises within the waters of the Chesapeake Bay.
27.9 Miles
98%
202 votes
311 Third St., Annapolis, MD 21403
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Pirate Adventures on the Chesapeake offers kids a chance to spend a day as a pirate aboard a replica of pirate ships where they are engaged in a variety of hand-on activities including face-painting, treasure hunt and more.
27.9 Miles
Schooner Woodwind is a local tour operator which organizes a variety of sailing trips and private cruises on the Chesapeake Bay aboard their two 74-foot long schooners called Woodwind and Woodwind II.
27.9 Miles
SegZone is a local tour operator which specializes in guided eco-friendly Segway tours of Annapolis and its numerous historic sites featuring colonial architecture as well as many other local attractions.
27.9 Miles
Watermark, formerly known as Chesapeake Marine Tours, is a local tour company which organizes a variety of cruises and private charters to introduce visitors to the history and culture of Annapolis with the help of guides dressed in colonial period costumes.
27.9 Miles
Featuring a permanent exhibit, Annapolis Maritime Museum is filled with artifacts detailing the ecological and maritime history of the region. The museum hosts special events like a summer concert series, art exhibits, and lectures.