- 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 331-340 of
520
37.5 Miles
100%
3 votes
21604 Chicken Point Road, Tilghman, MD 21671
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Dockside Express Cruises & Tours - Day Tours offers a variety of tour packages on its 49-seat Express Royale boat. Options include floating crab feasts, private charters, team-building exercises, and overnight excursions for groups of at least 25.
37.5 Miles
100%
25 votes
21604 Chicken Point, Tilghman, MD 21671
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Phillips Wharf Environmental Center is an educational attraction designed to teach visitors about the various animals of the Chesapeake Bay area. It offers hands-on experiences with animals, and features an ecological focus.
37.5 Miles
The Tilghman Watermans Museum is dedicated to celebrating and commemorating the Tilghman Island watermen and their history and traditions. It collects models of boats as well as examples of traditional tools used by the watermen.
37.7 Miles
Renaissance Fine Arts houses the largest collection of art in the Mid-Atlantic region. They offer traditional and contemporary art with a diverse collection that ranges from original works on canvas and paper to sculpture with their Master Works gallery.
37.8 Miles
89%
18 votes
5907 Tilghman Island Road, Tilghman, MD 21671
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Chesapeake Lights is a local tour operator which offers a variety of guided tours of the Chesapeake Bay and the surrounding lighthouses.
37.9 Miles
Enjoy a live show at Oregon Ridge Dinner Theatre, performing home of the Baltimore Actors' Theatre. Each show features 35 to 50 performers in complete costume with live musical accompaniment.
37.9 Miles
100%
7 votes
337
Trolley Trail
Edmonson Avenue & Stonewall Road, Catonsville, MD 21228
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Once busy with trolley cars, the #9 Trolley Trail is now paved for the enjoyment of hikers and bicyclists. Highlighting the 1.5-mile trail is a boardwalk and access to a nearby museum.
38.0 Miles
Lady Patty Sail Charters is a company which offers both public and private sailing charters on the Chesapeake Bay aboard their racing yacht called Lady Patty.
38.1 Miles
90%
71 votes
21308 Phillips Rd, Tilghman, MD 21671
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Skipjack -Rebecca T. Ruark Charter provides reasonably-priced two-hour cruises. Their captains impart their knowledge on the history of the Bay, oyster dredging and Tilghman Island. The sail is relaxing and you will definitely enjoy the view and the sunset.
38.1 Miles
82%
17 votes
13401 Beaver Dam Road, Cockeysville, MD 21030
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The Oregon Ridge Park & Nature Center is a facility that promotes spending time in and learning about nature. Visitors commonly enjoy relaxing in the scenic park area or learning about history in the nearby nature center.