- 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 41-50 of
520
22.3 Miles
Havre de Grace Promenade located at Concord Street is a scenic place for walking or relaxation. They have a nice view of the bay, the Susquehanna river, and some wild life. There are a couple of restaurants nearby.
22.3 Miles
73%
37 votes
100 Lafayette Street, Havre de Grace, MD 21078
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The Havre de Grace Maritime Museum is a small museum with clean bathrooms and easy parking. They have informative displays, a section for the kids to dress as pirates and sailors, and a gift shop.
22.4 Miles
A large, outdoor recreational space, Fort Smallwood Park provides for numerous sports and leisure activities. This includes boating and kayaking, as well as volleyball, hiking and walking. There is also a playground and designated picnic area on-site.
22.7 Miles
77%
111 votes
3417 Eastern Boulevard, Baltimore, MD 21220
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In continuous operation for over 60 years, Bengie's Drive-In Theatre offers double and triple features in a classic drive-in movie setting. The theater features a variety of concessions, as well as some video games.
22.7 Miles
Old Town Parasail, located in Havre de Grace Maryland, features parasailing, boat rides and kayak and pedal boat rentals to area visitors. Parasailers enjoy panoramic views of the Chesapeake Bay and the surrounding area.
22.7 Miles
100%
31 votes
100 Bourbon Street, Havre de Grace, MD 21078
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Baysail School & Yacht Charter - Day Tours offers bareboat, captained, or instructional charters on fully equipped new or recent yacht models. The facility also offers smaller sailboats for half or full day rentals.
23.0 Miles
With direct access to Lynch Cove, Sheltered Harbor Marina offers visitors panoramic views of the creek. The marina has a variety of boats docked at its slips, from pontoon to speed boats.
23.1 Miles
A busy outdoor space in Pasadena, Bodkin Park offers many amenities and sports facilities. This includes baseball fields, basketball courts, a playground and multi-purpose field that is perfect for soccer.
23.2 Miles
57%
247 votes
1100 East College Parkway, Annapolis, MD 21409
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Located along the western shore of the Chesapeake Bay, Sandy Point State Park is home to vast stretches of beach where visitors can enjoy the views of the Bay and participate in boating, fishing, picnicking and more. There are also mulitple hiking trails within the park.
23.2 Miles
The New Green Room Billiards is a pool hall that is open nightly and offers 24 for-rent tables and 4 coin-operated tables. They also feature a pro shop and a full-service bar and kitchen.