- 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.
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27.9 Miles
Annapolis Tours & Crawls offers a variety of walking tours, pub crawls, and combinations of the two in the downtown Annapolis area. Offerings include a craft beer pub tour and a ghost tour.
27.9 Miles
Arts and architecture of the 18th century is on display at Hammond-Harwood House. Take a tour to see exhibits like a gentlemen's study. Colonial guides are on hand to provide a more detailed account of the displays.
27.9 Miles
Visitors to the William Paca Garden can enjoy serenity and beauty with a 45-minute tour, offered daily (fee applies). The two-acre garden is located at the Paca House, a restored 18th-century mansion reflecting the English country villas of the time.
27.9 Miles
With direct access to Spa Creek, Annapolis Canoe & Kayak offers visitors watercraft rentals to take out on the water. Visitors can rent kayaks and canoes for the day, as well as stand up paddle boards and power boats.
28.0 Miles
Built in 1772, Maryland State House is the oldest operating state capitol in the country and features the largest wooden dome built in America without the use of nails. Guided tours of the capitol and the surrounding gardens are available.
28.1 Miles
Since 1984, Womanship has been the first and leading sailing school that was designed completely by women for the teaching of women. In addition to instruction for couples, families, and corporate groups, there is a young course for girls in grades 7 through 12.
28.1 Miles
Weber's Cedar Mill Farm is a farm that offers a gift shop, a country bakery, fresh fruits and vegetables, and pressed apple cider. The farm also sells homemade ice cream, pies, and fudge.
28.1 Miles
71%
7 votes
51 W Earleigh Heights Road, Severna Park, MD 21146
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At the Baltimore & Annapolis Trail Park, travelers can hike or ride their bike from Boulters Way in Annapolis all the way to Glen Burnie, Maryland. Numerous picnic tables are accessible along the way.