- TripBuzz found 72 things to do with kids in or near Chestertown, Maryland, including 65 fun activities for kids in nearby cities within 25 miles like Pasadena, Havre de Grace, Stevensville and Rock Hall.
- From Queen Anne's Bowling Centre to Historical Society of Kent County, the Chestertown area offers 100 different types of family activities, including: Marinas, Bowling, Movie Theaters and Theaters.
- Chestertown rests at the mouth of Radcliffe Creek, and the small town is 75 miles east of both Washington D.C. and Baltimore, allowing for easy access to the attractions in both urban centers. The strong history in the town mean that there are numerous preserved sites like Georgian mansions and Victorian homes. A vibrant farmer's market is also present in the rural town which features local produce.
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27.8 Miles
One of the oldest service academies in the country, the U.S. Naval Academy provides undergraduate training to students who serve as officers in Navy and Marine Corps post-graduation. Visitors are invited for guided tours of the campus which includes museums, visitor center and more.
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.
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.