Things to Do with Kids in Chestertown, MD

  • 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.
  • 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.
Showing 121-130 of 540
27.8 Miles
97% 1911 votes
Colleges & Universities 121 Blake Road, Annapolis, MD 21402 MoreLess Info
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
100% 49 votes
Boat/Yacht Charters 7040 Bembe Beach Road, Annapolis, MD 21403 MoreLess Info
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
Adventure Tour 311 Third St., Annapolis, MD 21403 MoreLess Info
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
95% 257 votes
Sailing 80 Compromise Street, Annapolis, MD 21401 MoreLess Info
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
81% 124 votes
Segway Tours 131 Prince George St, Annapolis, MD 21401 MoreLess Info
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
91% 568 votes
Boat Tours 1 Dock Street, Annapolis, MD 21401 MoreLess Info
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
75% 64 votes
Specialty Museums 723 Second Street, Annapolis, MD 21403 MoreLess Info
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
83% 90 votes
Haunted Tours 16 Church Circle, Annapolis, MD 21401 MoreLess Info
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
86% 235 votes
129

Ego Alley

Landmarks Annapolis City Dock, Annapolis, MD MoreLess Info
Ego Alley, the commonly known nickname of the Annapolis City Dock, is known as such due to the stream of luxurious, extravagant yachts. A plaza is nearby allowing guests to sit and people watch while enjoying a snack.
27.9 Miles
94% 84 votes
Historic Homes 19 Maryland Ave., Annapolis, MD 21401 MoreLess Info
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.
Showing 121-130 of 540
HAVE SUGGESTIONS FOR COOL AND INTERESTING THINGS TO DO IN THE Chestertown AREA?
ADD A NEW ATTRACTION TO TRIPBUZZ!