- Our list of the best things to do in Chestertown, Maryland, features the top 87 nearby activities — including 35 great attractions with user approval ratings of 90% or more!
- Chestertown, MD has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Sights & Landmarks, Museums & Galleries, and Entertainment & Shows.
- The results below include the top 9 things to do within the city of Chestertown, MD , followed by 78 popular activities in nearby cities, including Stevensville, Havre de Grace, Pasadena, Middletown, Rock Hall, Dundalk, Essex, Queenstown, Smyrna, Perry Hall, Annapolis, Baltimore, Easton, Clayton, Bel Air and North East
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656
32.2 Miles
The popular Killens Pond Water Park in Felton, Delaware is a seasonal 'park within a park' that has several appealing water attractions. It has slides, pools and a separate area for toddlers and young children.
32.2 Miles
The Fire Museum of Maryland showcases the history of firefighting in the state, spanning from the late 19th century to the present. It features equipment, vehicles, and alarm systems from various eras, and allows children to try on firefighter gear.
32.2 Miles
Anchor Yacht Basin Inc provides new and used boat sales. The marina has 125 wet slips for boats ranging from 20' up to 55' and are available for annual rental as well as transient usage.
32.3 Miles
Shaw & Sons Inc is essentially a mobile carnival that can be hired to set up a midway with rides and games for special events. The service includes an array of carnival-style refreshments.
32.4 Miles
Recent improvements have added to Glasgow Park the Glasgow Regional Skate Park, the Bear Glasgow Family YMCA and a bark-park. Picnic areas, trails and playgrounds complete, amongst others, this 250 acre-long park.
32.5 Miles
100%
7 votes
41 Tailwinds Lane, Rte. 272, North East, MD 21901
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Guests can enjoy riding lessons along with trail, pony, carriage, and hay rides at Fairwinds Farm & Stables. The farm also offers fishing, summer camps, and hosts tea and birthday parties.
32.8 Miles
100%
1 votes
Old Baltimore Pike & Whittaker Road, Newark, DE 19702
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Featuring various terrain, Iron Hill Dog Park offers a scenic place for dog owners and their pets to enjoy the great outdoors. The park offers two separate fenced in play areas for large and small breeds respectively.
32.8 Miles
Hosting a variety of classes, leagues, and tournaments for juniors and adults, Baltimore Tennis Patrons is a non-profit organization that organizes local tennis programs for the community. Visitors can take cardio tennis classes with this group.
32.9 Miles
Located in Bear, Delaware, the Hullaballoo Amusement Center is a safe, indoor play space for children aged 12 and younger. The main play zone is restricted to kids less than 4 feet, 6 inches tall.
32.9 Miles
Preserving historical information on the Iron Hill region, Iron Hill Museum offers events, educational programs, day camps and exhibits. Exhibits include a taxidermy collection, prehistoric sea life, glowing rock room and iron mining, among others.