- 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
Showing 71-80 of
656
23.8 Miles
Featuring a 13,000-square-foot recreation center, Honeygo Regional Park has facilities for baseball, roller hockey, soccer and football. It also offers a playground, pavilions and a trail system that takes visitors through the wooded park area.
23.8 Miles
The exclusive Perry Paw Dog Park is a dog park that requires membership to go to. The park includes two separated sections to differentiate between big and small dogs and also occupies 1.3 acres of land.
23.9 Miles
Mount Felix Vineyard & Winery is a local family-owned wine establishment which offers a range of quality wines made from estate-grown grapes. The tasting room offers scenic views of the vineyards and Susquehanna River .
24.1 Miles
Leaping Lizards offers a large open-play area that features a bouncy obstacle course, inflatable basketball hoops, inflatable slides, and bouncy rooms. They are available for birthday parties and offer various classes including silly soccer, twirl classes and cake decorating.
24.1 Miles
Enjoy the great outdoors at Rock Creek Park in Anne Arundel County. Along with baseball fields and basketball courts, there is a multi-purpose field that is ideal for soccer. There are also walking trails and other amenities.
24.2 Miles
The Dundalk Heritage Park is used almost exclusively for the Dundalk Heritage Fair that is held at the beginning of July. Activities at the fair include the longest parade in the state, a fireworks show, and a three day festival.
24.3 Miles
100%
3 votes
1343 Old Water Oak Point Road, Pasadena, MD 21122
MoreLess Info
Atlantic Sailing Experience LLC is a sailboat charter company that is concentrated on providing team-building activities for people of all ages. The company can sail to popular cruising destinations including races.
24.4 Miles
-
0 votes
43 Shipping Pl, Dundalk, MD 21222
MoreLess Info
Preserving the region's history, Dundalk-Patapsco Neck Historical Society and Museum is a volunteer led museum featuring a collection of local artifacts. Once a year, the society celebrates Defender's Day in honor of the Revolutionary War's Battle of North Point.
24.5 Miles
79
Pinland Bowling Lanes
SPECIAL GROUPON DEAL: Up to 44% Off Bowling Packages at Pinland Bowling Lanes
10 N Dundalk Avenue, Dundalk, MD 21222
MoreLess Info
Dundalk's Pinland Bowling Lanes is an 18-lane duckpin bowling alley that regularly hosts special events. Having been in business for over sixty years, the bowling alley is a treasured piece of the city's sports history.
24.6 Miles
The Everett Theater is a theater that features live productions, monthly movies, and summer camps. The theater offers educational and community outreach programs and can also be seen in the movie 'Dead Poets Society'.