- 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 161-170 of
656
28.0 Miles
2235 W Pulaski Highway, North East, MD 21901
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North East Adventure Paintball is a family owned and operated paintball venue with 5 different fields. They feature an on site pro shop and offer individual play, group play, and private bookings.
28.0 Miles
The Bachmans Sports Complex is a multipurpose complex that spans 55 acres. It includes six lighted softball fields, a lighted baseball field, and a multipurpose field. The complex hosts sports leagues and tournaments.
28.1 Miles
Instruction for all levels of experience is available at Annapolis Sailing School. Hands-on, experience-based learning is the method used, and most introductory courses have students on the water within an hour.
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.
28.2 Miles
88%
16 votes
1425 North DuPont Highway, Dover, DE 19903
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Visitors can learn the history of the local Delaware police force and the areas crime history at the Delaware State Police Museum and Education Center. The museum features uniforms and antique patrol cars and motorcycles on display, as well as a crime scene with clues.
28.2 Miles
Visitors to the Dover Mall enjoy tax-free shopping at over 85 stores from large retailers to smaller boutiques. The mall also features a 14-screen cinema, food court, and all of the stores that you and your kids have grown to know.
28.2 Miles
Get a history lesson at Banneker-Douglas Museum, the State of Maryland's official museum of African-American heritage. Exhibits, programs and projects help paint a picture of this rich cultural heritage. Admission is free.