About downtown Chestertown
Chestertown is home to a Main Street America program: a nationally Accredited downtown working to keep Chestertown's historic commercial district lively, local and one of a kind.
Main Street Historic ChestertownAccredited
- Designation
- Nationally Accredited Main Street America program
- Coordinating program
- Main Street Maryland
What's coming to this page
When the Main Street Historic Chestertown team claims this page, it fills in with the places that make Chestertown worth the trip.
Local shops and signature goods made in Chestertown.
Inns, B&Bs and hotels within walking distance.
Festivals, galleries, markets and events downtown.
Restaurants, cafés and taprooms on the square.
Nearby Main Street towns
- Centreville, MD11 mi
- Aberdeen, MD22 mi
- Havre de Grace, MD23 mi
- Clayton, DE24 mi
- Middletown, DE25 mi
- Smyrna, DE25 mi
- Bel Air, MD27 mi
- Annapolis, MD28 mi
Distances are straight-line from downtown Chestertown. See all 27 other Maryland downtowns on the state page.
Program details from the Main Street America network directory. Something out of date? Let us know through the form on this page.
For downtowns & shop owners
Run downtown Chestertown? Get featured.
If you lead Main Street Historic Chestertown or own a shop here, tell us about your events, shops and holiday hours. Our editors feature downtowns and merchants in the Daily Downtown Digest.
Owners and downtown teams get the Digest every morning. Featured placement for shops is a simple monthly plan.