Upcoming Events in Chestertown, MD

5 upcoming events.

Events this weekend in Chestertown

Richard O'Brien's The Rocky Horror Show

Chestertown, MD

Oct 16, 2026 +1 more date

Elegant Afternoon Tea at Brampton 1860

Chestertown, MD

Oct 18, 2026 +1 more date

Waterfowl and Foliage Public Paddle - 2026- Sultana Education Foundation

Chestertown, MD

Oct 25, 2026 +1 more date

2026 Sultana Downrigging Festival Music Village Passes

Chestertown, MD

Oct 30, 2026 +1 more date

Learn to Play American MahJong-A 3 Part Series: Nov. 8, 15, 22

Chestertown, MD

Nov 8, 2026

Listings updated October 15, 2026