Happening Next

Chestertown Festivals Events

Festivals Happening Next in Chestertown, MD

30th & Final Chestertown Jazz Festival

 Wilmer Park 12 Sep 2026
FITNESS USD 45

Schooner SULTANA Public Sails 2026-September

 Chestertown Marina 4 Sep 2026
FESTIVALS USD 23 TO 44

2026 Sultana Downrigging Festival Music Village Passes

 Chestertown Marina 30 Oct 2026
FITNESS USD 28 TO 55

2026 Downrigging Tall Ship Sails: FRIDAY OCT 30, 2:30pm-5:00pm

 Chestertown Marina 30 Oct 2026
FITNESS USD 49 TO 71

2026 Downrigging Tall Ship Sails: SATURDAY OCT 31 (morning), 10:30am-1:00pm

 Chestertown Marina 31 Oct 2026
FITNESS USD 49 TO 71