2026 Sultana Downrigging Festival Music Village Passes Fri, 30 Oct at 03:00 pm Chestertown Marina USD 28 TO 65 FITNESS
2026 Downrigging Tall Ship Sails: SUNDAY NOV 1, 1:00pm-3:30pm Sun, 01 Nov at 01:00 pm Chestertown Marina USD 49 TO 71 FITNESS
2026 Downrigging Tall Ship Sails: SATURDAY OCT 31 (afternoon),2:30pm-5:00pm Sat, 31 Oct at 02:30 pm Chestertown Marina USD 39 TO 71 FITNESS
2026 Downrigging Tall Ship Sails: FRIDAY OCT 30, 2:30pm-5:00pm Fri, 30 Oct at 02:30 pm Chestertown Marina USD 39 TO 71 FITNESS
Waterfowl and Foliage Public Paddle - 2026- Sultana Education Foundation Sun, 25 Oct at 10:00 am Rileys Mill Landing USD 12 TO 49 FITNESS
2026 Downrigging Tall Ship Sails: SATURDAY OCT 31 (morning), 10:30am-1:00pm Sat, 31 Oct at 10:30 am Chestertown Marina USD 39 TO 71 FITNESS
Needle Felting Workshop! “Turkey” Chestertown, MD Sat, 24 Oct at 03:00 pm Lands Point Winery and Vineyards WORKSHOPS
Botanical Blues: Cyanotype Sat, 07 Nov at 01:00 pm 343 High St, Chestertown, MD 21620-1316, United States WORKSHOPS
Spooky Music Class - Ages 6 months - 3 years Sat, 31 Oct at 09:00 am 115 S Lynchburg St, Suite D, Chestertown, MD, United States, Maryland 21620 WORKSHOPS
Dan Paisley & The Southern Grass Sat, 14 Nov at 07:00 pm Chestertown Volunteer Fire Co USD 29 FITNESS
Intro to Instruments - Ages 4-6 Sat, 07 Nov at 09:30 am 115 S Lynchburg St, Suite D, Chestertown, MD, United States, Maryland 21620 WORKSHOPS
Reiki Level 1 Training with Fletcher Johnson Sat, 07 Nov at 12:00 pm 400 S Cross St, Chestertown, MD 21620-4705, United States HEALTH-WELLNESS
3rd Annual Trunk-or-Treat Thu, 22 Oct at 06:00 pm 609 High St, Chestertown, MD 21620-1113, United States TRUNK-OR-TREAT
Mobility, Stability & Soft Tissue Release with Leslie Pearlman & Denise Hopkins Sat, 31 Oct at 12:30 pm 400 S. Cross St., Suite 4, Chestertown, MD WORKSHOPS
Kids' Night - Ages 2-12 Sat, 17 Oct 115 S Lynchburg St, Suite D, Chestertown, MD, United States, Maryland 21620 KIDS
31 Nights: A Self-Portrait Series Experience (3 sessions) Thu, 15 Oct at 05:00 pm Artist Michael Bell Studio & Workshops USD 425 FITNESS
Richard O'Brien's The Rocky Horror Show Fri, 16 Oct Garfield Center for the Arts at the Prince Theatre USD 18 TO 29 ROCKY-HORROR-PICTURE-SHOW
SAVE THE DATE Horizons Dance with the Stars Sat, 14 Nov at 06:00 pm 211 Britland Farm Ln, Chestertown, MD 21620-2309, United States
Hippie Halloween at TheBack50 Tue, 27 Oct at 07:00 pm 6520 Church Hill Rd, Chestertown, MD 21620-2387, United States
Music Munchkins (6 months - 3 years) Sat, 14 Nov at 09:30 am 115 S Lynchburg St, Suite D, Chestertown, MD, United States, Maryland 21620 WORKSHOPS