17th Annual Mississippi Songwriters Festival — September 17–20, 2026, venues across Ocean Springs and Gautier. Four days of free live original music from ~200 singer-songwriters.
Cruisin' the Coast — October 4–11, 2026, coast-wide including Ocean Springs. 30th anniversary; 10,000+ classic cars cruising Highway 90.
Jackson County MS Blue Ribbon Fair — October 18–25, 2026, Pascagoula Fairgrounds. Weeklong century-old tradition: midway rides, livestock shows, food booths.
48th Annual Peter Anderson Arts & Crafts Festival — November 7–8, 2026, downtown Ocean Springs. Mississippi's largest fine arts festival: 400+ artists and up to 150,000 attendees.
Ocean Springs Christmas Tree Lighting & Holiday Art Market — early December (2026 date not yet published).
Ocean Springs New Year's Eve Celebration & Ball Drop — December 31, downtown, 8 p.m.–midnight.
Mardi Gras season — Ocean Springs parades: Elks Mardi Gras Parade, Krewe Unique Parade & Ball, Carnival Association Night Parade (2027 parade dates TBA — typically late January to mid-February).
1699 Weekend of Discovery — date TBA (typically March): reenactment at Fort Maurepas Park, 5K run/walk, boat regatta, children's pet parade.
Taste of Ocean Springs Food & Wine Festival — date TBA (typically May).
Red, White & Blueberry Festival — date TBA (typically early June).
July Sidewalk Sale — date TBA (typically July).
Artwalk Downtown Ocean Springs — date TBA (typically Labor Day weekend).
Mississippi Songwriters Festival (18th annual) — date TBA (typically mid-September).
Peter Anderson Arts & Crafts Festival (49th annual) — starting November 7, 2027 (confirm closer to the event).
(Festival dates change — confirm with event organizers before making plans.)