🍂 Fall 2025 in Sikeston: 

Autumn in Sikeston is always something special. From the crunch of leaves at Malone Park to the excitement of parades, concerts, and family festivals, there’s no shortage of ways to celebrate the season. Whether you’re a local or just passing through, here’s your guide to the can’t-miss events in and around Sikeston this fall.

🌻 August Highlights

• Downtown Sikeston Farmer’s Market
  Every Saturday through October | 7 a.m.–Noon | Malone Park
  Shop local produce, baked goods, flowers, and handmade crafts at this downtown staple.

• Picture Painting: Oils
  August–November, Wednesdays 5:30–9 p.m. | Malone Park Center for the Arts
  Discover the art of oil painting with photo-inspired sessions. Classes are $10 each for ages 16+.

• Benton Neighbor Days
  Aug. 28–30 | Benton City Park
  Carnival rides, food, pageants, and community fun.

• Sikeston Parks & Rec Blood Drive
  Aug. 29 | 10 a.m.–2 p.m. | Clinton Building

• Bingo Night – We Do Recover
  Aug. 29 | 6–8 p.m. | 901 S. Kingshighway

• Return 2 Sunset
  Aug. 30–Sept. 1 | Lincoln Park
  Neighborhood reunion with food, church service, and kids’ activities.

🍷 September Festivities

• 15th Annual Historic Downtown Sikeston Wine Festival
  Sept. 6 | 6–10 p.m. | Downtown Sikeston
  Live music, hors d’oeuvres, food trucks & wine tastings with souvenir glasses.

• Martini Mixology Class
  Sept. 13 | 4–6 p.m. | Carson’s Restaurant
  Learn how to mix and sip classic martinis. $35 per person.

• First Responders Appreciation Banquet
  Sept. 13 | Doors 5 p.m. | RSVP Required
  A night to honor Sikeston’s local heroes.

• Veterans Dental Care
  Sept. 15–25 | Sikeston Elks Lodge #2319

• Introduction to Sewing (Adults)
  Begins Sept. 18 | Thursdays 5–7 p.m. | Malone Park Center for the Arts
  A 4-week creative crash course for $15 (supplies included).

• SPS Foundation Homecoming Tailgate
  Sept. 19 | 6–8 p.m. | Sikeston Public Schools Stadium

• Music on the Mississippi
  Sept. 20 | 3:45 p.m. | New Madrid River Walk
  Featuring Jamey Johnson, Sadie McLayne, The John D. Hale Band & more.

• Intro to Ballroom Dancing
  Sept. 20 | 4:30–7:30 p.m. | Malone Park Center for the Arts

• Kid’s Fall Festival
  Sept. 21 | 3 p.m. | Sikeston VFW Post 3174

• Suicide Prevention & Remembrance Walk
  Sept. 25 | 5:15 p.m. | Sikeston Sports Complex

• 81st Annual American Legion Cotton Carnival
  Sept. 23–27 | Sikeston Rodeo Grounds
  Sikeston’s classic fall fair with rides, games, food & more.

• Cotton Carnival Parade
  Sept. 27 | 10 a.m. | Pine Street & Malone Ave.

• Beggs’ Family Farm Festival
  Sept. 27–28 & select October weekends | Blodgett, MO
  A farm-fun tradition with corn mazes, animals & fall treats.

🎃 October Fun

• Bike with the Blue
  Oct. 4 | Ride begins 10:30 a.m. at St. Francis Xavier Church
  A family ride with Sikeston DPS ending at the Rec Complex for games & food.

• Oktoberfest
  Oct. 11 | Downtown Sikeston | Gates open 5 p.m.
  Food, drinks & live music under the fall sky.

• Rhett Walker Concert
  Oct. 16 | Tanner Street Church of God

• Sikeston Skelebration & Community Trunk-or-Treat
  Oct. 18 | Clinton Building/Complex Lake
  Family fun with hayrides, costume contests, pumpkin painting & trunk-or-treat.

• Coffee Tasting Workshop
  Oct. 18 | 10 a.m. | Malone Park Center for the Arts
  Sample different roasts & brewing styles. $30 per person.

• Cruisin’ for Christ Car Show
  Oct. 25 | First Baptist Church
  $10 per vehicle, awards at 2 p.m.

• MDMC Foundation Benefit Concert
  Oct. 25 | Jaycee Bootheel Rodeo Grounds
  Featuring Maggie Rose & Double Take.

✨ Closing

Whether you’re sipping wine downtown, attending the Cotton Carnival parade, or dressing up for Skelebration, Sikeston knows how to celebrate fall in true community style. Mark your calendars, grab your family and friends, and enjoy all that Fall 2025 in Sikeston has to offer.