BACK TO SCHOOL and COOLER WEATHER are upon us
If you’re looking for some fun things to do in September, here a few things that you can do around the Southeast Missouri area.
Downtown Sikeston Wine Festival
Sep 6
Center St., Sikeston, MO
This fun outdoor festival celebrates fall on the brick cobblestone streets of Historic Downtown Sikeston. Sample the region’s best wines in a souvenir wine glass, enjoy live music and hors d’oeuvres. Food trucks on site.
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Tee it up for G: 2nd Annual Golf Tournament
Sep 6, at 01:00 pm
Cape Jaycee Municipal Golf Course, 3280 Perryville Rd, Cape Girardeau, MO
$300 per foursome golf team
Sponsorships available!
11:00 Social Hour
12:00 Registration
12:30 Lunch
1:00 Shotgun Start
Awards to follow!
https://allevents.in/cape-girardeau/tee-it-up-for-g-2nd-annual-golf-tournament/200028327469125
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2025 SEMO District Fair Demo Derby Night 1
Thunder Valley
Sep 6 at 06:00 pm
Semo District Fair, 402 Kiwanis Dr, Cape Girardeau, MO
Race Starts at 6pm
Inspection: 2pm – 5pm
Entry fee- $50 for driver, $40 for riders
50 car limit for each class
Registration Link: https://thundervalley.ticketspice.com/2025-semo-district-fair-demo-derby-night-1
Do you have a kiddo that can’t wait to be a derby driver? Let them be part of the action.
POWER WHEELS ($5 Entry Fee)
Class 1, Ages 3-6
Class 2, Ages 7-9
https://allevents.in/cape-girardeau/2025-semo-district-fair-demo-derby-night-1/200028075664725
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Farm to Table 2025
Sep 11 at 06:00 pm
137 High St, Jackson, MO
🌾 3rd Annual Farm to Table Event
📅 September 11th, 2025 (rain date is September 18)
📍 Uptown Jackson
Join us for a truly special evening as we gather once again to celebrate the flavors, chefs, and community spirit that make our area so unique. The 3rd Annual Farm to Table Event is more than just a dinner—it’s a beautiful and delicious tribute to the best our region has to offer.
This community dinner will feature:
🍅 Fresh ingredients
🍽️ Delicious meals
🤝 Warm hospitality
It’s a night where neighbors come together, share a table, and enjoy the bounty of our local food scene in a vibrant, welcoming atmosphere.
🎟️ Tickets go on sale August 11th at 9:00 AM – and trust us, you won’t want to miss out this year!
https://allevents.in/jackson/farm-to-table-2025/200028222512347
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Stoddard County Fair Week
Sep 16 – 21
Stoddard County Fairgrounds, 500 Fairgrounds Drive
Dexter, MO
Experience one of Dexter’s most cherished traditions at the Stoddard County Fair, a week-long celebration of our community’s culture, agriculture and hometown spirit. Enjoy thrilling carnival rides, live music, rodeo events, livestock shows, and a wide variety of food and vendor booths.
With family-friendly fun, exciting competitions, and unforgettable entertainment each night, the fair is the perfect place to make memories with friends and loved ones. Whether you’re a Stoddard County local or just visiting, this annual event is not to be missed!
Doniphan Heritage Days
Sep 18 – 20
200 Franklin St., Doniphan, MO
Join this annual 2 day festival filled with live music, storytelling, living history exhibits, and pioneer and early 20th century life demonstrations — including rail splitting, fiddle making, blacksmithing, quilting and other vintage crafts together with military history, classic cars and period costumes.
The 20th Annual Heritage Days event will be scheduled in the fall on September 18, 2025 – September 20, 2025. Vendors and crafters who would like to participate can contact the Curator at the Heritage Museum at 573-996-5298 for information on registration and fees.
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Music on the Mississippi
Sep 20 at 03:45 pm
New Madrid Riverfront Park, New Madrid, MO
Music on the Mississippi is BACK for 2025 with a brand new line up‼️ We are excited to bring multi-time Grammy nominated artist and member of the Grand Ole Opry Jamey Johnson, rising star Sadie McLayne, and local fan favorites The John D. Hale Band and Double Take to New Madrid, MO. Come see them in-color at the prettiest concert venue around on September 20th, 2025!
Tickets below 🎟️
https://allevents.in/new-madrid/music-on-the-mississippi-2025/200028056403316
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Revivify: Farm to Table
Old Town Cape, Inc.
Sep 21 at 03:00 pm to 07:00 pm
Common Pleas Courthouse, N Spanish St, Cape Girardeau, MO
Old Town Cape is so excited to announce this year’s annual fundraiser theme is Revivify: Farm to Table! 🥦🌽🍅 Revivify is our annual fundraiser with a 4 course dinner, cooked by 3 downtown chefs with ingredients being largely supplied by farmers market vendors. You can expect outdoor dining on Spanish Street with music, food, drinks, a floral bar, silent auction and wine pull.
Mark your calendars to join us on September 21st and experience the flavors of Southeast Missouri’s finest local producers as we transform downtown Cape Girardeau into a celebration of community, sustainability, and exceptional cuisine.
Purchase your tickets on July 31st!
https://allevents.in/cape-girardeau/80003074931735?aff_id=u6tzki&ref=sharer
https://allevents.in/cape-girardeau/revivify-farm-to-table/200028388765308
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81st Annual Cotton Carnival
Sep 23 – 27
Sikeston Rodeo Grounds
1220 N. Ingram Road, Sikeston, MO
The 81st Annual Cotton Carnival features games, carnival rides, music, refreshments, food and craft vendors, pageants and a parade.
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2025 Avenue of Flags Fundraiser USSP
Sep 28, at 08:00 am to 05:00 pm
The Pickleball Factory, 1515 Independence St, Cape Girardeau, MO
All skill and ages welcome
USSP Senior events are a Age/Skill format (5 year breaks) – no membership is required, but if you have your USSP membership number in your profile, you will get a $10 rebate/discount.
Registration CLOSED
All Events are $15 each
https://allevents.in/cape-girardeau/2025-avenue-of-flags-fundraiser-ussp/200028429626423
