Osceola Community Fair
September 11-13, 2026
Photo: Day One Drones & Media
For over 100 years, the Osceola Community Fair has been bringing generations together with hometown tradition, family fun, and unforgettable memories—all the weekend after Labor Day.
Truck Pull
Tractor Pull
Parade
Ambassadors
Events
✳︎
Music
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Events ✳︎ Music ✳︎
Friday, September 11
Exhibits
12:30 pm to 8:00 pm
Osceola Community Fair Exhibits can be dropped off at the fair building on Friday September 11th from 12:30 pm to 8 pm. No exhibits will be accepted after 8 pm.
Midway Open
5:00 pm to 11:00 pm
Stipe’s Shows Amusement Rides
Wristband Special – $25
6:00 PM to 10:00 PM
Shoot-Out at Oakey Park
7:00pm
Truck Pull on the clay track
$10 Admission
Registration Time: 4:00 pm – 6:30 pm
Music
7pm-10pm: Mall Rats
September 12
FFA Tractor Pull
10:00 am
Children: Under 10 Free, Ages 11 to 17: $5.00
Adults 18 and up: $10.00
Bean Bag Tournament
11:00 am
Battle of the Businesses Bean Bag Tournament! @ the Osceola Fair Grounds infield.
Noon start. $40/team, payable in advance
Which business will reign supreme?!?
Call or text Michelle to sign up – 715-417-0024
Limited to 16 teams, double elimination.
Midway Opens
Noon
Stipe’s Shows Amusement Rides
Wristband Specials $25
12:00 PM – 4:00 PM
Exhibits
12:30 pm to 8:00 pm
Osceola Community Fair Exhibits can be dropped off at the fair building on Friday September 11th from 12:30 pm to 8 pm. No exhibits will be accepted after 8 pm.
Happy Face Entertainment Co.
2:30 pm to 4:30 pm
Southside of fair building
FREE ADMISSION
Music
1pm - 3pm: North of 64
8pm-11pm: The Dweebs
September 13
Osceola Grand Parade
1:00 pm
To register for the parade, CLICK HERE.
Pedal Tractor Pull
Following Parade
Grandstand
FREE ADMISSION
$2 PER Pull
Ambassador Coronation
4:00 pm
Grandstand
FREE ADMISSION