Events & Music

Lawless Friday September 5th, 2025 730pm-1130pm!! The Dweebs Saturday September 6th, 2025 8pm!!
Saturday Sept. 6th 2025 8 PM

Friday
September 5, 2025

Exhibits

12:30 pm to 8:00 pm

Osceola Community Fair Exhibits can be dropped off at the fair building on Friday September 5th from 12:30 pm to 8 pm. No exhibits will be accepted after 8 pm.

Midway Open

5pm to 11pm

Stipe’s Shows Amusement Rides
Wristband Special – $25
6:00 PM to 10:00 PM

Shoot-Out at Oakey Park

7:00 pm

Truck Pull on the clay track
$10 Admission
Registration Time: 4:00 pm – 6:30 pm

Cutest PET contest

Friday 3:30- Sunday at 5 pm.

Do you have the cutest pet? Let us see! photos of your cute pet and a $1 entry fee can be dropped off at the Osceola Cleaners before Friday the 5th or dropped off at the fair building from 3:30 p.m. to 8 p.m. on Friday the 5th. No entries after 8pm on Friday. Votes for your pet will cost 25 cents. The pet with the most money in their jar in each category will be declared the 2025 Cutest PET of the fair!

Saturday
September 6, 2025

Bean Bag Tournament

11:00am

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.

FFA Tractor Pull

Starts at 10 AM

Admission:
Children: Under 13 Free, Ages 13 to 17: $5.00
Adults 18 and up: $10.00

Pony Rides- Canceled for 2025

1:00-3:00

Pony rides will sadly NOT be offer this year due to supply/demand issues.  We hope they will return in 2026!

Midway Opens

Noon

Stipe’s Shows Amusement Rides
Wristband Specials $25
12:00 PM – 4:00 PM
OR 6:00 PM to 10:00 PM

Exhibits

12:30 pm to 8:00 pm

Osceola Community Fair Exhibits can be dropped off at the fair building on Friday September 5th 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

Cutest PET contest

Friday 3:30- Sunday at 5 pm.

Do you have the cutest pet? Let us see! photos of your cute pet and a $1 entry fee can be dropped off at the Osceola Cleaners before Friday the 5th or dropped off at the fair building from 3:30 p.m. to 8 p.m. on Friday the 5th. No entries after 8pm on Friday. Votes for your pet will cost 25 cents. The pet with the most money in their jar in each category will be declared the 2025 Cutest PET of the fair!

Sunday
September 7, 2025

Pedal Tractor Pull

Following Parade

Grandstand – FREE ADMISSION – $2 PER Pull

Little and Junior Ambassador Coronation

5:00 PM

Grandstand – FREE ADMISSION

Ambassador Coronation

6:00 PM

Grandstand – FREE ADMISSION

Cutest PET contest

Friday 3:30- Sunday at 5 pm.

Do you have the cutest pet? Let us see! photos of your cute pet and a $1 entry fee can be dropped off at the Osceola Cleaners before Friday the 5th or dropped off at the fair building from 3:30 p.m. to 8 p.m. on Friday the 5th. No entries after 8pm on Friday. Votes for your pet will cost 25 cents. The pet with the most money in their jar in each category will be declared the 2025 Cutest PET of the fair!