Welcome Back to the Fair!

Welcome to the 2023 fair! The 99th Annual Osceola Community Fair will be kicking off its annual events on Friday, September 8th. For three days, the fairgrounds will be home to fun for everyone with traditional exhibits, live music, rides, a food court and beer garden, truck and tractor pulls, Ambassador coronations, and the Osceola Grand Parade.

The fairgrounds are open to all with FREE admission. Showcase your talents or appreciate the efforts of others in the fair building where you can check out ribbon-winning skills mastered by our local residents from gardening, baking, sewing, painting, and more.

Exhibits can be viewed in the fair building on Friday from 12:30 PM until 8 PM, Saturday during the day, and Sunday through the parade. Local businesses and organizations also offer an opportunity to learn more about them and often have some giveaways and prize drawings.

If truck or tractor pulls are more your speed, come on down to the TRUCK PULL on Friday night. The FFA TRACTOR PULL takes place on Saturday starting at 11 am. Or get those legs a’movin with the PEDAL TRACTOR PULL on Sunday. For details on the pulls including registration times and fees, admission rates, and more, visit our events page.

No fair is complete without a midway. The midway will also be opening Friday evening at 5 PM with Stipe’s Shows amusement rides and traditional fair concessions. Be sure to get in on the Friday night wristband special where a $25 wristband means all the rides you can handle from 6 PM until 10 PM – the best deal around! If you want to come back on Saturday, Stipe’s Shows opens at noon offering a Saturday wristband special for $25 from 12 noon until 4 PM or from 6 PM to 10 PM. Individual tickets are also available for purchase. The midway rides are open on Sunday, too, if you need to get in one more spin on the Tilt-a-Whirl!

Returning again this year at the fair – pop-up arcade! Get your game on playing Pac-Man, Mortal Kombat, Centipede, and more! All proceeds from the pop-up arcade are being donated to the fair’s new building fund. It’s ON like Donkey Kong!

Enjoy cold beer and hot food in the beer garden and food court. Here, you’ll also find the Main Stage featuring live music all weekend long. Back Roads Band takes the stage Friday night from 7:30 PM until 11:30 PM, bringing a fun party atmosphere with their dance-driven renditions of popular rock and country hits. Saturday afternoon Hailey James will play from 2-5pm. Saturday night brings an exciting new performance for the fair – County Line will be performing from from 7:30 PM to 11:30 PM. All music events are FREE admission.

Bring the kiddos by Happy Face Entertainment Co. on Saturday from 2:30 PM to 4:45 PM. They will be set up by the south end of the fair building. Don’t forget that there’s a wristband special, live music, and tractor pull happening –  so, fun for all!

Back again this year: sawdust pile! The annual fair sawdust pile will be located on the North end of the fair building. Coins drop at 12 o clock, so don’t miss out on your kids’ opportunity to grab a bunch of coins to spend on the fair arcade or carnival food and rides! We will have several age groups and hundreds of coins to find. Don’t miss this event, it’ll be wild!

The Osceola Grand Parade makes its way through town on Sunday, September 10th at 1 PM. Find a place to sit along Cascade Street/WI 35 beginning at First Avenue to 10th Avenue. PLEASE BE AWARE OF ROAD AND STREET CLOSURES DURING THIS TIME FOR ACCESS TO CERTAIN AREAS OF THE TOWN. Checkpoints are set up to assist our visitors as streets/highway access are blocked off during this great community, traditional event. Following our Grand Parade, head over to the pedal tractor pull at the Oakey Park/Fairgrounds Grandstand area.

The Ambassador Coronation will be at the Fairgrounds Grandstand Sunday, September 10th at 5 PM. During this special event, candidates are celebrated as they vie for their place on the Osceola Ambassador Court. Prizes, awards, and crowning conclude our festivities beginning at 5 PM.

We hope that you are able to join us and check out what is happening during this fun-filled and action-packed weekend at the Osceola Community Fair.