Friday, July 7, 2023
| Open Class Livestock, Rabbit and Poultry Early Entries due to Winona County Fair Board |
| Open Class Non-Livestock Pre-Entries due by 6:00 pm via email or regular mail |
Sunday, July 9, 2023
| 2:00 pm | Open Class Dairy Goat and Meat Goat Show | Large Judging Arena |
Monday, July 10, 2023
| 8:30 am | 4-H Dog Show (only 4-H dog exhibits allowed on fairgrounds) | |
| 1:00 pm – 6:00 pm | Open Class Entry of Non-Livestock Exhibits | Calico Cow and Rentfrow Hall |
| 2:00 pm | 4-H Horse Judging | Pleasure Horse Arena |
Tuesday, July 11, 2023
| 9:00 am | Judging of Open Class Exhibits | Calico Cow and Rentfrow Hall |
| 2:00 pm – 7:00 pm | Judging of 4-H Non-Livestock Exhibits | 4-H Building |
| 7:00 pm | Open Class Dairy Cattle Show | Large Judging Arena |
Wednesday, July 12, 2023
| 12:00 pm | All Open Class & 4-H Livestock and Rabbits to be in place | |
| 2:00 pm | 4-H Horse Judging | Games Horse Arena |
| 6:00 pm | 4-H Dairy Judging Contest | |
| 6:30 pm | 4-H Swine Show | Small Judging Arena |
Thursday, July 13, 2023
| 8:00 am | 4-H Beef Show | Large Judging Arena |
| 8:30 am | 4-H Dairy Goat Judging | Small Judging Arena |
| 1:00 pm | 4-H Dairy Steer Show | Large Judging Arena |
| 3:00 pm | 4-H Market Goat Judging | Small Judging Tent |
| 6:00 pm | 4-H Lamb Lead & Fleece | West Side of Large Judging Arena |
| 6:15 pm | 4-H Sheep Show | Large Judging Arena |
Friday, July 14, 2023
| 8:30 am | 4-H Dairy Cattle Show | Large Judging Arena |
| 9:00 am | 4-H Poultry Show followed by Open Class Poultry Show | Small Judging Arena |
| 1:00 pm | 4-H Rabbit Show followed by Open Class Rabbit Show | Small Judging Arena |
Saturday, July 15, 2023
| 9:00 am | Winona County Market Livestock Auction | Small Judging Arena |
| 1:30 pm | Open Class Beef Cattle Show | Large Judging Arena |
| 5:00 pm | Open Class Sheep Trailer Show | Large Judging Arena |
| 7:00 pm | Open Class Talent Show | Entertainment Tent |
Sunday, July 16, 2023
| 1:00 pm | All Species Showmanship | Large Judging Arena |
| 2:40 pm | 4-H Parade of Champions (4-H Champion Dog ONLY allowed on Fairgrounds) | Large Judging Arena |
| 4:00 pm | 4-H and Open Class Livestock Released | |
| 6:00 pm | 4-H Non-Livestock Exhibits Released | |
| 7:00 pm | Open Class Non-Livestock Exhibits Released |