**WARNING FOR TICKET PURCHASES** We use rodeoticket.com for our online sales. Do not purchase from any other site. There is an online ticket scam that will potentially direct you to tickets on other online sites. Those are NOT our tickets. Look for the brown/red logo along with photo tiles for each day. We will not be able to honor tickets purchased through any other website.
Wednesday, July 15, 2026
5:30pm: Gates Open
7:15pm: First Race Post Time
Sponsored by: KENDALL CENTRAL OREGON
Get ready for a dazzling night of style and creativity at the Crooked River Roundup Races’ Ladies Night Derby Hat Competition! Bring your flair and imagination as you design a hat that’s as bold, over-the-top, elegant, or story-filled as you like—this is your moment to shine.
Whether you go extravagant or keep it simply stunning, our judges will select their favorites, with winners receiving hundreds of dollars in prizes to pamper yourself. All participants will be celebrated with a parade through the grandstands, enjoy a special drink token just for entering, and have the chance to capture the moment at a beautifully decorated photo booth.
Best of all, it’s completely free to participate—just show up on Ladies Night with your fabulous hat and your friends for an unforgettable experience. Want to get a head start? Join one of our Hat Decorating Nights at Click Boutique on May 26th or July 7th from 5:00 - 7:00pm. Call Janae at (541) 815-4379 for more details.
Sponsored by: Whiskey Darlin Boutique, Bayberry Lane, North Pine Carriage Co, Click Boutique, and The Posie Shoppe.
