The annual Crooked River Roundup is the one of the oldest family entertainment events in Oregon. Thousands of people gather to enjoy PRCA bull & bronc riding, roping, steer wrestling, and barrel racing. Join us for a little dirt flying, rough riding good time. The Crooked River Roundup and Fair Association brings two of the largest events to Prineville, Oregon every year. People from all across the United States attend these events and many make the rodeo or the races their destination vacation!