The country retreat of oilman Frank Phillips, Woolaroc, is hidden away in the beauty of the rolling Osage Hills. The trail ride covers approximately 15 miles of terrain that is rarely, if ever, seen by the general public. Nothing would have pleased Mr. Phillips more than to have known that riders were enjoying his ranch doing something he loved to do… ride. It is common to see bison, elk, deer, and longhorn cattle along the trails of Woolaroc.

Riders must supply their own horse, gear, and negative Coggins.

• Registration check-in time is from 7 – 9 am, and the ride begins promptly at 9:30 am.
• Meal break and rest period is from noon – 1 pm at the front gate.
• Afternoon ride is from 1  – 3:30 pm.
• Dinner is at 4 pm.

From 10 a.m. to 5 p.m. non-riders can enjoy the main grounds of Woolaroc. View our Registration Flyer for more information.

DOWNLOAD 2025 TRAIL RIDE FLYER

We will also be raffling off this beautiful custom “Woolaroc 100th Year” bit!