Each fall, a limited number of riders gather in the rolling hills of Osage County to take part in a truly unforgettable experience: the Woolaroc Fall Trail Ride. More than just a horseback ride, this event offers guests the rare chance to explore the private backcountry of Woolaroc Museum & Wildlife Preserve, surrounded by wildlife, history, and breathtaking views.
If you’re looking for a unique equestrian experience in Oklahoma, the Woolaroc Trail Ride is one of the state’s most scenic and exclusive events. Riders of all levels are invited to saddle up, unplug, and enjoy the open range.
What Makes the Woolaroc Trail Ride Special?
The Fall Trail Ride allows participants to ride across areas of the preserve that are normally closed to the public. Riders follow marked trails through rolling meadows, wooded terrain, and ridgelines with views of native bison, longhorn cattle, and elk.
Along the way, participants experience:
- Dozens of miles of guided trail riding
- A catered chuckwagon lunch
- Access to Woolaroc’s museum and grounds
- Time to connect with fellow riders in a relaxed, scenic setting
Unlike other trail riding events, this experience combines natural beauty with cultural depth. Frank Phillips, founder of Woolaroc, once rode these very trails. His legacy lives on not only through the museum’s exhibits, but through this hands-on experience with the land he helped preserve.
Who Can Participate?
The event is designed for adult riders who can safely manage their horse on uneven terrain and through varied trail conditions. Participants must bring their own horse, tack, and gear. No horses are provided on-site.
Woolaroc encourages early registration, as space is limited each year and spots fill quickly. The event typically draws a mix of local riders and out-of-state guests eager to experience Woolaroc on horseback.
Learn more about this year’s Trail Ride and register here
What to Know Before You Go
The Woolaroc Trail Ride is a full-day experience. Riders should arrive early to check in, saddle up, and prepare for a scenic and moderately challenging ride. The pace is relaxed, but the terrain may include hills, creek crossings, and open fields.
Each year’s ride includes:
- Coffee and light breakfast at check-in
- Morning trail ride across the preserve
- Catered lunch and time to relax mid-day
- Afternoon ride before wrapping up in the early evening
Participants are welcome to extend their stay and explore the Animal Barn, museum, or family fun attractions.
Why It’s Worth the Ride
Opportunities to ride through private, protected wildlife preserves are rare. The Woolaroc Trail Ride offers a meaningful way to experience history, connect with nature, and support an institution committed to preserving Oklahoma’s Western heritage.
Whether you’re an experienced rider or new to trail rides, this event offers something different: a chance to slow down, look around, and take in one of the most beautiful parts of the state—just as riders did generations ago.
Register now to reserve your spot for this year’s Trail Ride. Support Woolaroc’s mission to preserve Western history and the natural landscape. Bring a friend and make the Trail Ride your new fall tradition.
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