The Oregon Trail Team Run at Sycamore Creek Ranch

Step back in time and test your teamwork in The Oregon Trail Team Run, a one-of-a-kind trail race set on the breathtaking 272-acre Sycamore Creek Ranch. This immersive, team-based experience blends endurance, strategy, and storytelling across rugged terrain—no pavement, just trail. Inspired by the classic Oregon Trail adventure, teams navigate elevation changes, themed challenges, and the elements on a journey with one simple goal: you survived.

The Race Experience
Teams of 4–6 runners begin with a staggered start and race together as a “family.” While teammates don’t need to stay side-by-side on the trail, all challenges and the finish line must be completed together. No one gets left behind.
Race morning begins at The Heartwood Barn (The Trailhead), where teams receive instructions, and prepare to head west.

On the Trail

The Plains: Teams depart along open ranch views before descending into rocky terrain and a wide meadow; the most forgiving stretch of the course.

Challenge: Illness Strikes. One randomly selected teammate must be carried for 50 yards before continuing.

The River Crossing: Deep in the woods, teams face one of three randomly assigned, themed obstacles: Caulking, Ferrying, or Fording the River (purely thematic; no water crossing).

The Hunt: Each team member gets one soft-tipped arrow shot at animal targets of varying sizes. All targets earn time bonuses that will be deducted from the final race time.

The Final Push
The trail opens into a clearing before one last obstacle: a steep climb up a massive, manicured hill. At the summit, six Conestoga wagons stand in a circle: your arrival in Oregon. You’ve made it! You survived!

Finish Line & Celebration
The finish line features rations, refreshments, and cheering “Oregonians.” Afterward, racers hop on a hayride to The Gathering Place, where food, drinks, classic games, and celebration await.

Awards
1st, 2nd, & 3rd Place Teams
Best Hunters
Additional themed and fun categories

Ready to test your limits? The The Oregon Trail Team Run at Sycamore Creek Ranch brings a highly anticipated 4.9K to Branson on June 20, 2026. Expect a fantastic route right in the heart of Missouri.