Last Trail Standing - 50K, 25K, 8 Miler, 5K

🏃‍♂️ LAST TRAIL STANDING

Our Sell-Out Event Is Back!
Saturday, November 14, 2026
608 Ridge Road, Pittsburgh, PA

🌲 Race Overview

Last Trail Standing is an unforgettable trail running experience that covers every single trail in Settlers Cabin Park. This race is equal parts adventure, challenge, and meaning — designed for runners and hikers alike.

• Registration refunds: Available through October 1, 2026.

🏁 Race Distances

All races start and finish at the same location — no shuttle required.

• 5K: Hikers Welcome
• 8 Miles: Hikers Welcome
• 25K: Hikers Welcome
• 50K: No specific restrictions

⏰ Start Times & Cutoffs

• Start times: Listed individually for each race above
• Final cutoff: 5:30 PM
• 50K time limit: 9 hours

🗺️ Course Overview

The Last Trail Standing course is a 7.75-mile point-to-point trail, run in both directions to create a 15.5-mile loop. Running the course in reverse gives an entirely different feel, making each loop a unique experience.

• 25K: One full loop (out & back)
• 50K: Two full loops (out & back twice)
• Trail: 99% trail, deep in the woods
• Elevation (50K): ~3,300 ft climb / ~3,100 ft descent

🏆 Timing, Awards & Registration

• Race Timing: Provided by Miles of Smiles
• Registration Options: Day-Before Registration on November 13 at Sweat Bar Fitness (Oakdale — 5–10 minutes from the park)
• Awards: Top 3 Male & Female Medals — all distances
• Shirt cutoff: Register by Monday, November 2, 2026

💧 Aid Stations & Support

• Aid Stations: Two major aid stations: Start/Finish & Turnaround
• Proximity: Less than 1/2 mile between aid stations for easy spectator viewing/crewing
• Drop Bags: Available for 50K runners at the 15.5-mile checkpoint

🚶‍♂️ Hikers Welcome

Hikers are encouraged to join the 5K, 8-Mile, or 25K distances. You’ll have ample time to enjoy the trails and finish strong.

🫶 The Empty Chair

The Empty Chair along the course symbolizes those we’ve lost — a reminder that they’re always with us on the trail.

💖 Remembering Rilyn

Rilyn Nicole Hughes was a beautiful 7-year-old girl who lived just a few miles from the race course. After a courageous five-and-a-half-year battle with Neuroblastoma, Rilyn passed away surrounded by those who loved her dearly.

Before she passed, we committed to honoring her by naming the final half-mile of every race: “Rilyn’s Way.” You’ll see a sign at the ½-mile-to-go mark. Pause if you’d like. Take a photo. Draw strength from Rilyn’s spirit as you finish your race.

🌟 Special Dedication

The Harry J. Shipley Memorial Run. Last Trail Standing is dedicated to Harry J. Shipley, father of race director Chad Shipley, whose birthday is November 17.

Harry loved old country roads — always wondering where they led. That same curiosity guided the creation of this race: chasing every trail, connecting every path, and seeing where it all goes.

🌳 One Last Note

The full course map will not be released in advance (same course as 2025). This is intentional. We want the experience to unfold as a true adventure.

• Promise: 99% wooded trails
• Experience: Every trail in Settlers Cabin Park
• Commitment: An experience you won’t forget

Ready to conquer every trail at Settlers? We’ll see you at the start line on November 14. For more information, visit Last Trail Standing Official Site.