608 Ridge Road, Pittsburgh PA
Saturday, November 14th, 2026
Our Sell-Out Event Is Back!
Date: Saturday, November 14, 2026
Location: Settlers Cabin Park – Robinson, PA
🏃♂️ 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.
Refund Policy: Registration refunds available through October 1, 2026.
All races start and finish at the same location — no shuttle required.
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.
Start/Finish: Gilbert Love Shelter
Turnaround: Algonquin Shelter
➡️ These two locations are within 100 yards of each other, making it ideal for spectators and crew.
Expect well-marked trails, top-tier aid, and nonstop scenic beauty.
Race Timing: Provided by Miles of Smiles
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 along the course symbolizes those we’ve lost — a reminder that they’re always with us on the trail.
Remembering Rilyn: “Rilyn’s Way”
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.
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.
“The Last Trail Standing isn’t about speed — it’s about exploration. And the only way to conquer it is to show up and run.”
— Chad Shipley
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.
What we can promise:
Ready to conquer every trail at Settlers? We’ll see you at the start line on November 14.
Course Map
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