Last Trail Standing - 50K, 25K, 8 Miler, 5K
Date and time
Friday, November 13, 2026 · 6:00 PM
Location
608 Ridge Road, Pittsburgh, PA
Date and time
Friday, November 13, 2026 · 6:00 PM
Location
608 Ridge Road, Pittsburgh, PA
Date and time
Friday, November 13, 2026 · 6:00 PM
Location
608 Ridge Road, Pittsburgh, PA
LAST TRAIL STANDING Our Sell-Out Event Is Back! Saturday, November 14, 2026 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.
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
🕓 Start Times & Cutoffs Start times: Listed individually for each race above Final cutoff for all races: 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) 99% trail, deep in the woods Elevation (50K): ~3,300 ft climb / ~3,100 ft descent 📍 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 Breakdown 5K: A challenging trail take on the classic distance — perfect for new trail runners 8-Mile: Out-and-back route finishing at the Start/Finish 25K: One complete Last Trail Standing loop 50K: Two full loops — big effort, big reward ⏱️ Timing, Awards & Registration Race Timing: Provided by Miles of Smiles
Registration Options Day-Before Registration: Friday, November 13 at Sweat Bar Fitness (Oakdale — 5–10 minutes from the park) Race-Day Registration: Available onsite 📧 Final race details will be emailed 3 days before the event
👕 Shirt cutoff: Register by Monday, November 2, 2026 🏅 Finisher medals: Provided to all participants
Awards Top 3 Male & Female Medals — all distances Additional Top 3 Male & Female awards: 8-Mile, 25K, and 50K 🧃 Aid Stations, Crew & Drop Bags Two major aid stations: Start/Finish & Turnaround Less than 1/2 mile between aid stations for easy spectator viewing/crewing 50K runners: Crew access & drop bags available at the 15.5-mile Start/Finish 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 (Dads Chair) & 💙 Rilyn’s Way 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.
🕊️ 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.
“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 🌲 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.
What we can promise:
99% wooded trails Every trail in Settlers Cabin Park An experience you won’t forget Ready to conquer every trail at Settlers? We’ll see you at the start line on November 14.
31.0 mi
15.5 mi
8.0 mi
5K