Last Trail Standing - 50K, 25K, 8 Miler, 5K
- Date:
- Sat, Nov 14, 2026 at 8:30 AM – 5:30 PM
- Location:
-
608 Ridge Road
Pittsburgh, Pennsylvania
15205
United States
OpenStreetMap Google Maps - Links:
- runsignup.com
- Tags:
- 15.5 Miles 25k 3.1 Miles 31 Miles 50k 5k 8 Miles Run Trail
LAST TRAIL STANDING
Our Sell-Out Event Is Back!
Saturday, November 14, 2025
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 awards: 8-Mile, 25K, and 50K
Age-Group 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.