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

  • Date Sat 14th November 2026
  • Time 8:30AM EST
  • Location Pittsburgh, Pennsylvania
  • Price $42.59 - $84.99
  • Races 4 races
  • Distances Ultra, 5km

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Event summary

Get ready for an exhilarating adventure at the Last Trail Standing event on Saturday, November 14, 2026, in the scenic Settlers Cabin Park, located in Pittsburgh, Allegheny. This trail running experience promises to be unforgettable, offering participants a chance to explore every winding path in the park. With race distances including a 5K, 8-mile, 25K, and 50K, there’s something for everyoneβ€”whether you’re a seasoned runner or a hiking enthusiast.

The unique course features a 7.75-mile loop that runners will tackle in both directions, providing a fresh perspective with each lap. Expect breathtaking views, well-marked trails, and top-notch aid stations along the way. Participants will be inspired by the event's heartfelt tributes, including Rilyn's Way, which honors the spirit of a young girl whose courage touched many lives. Join the community for a day filled with camaraderie, exploration, and the thrill of conquering nature’s trails. Don’t miss out on this amazing opportunity to run, hike, and create lasting memories on November 14!

Organiser's Description

LAST TRAIL STANDING
Our Sell-Out Event Is Back!
Saturday, November 14, 2025
Settlers Cabin Park Robinson, PA

male sign 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
right arrow 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

stopwatch Timing, Awards & Registration
Race Timing: Provided by Miles of Smiles

Registration Options
Day-Before Registration:
Friday, November 13 at Sweat Bar Fitness (Oakdale 510 minutes from the park)
Race-Day Registration: Available onsite
πŸ“§ 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. Youll have ample time to enjoy the trails and finish strong.


The Empty Chair (Dads Chair) & Rilyns Way
The Empty Chair along the course symbolizes those weve lost a reminder that theyre always with us on the trail.

Remembering Rilyn Rilyns 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:

Rilyns Way

Youll see a sign at the 1/2 -mile-to-go mark. Pause if youd like. Take a photo. Draw strength from Rilyns 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 isnt about speed its 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 wont forget

Ready to conquer every trail at Settlers?
Well see you at the start line on November 14.

Races

  • 50k

    Incl. $5.99 Fee & T-Shirt

    Sat 14th November 2026 (8:30AM EST)

    $84.99

  • 25k

    Incl. $5.39 Fee & T-Shirt

    Sat 14th November 2026 (8:45AM EST)

    $74.39

  • 8 Miler

    Incl. $4.79 Fee & T-Shirt

    Sat 14th November 2026 (9:00AM EST)

    $63.79

  • 5k

    Incl. $3.59 Fee & T-Shirt

    Sat 14th November 2026 (9:15AM EST)

    $42.59

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Location

608 Ridge Road, Pittsburgh, 15205, PA, United States

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Nov 14, 2026

$42.59 - $84.99