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

  • Date Sun 16th November 2025
  • Time 7:15AM EST
  • Location Pittsburgh, Pennsylvania
  • Price $42.59 - $95.59
  • Races 4 races
  • Distances Ultra, 5km

Last chance to enter

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Event summary

Get ready for an exhilarating day of outdoor adventure at the Last Trail Standing event on Sunday, November 16, 2025, held at the stunning Settlers Cabin Park in Pittsburgh, Allegheny. This unique trail running experience offers four exciting race distances: a 5K, 8 Mile, 25K, and a challenging 50K, allowing participants of all skill levels to join in the fun! Each race will start and finish at the same picturesque location, the Gilbert Love Shelter, ensuring a seamless experience without the need for shuttles.

Runners will traverse the park’s breathtaking trails, with the 50K participants completing two loops that feature diverse terrain and stunning natural scenery. With a significant elevation gain and a variety of trails to explore, this event promises to be both a physical challenge and a visual delight. Hikers are warmly welcomed in the 25K and 8-mile distances, making it a perfect outing for those looking to savor the beauty of nature at a more leisurely pace. Join us for a day filled with camaraderie, competition, and the spirit of adventure!

Organiser's Description

male sign Last Trail Standing November 16, 2025
Settlers Cabin Park Robinson, PA

Join us for Last Trail Standing, an unforgettable trail running experience through the heart of Settlers Cabin Park. Held on Sunday, November 16th, this unique race covers every single trail in the park, offering four exciting distances:

5K (Hikers Welcomed)
8 Miles (Hikers Welcomed)
25K
50K

ALL RACES START AND FINISH IN THE SAME PLACE - NO SHUTTLE NEEDED!

DOGS - We love when we can allow dogs to be a part of our event but unfortunately cannot allow them for this one due to runners going in both directions on the course.


Course Overview
The course is a 7.75-mile point-to-point trail youll run in both directions to complete a full 15.5-mile loop. This clever design gives runners the chance to experience a variety of trails in Settlers Cabin Park, with a route that feels completely different in reverse. The course is 99% trail and absolutely stunning. START/FINISH AND THE AID STATION AT MILE 7.5 ARE WITHIN 100 YARDS APART OF EACH OTHER. ALL RACES START AND FINISH AT THE SAME SPOT SO NO SHUTTLE IS NEEDED.

25K runners complete one loop (out and back).
50K runners complete two loops (out and back twice).
Aid stations are located at the start/finish (Gilbert Love Shelter) and the turnaround point (Algonquin Shelter), which are just 100 yards apartperfect for spectators!
Elevation gain (50K): ~3,300 ft climb / ~3,100 ft descent
Expect well-marked trails, top-tier aid, and beautiful woods from start to finish.


Race Breakdown
Start Line: Gilbert Love Shelter
Turnaround Point: Algonquin Shelter
5K: A challenging trail version of the classic distancegreat for runners looking to break into trail running.
8-Mile: Run straight through, bypassing the turnaround and finishing at Gilbert Love (Start/Finish).
25K: One full loop of the Last Trail Standing route.
50K: Two full loops. Big effort. Big reward.

Timing & Cutoffs
Race Timing: Provided by Miles of Smiles

Registration:

Saturday, November 15th Day-before registration available at Sweat Bar Fitness in Oakdale (just 510 minutes from Settlers Cabin Park)
Race Day Registration: Available onsite before the race
Race Day Details: Final instructions and race day logistics will be emailed 3 days before the race
Shirt Cutoff Date: Register by Saturday, November 8th to receive your race shirt
Finisher Medals: Provided to all runners
Awards: Custom hand-crafted gifts for 1st place male & female in both the 25K and 50K
Cutoff Time: All races must be completed by 4:15 PM

50K runners have a 9-hour time limit

Aid, Crew & Drop Bags
Two major aid stations (Start/Finish & Turnaround), hit multiple times in the 50K
Max distance between aid stations is less than 8 miles
Crew & drop bag support available for 50K runners at the 15.5-mile start/finish checkpoint

Hikers Welcome
We encourage hikers to sign up for the 25K or 8-mile distances! Youll have plenty of time to enjoy the trails and finish strong.


Special Dedication: The Harry J. Shipley Memorial Run
This race is dedicated to (race director) Chad's father, Harry J. Shipley, whose birthday falls on race day. The event honors his spirit of curiosity, adventure, and appreciation for the roads less traveled.

My dad loved old country roads. Every time he saw one, hed wonder where it led and often followed it. I did the same while mapping out all the trails in Settlerschasing every trail, connecting every dot. Its the Last Trail Standing, and the only way to conquer it is to join the race.
Chad Shipley

One Last Note
THE FULL COURSE MAP WILL NOT BE RELEASED IN ADVANCE. We want the experience to unfold as a true adventure. What we can tell you is this: 99% of the race is on the beautiful wooded trails of Settlers Cabin Park.


Ready to conquer every trail at Settlers?
Well see you at the start line on November 16th.

Races

  • 50k

    Incl. $6.59 Fee & T-Shirt

    Sun 16th November 2025 (7:15AM EST)

    $95.59

  • 25k

    Incl. $5.99 Fee & T-Shirt

    Sun 16th November 2025 (7:30AM EST)

    $84.99

  • 8 Miler

    Incl. $4.79 Fee & T-Shirt

    Sun 16th November 2025 (7:45AM EST)

    $63.79

  • 5k

    Incl. $3.59 Fee & T-Shirt

    Sun 16th November 2025 (8:00AM EST)

    $42.59

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Location

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

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Nov 16, 2025

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