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

Race Overview

Event: Last Trail Standing

Date: November 16, 2025

Location: 608 Ridge Road, Pittsburgh, PA

Race URL: Last Trail Standing

Registration Status

• Status: ALL RACES ARE SOLD OUT.
• Apology: We apologize but we do not have any remaining spots and we will not have day of sign ups.

Packet Pickup

• Early Pickup: Saturday, November 15th 10:30am-12:30pm at Sweat Bar Fitness, 7780 Steubenville Pike, Oakdale PA 15071.
• Day of Pickup: Sunday, November 16th (Race Morning) opens at 6:15am.

Event Details

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

• Distance Options: 5K (Hikers Welcomed), 8 Miles (Hikers Welcomed), 25K, 50K.
• Start/Finish: ALL RACES START AND FINISH IN THE SAME PLACE - NO SHUTTLE NEEDED!
• Dogs: Unfortunately, dogs cannot be allowed for this event due to runners going in both directions on the course.

Course Overview

The course is a 7.75-mile point-to-point trail you’ll 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.

• Aid Stations: Start/Finish and the aid station at mile 7.5 are within 100 yards apart of each other.
• Distance Breakdown: 25K runners complete one loop (out and back): 50K runners complete two loops (out and back twice).
• 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 distance.
• 50K: Two full loops. Big effort. Big reward.

Timing & Cutoffs

Race Timing: Provided by Miles of Smiles.

• Saturday Registration: Day-before registration at Sweat Bar Fitness.
• Race Day Registration: Available onsite before the race.
• Shirt Cutoff Date: Register by Tuesday, November 4th to receive your race shirt.
• Cutoff Time: All races must be completed by 4:15 PM. 50K runners have a 9-hour time limit.

Aid, Crew & Drop Bags

• Major Aid Stations: Start/Finish & Turnaround, hit multiple times in the 50K.
• Max Distance: Between aid stations is less than 8 miles.
• Crew Support: Available for 50K runners at the 15.5-mile start/finish checkpoint.

Special Dedication

This race is dedicated to (race director) Chad's father, Harry J. Shipley, whose birthday is on Monday, November 17th. 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, he’d wonder where it led and often followed it. I did the same while mapping out all the trails in Settlers—chasing every trail, connecting every dot. It’s the Last Trail Standing, and the only way to conquer it is to join the race.” – Chad Shipley

Final Note

The full course map will not be released in advance. We want the experience to unfold as a true adventure. 99% of the race is on the beautiful wooded trails of Settlers Cabin Park.

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