608 Ridge Road, Pittsburgh PA
Sunday, November 16th, 2025
November 16, 2025
Settlers Cabin Park – Robinson, PA
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. 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.
Race Timing: Provided by Miles of Smiles
We encourage hikers to sign up for the 25K or 8-mile distances! You’ll have plenty of time to enjoy the trails and finish strong.
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, 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
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?
We’ll see you at the start line on November 16th.
For more details, visit the race page: Last Trail Standing - Race Info
Course Map
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