Event Completed

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

Pittsburgh, Pennsylvania
Last Trail Standing - 50K, 25K, 8 Miler, 5K official race logo - running event in Pittsburgh, Pennsylvania
DATE:
TIME:
LOCATION:
Pittsburgh, Pennsylvania
DISTANCES:
4 Events: 31 Miles, 15.5 Miles, 8 Miles, 3.1 Miles

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

🏃‍♂️ 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

 
🗺️ 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. 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 apart—perfect 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 distance—great 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 5–10 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! You’ll 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, 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
 
🌲 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?
We’ll see you at the start line on November 16th.

Last Trail Standing - 50K, 25K, 8 Miler, 5K🏃‍♂️ Last Trail Standing — November 16, 2025Settlers 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  🗺️ Course OverviewThe 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. 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 apart—perfect for spectators!Elevation gain (50K): ~3,300 ft climb / ~3,100 ft descentExpect well-marked trails, top-tier aid, and beautiful woods from start to finish.  🏁 Race BreakdownStart Line: Gilbert Love ShelterTurnaround Point: Algonquin Shelter5K: A challenging trail version of the classic distance—great 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 & CutoffsRace Timing: Provided by Miles of SmilesRegistration: Saturday, November 15th – Day-before registration available at Sweat Bar Fitness in Oakdale (just 5–10 minutes from Settlers Cabin Park)Race Day Registration: Available onsite before the raceRace Day Details: Final instructions and race day logistics will be emailed 3 days before the raceShirt Cutoff Date: Register by Saturday, November 8th to receive your race shirtFinisher Medals: Provided to all runnersAwards: Custom hand-crafted gifts for 1st place male & female in both the 25K and 50KCutoff Time: All races must be completed by 4:15 PM 50K runners have a 9-hour time limit 🧃 Aid, Crew & Drop BagsTwo major aid stations (Start/Finish & Turnaround), hit multiple times in the 50KMax distance between aid stations is less than 8 milesCrew & drop bag support available for 50K runners at the 15.5-mile start/finish checkpoint 🥾 Hikers WelcomeWe 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.  🕊️ Special Dedication: The Harry J. Shipley Memorial RunThis 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 🌲 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?We’ll see you at the start line on November 16th.
Pittsburgh, PA

Race Events & Distances

Choose from 4 race distances available for Last Trail Standing - 50K, 25K, 8 Miler, 5K in Pittsburgh, PA. Registration includes timing, finisher medals, and post-race refreshments.

50K

31 Miles
Distance
31 Miles
Start Time
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Pittsburgh, PA
PittsburghPA
Last Trail Standing - 50K, 25K, 8 Miler, 5K Organizers

Frequently Asked Questions about 50K

How long is the 50K?
The 50K covers 31 Miles.
What time does the 50K start?
The 50K starts at 7:15:00 AM.
Where is the 50K located?
The 50K takes place in Pittsburgh, PA.

25K

15.5 Miles
Distance
15.5 Miles
Start Time
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Pittsburgh, PA
PittsburghPA
Last Trail Standing - 50K, 25K, 8 Miler, 5K Organizers

Frequently Asked Questions about 25K

How long is the 25K?
The 25K covers 15.5 Miles.
What time does the 25K start?
The 25K starts at 7:30:00 AM.
Where is the 25K located?
The 25K takes place in Pittsburgh, PA.

8 Miler

8 Miles
Distance
8 Miles
Start Time
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Pittsburgh, PA
PittsburghPA
Last Trail Standing - 50K, 25K, 8 Miler, 5K Organizers

Frequently Asked Questions about 8 Miler

How long is the 8 Miler?
The 8 Miler covers 8 Miles.
What time does the 8 Miler start?
The 8 Miler starts at 7:45:00 AM.
Where is the 8 Miler located?
The 8 Miler takes place in Pittsburgh, PA.

5K

3.1 Miles
Distance
3.1 Miles
Start Time
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Pittsburgh, PA
PittsburghPA
Last Trail Standing - 50K, 25K, 8 Miler, 5K Organizers

Frequently Asked Questions about 5K

How long is the 5K?
The 5K covers 3.1 Miles.
What time does the 5K start?
The 5K starts at 8:00:00 AM.
Where is the 5K located?
The 5K takes place in Pittsburgh, PA.

Registration Information

Registration is typically available online until race day (subject to capacity). Early registration is recommended for guaranteed entry and potential early bird pricing. Check with race organizers for specific event details and included amenities.

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