Skip to main content

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

Date:
Sat, Nov 14, 2026 at 8:30 AM – 5:30 PM
Location:
608 Ridge Road
Pittsburgh, Pennsylvania
15205
United States
OpenStreetMap Google Maps
Links:
runsignup.com
Tags:
15.5 Miles 25k 3.1 Miles 31 Miles 50k 5k 8 Miles Run Trail

LAST TRAIL STANDING

Our Sell-Out Event Is Back!

Saturday, November 14, 2025

Settlers Cabin Park – Robinson, PA

🏃‍♂️ 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

➡️ 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

⏱️ Timing, Awards & Registration

Race Timing: Provided by Miles of Smiles

Registration Options

Day-Before Registration:

Friday, November 13 at Sweat Bar Fitness (Oakdale — 5–10 minutes from the park)

Race-Day Registration: Available onsite

📧 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. You’ll have ample time to enjoy the trails and finish strong.

🪑 The Empty Chair (Dads Chair) & 💙 Rilyn’s Way

The Empty Chair along the course symbolizes those we’ve lost — a reminder that they’re always with us on the trail.

💙 Remembering Rilyn — “Rilyn’s 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:

“Rilyn’s Way”

You’ll see a sign at the ½-mile-to-go mark. Pause if you’d like. Take a photo. Draw strength from Rilyn’s 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 isn’t about speed — it’s 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 won’t forget

Ready to conquer every trail at Settlers?

We’ll see you at the start line on November 14.

More races nearby

  • Hell Hath No Hurry Preview Run - April 12, 2026 [runsignup.com]

    Sun, Apr 12, 2026 at 6:00 AM

    Description

    Hell Hath No Hurry 2026 – Free Race Preview Run

    📅 Date: Sunday, April, 2025

    📍 Location: Cayuga, Settlers Cabin Park

    Same as race Start/Finish line by Yellow Play Ground

    40.431623, -80.157008

    💵 Cost:...

    Hell Hath No Hurry 2026 – Free Race Preview Run

    📅 Date: Sunday, April, 2025

    📍 Location: Cayuga, Settlers Cabin Park

    Same as race Start/Finish line by Yellow Play Ground

    40.431623, -80.157008

    💵 Cost: 100% FREE

    Preview Run Schedule

    🥾 First Wave – 6:00 AM

    Distance: ~10K loop

    Pace: Any

    Perfect for early risers and those looking to log multiple loops.

    The Race Director (or an assistant) will lead the first loop, then you're free to repeat it or explore on your own.

    🏃 Second Wave – 9:00 AM

    Both groups run the same ~10K loop but at different paces:

    Group 1 (5:00–14:00 min/mile): Led by Peter Kozlowski

    Group 2 (>14:00 min/mile): Led by Chris Cain from Pro Bike + Run (Robinson)

    Note: This is a group run – no course markings. We’ll stick together and keep it social.

    What to Expect

    Come preview parts of the 2026 Hell Hath No Hurry course in a relaxed, no-pressure setting. Whether you're new to trail running or a returning HHNH veteran, this is a great way to scout the terrain, meet fellow runners, and get your feet dirty (literally).

    Aid & Supplies

    Minimal support – bring your own hydration and nutrition

    We’ll have bananas, donuts, and maybe a cooler of water if it’s hot

    Ready to Hit the Trails?

    Choose your wave and join us! This is a free, fun way to get excited for race day.

    No pressure, no timing chips – just good trails and good company.

    5.8 km from Pittsburgh
    Penn-Lincoln Parkway West, Allegheny County, Pennsylvania, 15205, United States
    OpenStreetMap Google Maps

    10k Run Trail

  • Sweat Bar Fitness X mini HYROX Sweat Fest [runsignup.com]

    Sun, Apr 12, 2026 at 7:00 AM

    Description

    Sweat Bar Fitness is an official HYROX training club.

    Spots will be very limited to ensure we have a smooth flow for every participant.

    Get ready for an action-packed morning of fitness, competition,...

    Sweat Bar Fitness is an official HYROX training club.

    Spots will be very limited to ensure we have a smooth flow for every participant.

    Get ready for an action-packed morning of fitness, competition, and fun at our Sweat Bar Fitness Mini HYROX Event on Sunday, April 12th from 7:00am–11:00am.

    This event will feature multiple divisions so everyone—from first-timers to competitive athletes—can take part.

    Event Divisions

    Solo – Open

    Perfect for anyone who wants to experience the event and challenge themselves in a supportive atmosphere. This division is for solo participants who want to have fun and complete the challenge vs. strict form and rep judging.

    Solo – Comp (Men / Women)

    For athletes who want to compete and push the pace. Participants in this division will receive an official time, and placing and awards will be based on the Comp division only.

    • Weights and reps are the same as the Open division

    • Judging on movement standards and form will be stricter

    • Comp divisions will go first to ensure the most competitive environment and help prevent bottlenecks (although we fully plan for the event to flow smoothly).

    Doubles Divisions - (One Person will signup and pay. The amount for doubles is the Total Amount Due).

    • Men’s Doubles

    • Women’s Doubles

    • Mixed Doubles

    For doubles teams, reps and distances are the same as the solo event, but partners can split stations and reps however they choose. For all run segments, both team members must complete the run.

    The Workout

    Participants will complete the following sequence:

    (All runs will take place on an outside loop course carved out in the parking lot. For doubles teams, both partners must complete each run.)

    • .25 mile run

    • 500m Ski Erg

    • 120 ft Sled Push (Men: 335lbs, Women: 225lbs, Mixed: 335lbs)

    • 25 Cal Air Bike

    • .25 mile run

    • 25 Burpee Plate Jumps

    • 500m Row

    • 240 ft Farmer’s Carry (Men: 50lb dumbbells, Women: 35 lb dumbbells, Mixed: 50lb dumbbells)

    • .25 mile run

    • 40 Forward Lunges (Men: 40lbs, Women: 20lbs, Mixed: 40lbs)

    • 40 Wall Balls (Men: 15lb ball, Women: 10lb ball, 0.25 Mile Run)

    • .25 mile run

    Scheduling

    A general event timeframe will be assigned and communicated within 3 days of the event.

    Participant Swag

    All participants will receive:

    LMNT Gift Pack

    Sweat Bar Fitness Bag

    Sweat Bar Fitness Mini HYROX Competition Pin

    Workout Design Modifications

    We reserve the right to make minor modifications to the workout structure, weights, runs, or flow based on factors such as participation volume, weather, or other logistics. Any adjustments will be communicated no later than 3 days before the event.

    1.9 km from Pittsburgh
    7780 Steubenville Pike, North Fayette Township, Pennsylvania, 15071, United States
    OpenStreetMap Google Maps

    Run

  • Helicon Brewing - Food Truck 5K [runsignup.com]

    Sun, Apr 12, 2026 at 10:00 AM

    Description

    Fast, Flat, Out & Back Course on the Panhandle Trail in Oakdale. Chip timed by Miles of Smiles Timing.

    First 150 participants that sign up will receive a commemorative coffee mug. Double Swag options...

    Fast, Flat, Out & Back Course on the Panhandle Trail in Oakdale. Chip timed by Miles of Smiles Timing.

    First 150 participants that sign up will receive a commemorative coffee mug. Double Swag options will get a coffee mug and pint glass.

    Post Race Party Includes:- A pint of Craft Beer (your choice) from Helicon Brewing and a Food Truck food voucher from Pittsburgh Hummus Food Truck to all participants. F There is a chance the Food Truck may change.

    Awards Top 3 Overall Male & Female, Top Masters Male & Female. Top 3 in each age groups Male & Female: 19- Under, 20-29, 30-39, 40-49. 50-59. 60 & over.

    5.3 km from Pittsburgh
    102 Union Ave, Allegheny County, Pennsylvania, 15071, United States
    OpenStreetMap Google Maps

    1 Miles 3.1 Miles 5k Run Trail

  • South Fayette/Bridgeville 5K [runsignup.com]

    Sat, May 16, 2026 at 12:00 AM

    Description

    South Fayette / Bridgeville 5K unites the community behind the American Cancer Society's efforts to save lives from cancer.

    This year's event will be IN-PERSON with a virtual option!

    IN-PERSON =...

    South Fayette / Bridgeville 5K unites the community behind the American Cancer Society's efforts to save lives from cancer.

    This year's event will be IN-PERSON with a virtual option!

    IN-PERSON = Saturday, May 16th | Race check-in starts at 12:30pm | Race starts at 2pm | South Fayette High School Stadium

    VIRTUAL = Sunday, May 10th - Saturday, May 16th | Finishing times submitted on Saturday, May 16th

    9.3 km from Pittsburgh
    3680 Old Oakdale Rd, South Fayette Township, Pennsylvania, 15057, United States
    OpenStreetMap Google Maps

    3.1 Miles 5k Run Virtual

  • Can't Sit Still Run / Walk [runsignup.com]

    Sun, May 17, 2026 at 9:00 AM

    Description

    Hosted by the PA Tourette Syndrome Alliance Inc. which provides information, education, support and disability advocacy for individuals with Tourette syndrome and their family members.

    Race will be...

    Hosted by the PA Tourette Syndrome Alliance Inc. which provides information, education, support and disability advocacy for individuals with Tourette syndrome and their family members.

    Race will be on the Panhandle Trail, Collier Twp. near Walkers Mill Rd. entrance. Extra parking at Collier Municipal Lot.

    Race registration starts at 8 am. 5k starts at 9 am and 1 mile starts at 9:10

    Awards for 5K--1st, 2nd & 3rd overall for both male and female. First place finisher awards in male/female for the following age categories: Under 14, 14-19, 20-29, 30-39, 40-49, 50-59, 60-69, 70+

    Last day to order a shirt in your size is May 1st

    TO SEE SPONSOR LEVELS FOR THIS RACE CLICK HERE

    5 km from Pittsburgh
    38 Walkers Mill Road, Allegheny County, Pennsylvania, 15106, United States
    OpenStreetMap Google Maps

    1 Miles 5k Run Trail Walk

More races nearby →

Local running event organizer

See all organizations →
Like Wikipedia, anyone can contribute. Sign up to add your local events.