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Date:
Sat, Oct 03, 2026 at 8:30 AM – 12:00 PM
Location:
Fineview Overlook On Catoma Street
Pittsburgh, Pennsylvania
15214
United States
OpenStreetMap Google Maps
Links:
runsignup.com
Tags:
2 Miles 5 Miles Run Trail

Fineview Citizens Council is hosting its 30th Annual Urban Step & Trail Challenge on Saturday, October 4, 2025.

Participants will ascend Fineview’s hills, streets, and staircases. Among the steps are Pittsburgh’s STEEPEST stair set (371 steps) on Rising Main Avenue, which is the equivalent of a 17-story building!

The course covers 12 public staircases for a total of over 1,600 steps and provides breathtaking views along the way. All proceeds from the event will benefit our programming related to community beautification, preserving affordability, and events.

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.

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

    10k Run Trail

  • 14th Annual Run for the Titan Trail 5K Run/1 Mile Walk/Tot Run [runsignup.com]

    Sat, Apr 25, 2026 at 8:50 AM

    Description

    Join us for the 14th (and Final) Annual Run for the Titan Trail 5k/1 Mile Walk/Tot Run!

    The chip timed 5K run and 1 mile walk courses will begin at Shaler Area Elementary School and circle through...

    Join us for the 14th (and Final) Annual Run for the Titan Trail 5k/1 Mile Walk/Tot Run!

    The chip timed 5K run and 1 mile walk courses will begin at Shaler Area Elementary School and circle through local neighborhood streets, ending back at the school. The Run for the Titan Trail 5k is a fundraiser to help fund the cost of a year-end reading incentive trip to Millvale Riverfront Park and Three Rivers Heritage Trail for Shaler Area Elementary School students. Free voluntary reading in our school has increased exponentially since the creation of Blazing a Titan Trail: A Reading Adventure. Students strive to read 18 books throughout the school year to attend the trip.

    Blazing a Titan Trail: A Reading Adventure is a school-wide reading incentive program at Shaler Area Elementary School, an upper elementary school with 1,000 students in grades 4, 5, and 6. The program has been developed by a volunteer committee of teachers, librarians, parents, and administrators.

    Check-in/Registration will begin at 7:45. The 50-yard tot run will begin at 8:50 am. The 5K race will start at 9:00 am and the 1 mile walk will begin directly after. Please register by April 5 to receive a t-shirt (limited numbers and sizes of t-shirts will be available after this date).

    Note - $5.00 off registration discount for students will be applied once age group is chosen.

    8.9 km from Pittsburgh
    Shaler Township, Pennsylvania, 15116, United States
    OpenStreetMap Google Maps

    1 Miles 5k Run Trail Walk

  • Avonworth Chase the Antelopes 5k & 1-Mile Walk [chasetheantelopes5k.com] [Register at runsignup.com]

    Sat, Apr 25, 2026 at 9:00 AM

    Description

    Join us for the Eighth Annual "Chase the Antelopes 5k & One-Mile Walk". This event will take place at Avonworth Middle School, home of the Antelopes! The 8th grade class will be organizing this event...

    Join us for the Eighth Annual "Chase the Antelopes 5k & One-Mile Walk". This event will take place at Avonworth Middle School, home of the Antelopes! The 8th grade class will be organizing this event from start to finish, under the direction of their Civics Teacher and Cross Country Coaches. Students will be designing the t-shirt, creating unique medals and awards in their Technology Education classes, and contacting local businesses for sponsorship and donations. All proceeds will benefit the Hannah Milbert Memorial Fund.

    See if you can catch the Antelopes on April 25th! The race will start and end on the high school track with a mostly-flat run through the Avonworth community neighborhoods.

    Low entry fee of $20 until March 30th then $25. Race day registration (t-shirts no longer guaranteed) and packet pick-up will be available starting at 8:00 a.m. at Lenzner Field. Participant parking is at Avonworth Middle School/High School Campus. Do NOT park in the fire lanes.

    Check out our student-designed & managed website: 2026 Chase the Antelopes

    9.5 km from Pittsburgh
    256 Josephs Lane, Allegheny County, Pennsylvania, 15237, United States
    OpenStreetMap Google Maps

    1 Miles 5k Run Walk

  • Pittsburgh Marathon [finishers.com]

    Sun, May 03, 2026

    Description

    🗺️ The Dick’s Sporting Goods Pittsburgh Marathon is an event you definitely want to mark on your race calendar in the United States, located in Pittsburgh, right in the heart of Pennsylvania.

    2.8 km from Pittsburgh
    Pittsburgh, Pennsylvania, United States
    OpenStreetMap Google Maps

    5k Half Marathon Marathon Run

  • Joggin' for Frogmen 5K - Pittsburgh, PA [jogginforfrogmen.com] [Register at runsignup.com]

    Sat, May 16, 2026 at 6:00 AM

    Description

    The Joggin’ for Frogmen 5k is a fun, family-friendly event with the wholehearted purpose of raising needed funds to honor the sacrifices of our Naval Special Warfare service members and veterans, and...

    The Joggin’ for Frogmen 5k is a fun, family-friendly event with the wholehearted purpose of raising needed funds to honor the sacrifices of our Naval Special Warfare service members and veterans, and to support the families of our fallen heroes through the incredible work of the Travis Manion Foundation.

    Thank You for visiting the Joggin’ for Frogmen (JFF) Pittsburgh 5K website. It is our honor, as the Race Directors, to welcome you. If you are here either as a past or first-time participant, sponsor, vendor, or volunteer, we appreciate your commitment in supporting the Naval Special Warfare (NSW) Community. This year’s race is shaping up to be extraordinary, and we could not do it without you.

    9.8 km from Pittsburgh
    155 Cochran Road, Pittsburgh, Pennsylvania, 15228, United States
    OpenStreetMap Google Maps

    3.1 Miles 5k Run

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