42 running, walking, and fun run events in Pittsburgh, Pennsylvania

From big races to Saturday morning group runs—find running, walking, and fun run events and connect with the local endurance sports community.

• Three Rivers Heritage Trail parkrun [parkrun.us]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Every Saturday at 9:00 AM

  Description

  parkrun is such a simple concept: turn up every Saturday and volunteer, walk, jog or run 5k.

  5k parkrun Run Trail Walk

  Three Rivers Heritage Trail, 1000 River Ave, Pittsburgh, Pennsylvania, 15219, United States
  OpenStreetMap Google Maps
• Rise Up Hero Trail Runs at Settlers Cabin Park - 50K, 25K, 8miler, 5K - A Last Trail Standing Event [runsignup.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sat, May 23, 2026 at 8:30 AM

  Description

  ▼ Show more Show less

  JOIN OUR FACEBOOK GROUP TO STAY UPDATED ON ALL OF OUR RUNNING EVENTS

  🏃‍♂️ Rise Up Hero Ultra 2026 - An established Ultra on a VERY Well marked course

  Settlers Cabin Park – Robinson, PA | Many great...

  JOIN OUR FACEBOOK GROUP TO STAY UPDATED ON ALL OF OUR RUNNING EVENTS

  🏃‍♂️ Rise Up Hero Ultra 2026 - An established Ultra on a VERY Well marked course

  Settlers Cabin Park – Robinson, PA | Many great hotels & Inns within a mile.

  Rise Up Hero 2026 uses the exact same iconic Last Trail Standing course—just started in the opposite direction. While the trails are familiar, starting them in reverse creates a completely different challenge, with climbs, descents, and technical sections hitting in new ways.

  This loop-based trail race showcases the very best of Settlers Cabin Park, covering nearly every trail in the park and delivering a true test of grit, endurance, and heart.

  🏁 Race Distances

  🔴 50K - 9 hour cutoff (8:30am to 5:30pm)

  🟠 25K (Hikers Welcome)

  🔵 8 Miler (Hikers Welcome)

  🟢 5K (Hikers Welcome • Trained Dogs Welcome)

  🗺️ Course Overview

  • Same route as Last Trail Standing — just started in the opposite direction

  • All race distances start and finish at Algonquin Shelter

  • Gilbert Love Shelter is 7.75 trail miles from Algonquin and serves as the aid station and turnaround point for the 25K and 50K runners. From Gilbert Love, 25K and 50K runners turn around and run the same course in reverse back to Algonquin.

  • ~99% trail through woods, rocks, roots, and rolling terrain

  • A familiar course that feels completely different when started in reverse

  • Very well-marked trails and fully stocked aid stations

  While Algonquin and Gilbert Love are only ~200 yards apart in physical location, the trails connecting them are rugged, technical, and demanding—designed to test the hero you have within. But, being so close makes it very easy and perfect for family and crew to see you at both locations.

  🔁 Course Format

  • 25K: One full loop — Algonquin → Gilbert Love (turnaround) → Algonquin ~2300ft of elevation gain

  • 50K: Two full 15.5-mile loops ~ 4600ft of elevation gain

  • 8 Miler: Runs past the Gilbert Love aid station, then turns and finishes back at Algonquin Shelter

  • 5K: A true 5K loop starting and finishing at Algonquin — 5K runners will not reach Gilbert Love

  🕓 Race Start Times

  • 50K: 8:30 AM

  • 25K: 8:45 AM

  • 8 Miler: 9:00 AM

  • 5K: 9:15 AM

  🧃 Aid, Crew & Drop Bags

  • Two major aid station locations along the course (Start/Finish at Algonquin and halfway at Gilbert Love)

  • Maximum distance between aid stations is under 8 miles

  • 50K Drop Bags: Located at Algonquin (Start Area)

  • 50K runners will access aid multiple times across both loops

  🥾 Hikers & 🐕 Dogs

  • Hikers are welcome in the 25K, 8 Miler, and 5K

  • Trained dogs are welcome in the 5K (must be under control and trail-friendly)

  🦸 Rise Up Hero

  • We all have a hero within us—and we believe it takes doing hard things to find it.

  • The trails of Settlers Cabin will challenge you, push you, and reveal what you’re capable of.

  Be the hero you were meant to be.

  🏅 Additional Notes

  • Professional race timing via Miles of Smiles timing services

  • Finisher medals for all participants with overall placement awards

  • Final race-day instructions will be emailed prior to the event

  A few reasons our runners love Rise Up Hero:

  🦸‍♂️ Be The Hero You Were Meant to Be Bracelet

  Every participant receives a Be The Hero bracelet — a powerful reminder that we all have a hero version inside of us and the people that matter the most want us to find it. Your kids. Your partner. Your parents. Your coworkers. Your friends. You don’t just do hard things for yourself… you do hard things to show others what’s possible.

  💛 Rilyn’s Way

  Along the course, you’ll pass Rilyn’s Way — a meaningful tribute and reminder to slow down, reflect, and remember what truly matters. It’s a space that represents love, courage, and living fully for the people who mean the most to us. Many runners say it becomes one of the most powerful moments of the entire race.

  👕 Runner-Favorite Shirts

  Our shirts are the ones people actually wear — soft, athletic fit, and designed with purpose. Not the “bottom drawer” race tee. These become trail staples and everyday reminders of the hero you chose to be.

  🏅 Custom Finisher Medals

  Earn it. Every distance. Every mile. Every climb. A medal that represents grit, growth, and the version of you that chose courage over comfort.

  🥇 Age Group Awards

  We celebrate effort at every level. Top finishers in each age group will be recognized — because showing up and pushing your limits deserves to be honored, whether you’re chasing a podium or chasing personal growth. Age group awards are for the 8mile, 25K and 50K distances.

  📣 Great for Spectators

  With our unique course design, family and friends have multiple easy viewing points — especially for the 25K and 50K distances. Your crew won’t just see you at the finish… they’ll be able to cheer you on throughout your journey. And trust us — hearing your name mid-race hits different.

  🌲 Well-Marked Trail Course

  Confidence in the woods. Our course is clearly marked so you can focus on effort, not direction. Just run, climb, dig deep, and discover what you’re made of.

  🍌 Awesome Aid Stations

  Fully stocked. High energy. Smiling volunteers who want to see you win. Fuel up, reset, and get back after it.

  🔥 Established Ultra — With Options for Everyone

  Chase the coveted Axe in the ultra distances… or step into your first big challenge with our 5K or 8 Mile (hikers welcome!). Same powerful atmosphere. Same meaningful experience. Different levels of hero.

  ⏳ Always Sells Out

  This isn’t just another race on the calendar. It’s an experience people come back for year after year. When spots open, they go fast.

  3.1 Miles 5k 8 Miles 15.5 Miles 25k 31 Miles 50k Run Trail Ultra

  608 Ridge Road, Pittsburgh, Pennsylvania, 15205, United States
  OpenStreetMap Google Maps
• Dice Dragon Run 5K & 1-mile race [runsignup.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sun, May 24, 2026 at 9:00 AM

  Description

  ▼ Show more Show less

  The Dragon Run is BACK!

  Join us for a 5K or 1-mile kids' race at Schenley Oval on Sunday, May 24th, @ 9 am to support the Dice XC Team.

  Early bird pricing for the 5K - $25 until May 3rd.

  After May...

  The Dragon Run is BACK!

  Join us for a 5K or 1-mile kids' race at Schenley Oval on Sunday, May 24th, @ 9 am to support the Dice XC Team.

  Early bird pricing for the 5K - $25 until May 3rd.

  After May 3rd, it is $30 per person. After May 3rd, there will be no guaranteed t-shirts with registration.1-mile kids race (ages 11 and younger). Starting after the 5K. $15 early-bird pricing and $20 after May 3rd.

  Online registration is until 11:59 PM on Wednesday, May 20th. After that, you can register on race day from 7:30 am-8:30 am (May 24th). These late registrations do not include a t-shirt.

  Packet pick-up at Gingerbread Man Running Company (822 S Aiken Ave, Pittsburgh, PA 15232) Saturday, May 23rd from 11 am- 3 pm.

  Day-of packet pick-up will be from 7:30 am to 8:45 am at the Oval.

  Check out the course maps below:

  Link to the 5K map

  Link to the 1 mile map (note: 1-mile loop subject to change)

  1 Miles 5k Run

  1 Overlook Drive, Pittsburgh, Pennsylvania, 15217, United States
  OpenStreetMap Google Maps
• A Run Through The 'WOODS' - 5K & 1 Mile Run/Walk [hoover.mtlsd.org] [Register at runsignup.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sat, May 30, 2026 at 8:00 AM

  Description

  ▼ Show more Show less

  A Run Through the ‘Woods’ is fun neighborhood road race fundraiser for Hoover Elementary School Parent Teacher Association (PTA) in the Mt. Lebanon School District, Pittsburgh, Pennsylvania. The...

  A Run Through the ‘Woods’ is fun neighborhood road race fundraiser for Hoover Elementary School Parent Teacher Association (PTA) in the Mt. Lebanon School District, Pittsburgh, Pennsylvania. The run/walk takes place at the elementary school. The course goes through the scenic (and hilly) Cedarhurst Manor neighborhood of Mt. Lebanon hitting many of the ‘wood’ named streets. The event is competitive and fun for all ages and abilities. We offer a 5K and 1 Mile Run/Walk, Live Age group awards as well as sponsor filled goodie bags, photographers and water on the course, custom finisher medals, fun raffle baskets, and snacks at the finish line! Medical staff, and a police officer will be on site for the safety of all participants.

  Hoover Elementary PTA strives to enhance the school experience for all students. The purpose of this event is to raise money to support educational programs throughout the year. We thank you for your support!

  1 Miles 3.1 Miles 5k Run Walk

  37 Robb Hollow Rd, Pittsburgh, Pennsylvania, 15243, United States
  OpenStreetMap Google Maps
• Pirates Charities Family Walk, benefitting Mental Health Programming [pirates.com] [Register at raceroster.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sat, May 30, 2026 at 8:00 AM

  Description

  ▼ Show more Show less

  Pirates Charities Family Walk

  benefitting local Mental Health programming

  Saturday, May 30, 2026 - PNC Park

  Registration is now open for the fifth-annual Pirates Charities Family Walk!

  In an effort...

  Pirates Charities Family Walk

  benefitting local Mental Health programming

  Saturday, May 30, 2026 - PNC Park

  Registration is now open for the fifth-annual Pirates Charities Family Walk!

  In an effort to encourage mindfulness and to combat the stigmas surrounding mental health, Pirates Charities invites our fans, along with their friends and families, to join us and our players, coaches and their families at PNC Park as we walk in support of improving our community’s mental health.

  This unique experience will take participants throughout the best ballpark in America, enjoying unparalleled views of the city and end together on the field to soak in a truly unique and memorable moment. Following the walk, registrants can join us on the Highmark Riverwalk for a carnival-like experience and the chance to engage with local non-profits offering mental health resources.

  All proceeds from the Family Walk will support Pirates Charities and AHN's Chill Mobile Program! Learn more about Chill Mobile here.

  If you register as a group of four (4) or more, you will receive a $5 discount per registrant!

  To show the importance of coming together to combat the ongoing mental health crisis in our community, we encourage you to register as a Team! The three largest teams will be announced during the pre-walk ceremonies and our largest team will brought up on stage for a group photo!

  PLEASE NOTE: Complimentary parking will NOT be provided for attendees of this year's event due to lack of inventory as a result of on-going construction on the North Shore. Guests are encouraged to utilize available parking options in and around the North Shore and Downtown areas.

  Run Walk

  North Shore Drive, Pittsburgh, Pennsylvania, 15222, United States
  OpenStreetMap Google Maps
• li'l bridgey 5k [runsignup.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sat, May 30, 2026 at 9:00 AM

  Description

  ▼ Show more Show less

  ...our community lost ours.

  In 2009, our connection to our park was exploded. And we've felt (and seen) this yawning chasm in our hearts ever since.

  But after 16 years of hard work begging,...

  ...our community lost ours.

  In 2009, our connection to our park was exploded. And we've felt (and seen) this yawning chasm in our hearts ever since.

  But after 16 years of hard work begging, complaining, and cajoling, in 2025 our li'l bridgey was reborn!

  Come join us on a run (or walk) into Riverview Park via what many are calling the "Wonder of Brighton Heights" and "neat": the new Davis Avenue Bridge (LI'L BRIDGEY)! The event is May 30th, 2026 and begins at the Davis side of li'l bridgey, heads into Riverview park, around the Allegheny observatory and back down to finish where it started.

  3.1 Miles 5k Run Walk

  905 Davis Avenue, Pittsburgh, Pennsylvania, 15212, United States
  OpenStreetMap Google Maps
• Night at the Island [pittsburghtrackclub.com] [Register at raceroster.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Wed, Jun 03, 2026 at 7:00 PM

  Description

  ▼ Show more Show less

  A distance night in Pittsburgh!

  Join the Pittsburgh Track Club for our annual track meet celebrating the local running community with elite High School races and open races for all.

  A final meet...

  A distance night in Pittsburgh!

  Join the Pittsburgh Track Club for our annual track meet celebrating the local running community with elite High School races and open races for all.

  A final meet schedule will be released as we get closer to the event based on the number of entries. We will be moving the event late into the night, with an estimated start time of 6 pm.

  This year, Night at the Island is generously supported by Diadora. High Schoolers- as you sign up, please provide your sizes, and watch for announcements for what's to come!

  5k Run

  7600 Grand Avenue, Pittsburgh, Pennsylvania, 15225, United States
  OpenStreetMap Google Maps
• The Big Run 5K [runsignup.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Thu, Jun 04, 2026 at 6:30 PM

  Description

  ▼ Show more Show less

  Come hang with Fleet Feet Pittsburgh on Global Running Day, run or walk a fun 3.1 miles and stay for an epic post-race party.

  To focus on celebrating all the things that we love about running and...

  Come hang with Fleet Feet Pittsburgh on Global Running Day, run or walk a fun 3.1 miles and stay for an epic post-race party.

  To focus on celebrating all the things that we love about running and walking -- high-fives, endorphins and good vibes with good friends -- this event will be untimed.

  Come for the fun of getting out and moving, stay for the food trucks and games!

  We hope to see you on June 4th!

  Location: Exciting new location to be announced! Stay tuned!

  Route: TBA

  3.1 Miles 5k Run Walk

  Pittsburgh, Pennsylvania, 15206, United States
  OpenStreetMap Google Maps
• Greenfield Glide 5K Run & Walk [greenfieldglide.com] [Register at runsignup.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sun, Jun 07, 2026 at 8:30 AM

  Description

  The Greenfield Glide runs through a hilly Schenley Park in Pittsburgh, Pennsylvania. The race begins and ends at the turn-around on Overlook Drive by the Oval Park Shelter, after taking a running tour of the beautiful trails of Schenley Park through the majority of the course. Presented by the City of Pittsburgh Office of Special Events in partnership with the Greenfield Community Association.

  5k Run Trail Walk

  10341 Overlook Drive, Pittsburgh, Pennsylvania, 15213, United States
  OpenStreetMap Google Maps
• Kids of STEEL Summer Camp 2026 [p3r.org] [Register at raceroster.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Thu, Jun 18, 2026 at 9:00 AM

  Description

  ▼ Show more Show less

  Kids of STEEL is coming to a park near you this summer! MOVE with us at four different local parks. Each camp session will be full of fun, fitness games, and much more to keep you active and smiling...

  Kids of STEEL is coming to a park near you this summer! MOVE with us at four different local parks. Each camp session will be full of fun, fitness games, and much more to keep you active and smiling this summer!

  Each session is FREE and limited to the first 100 participants ages 6-13.

  • Monday, June 15 from 9:00 AM - 12 PM | Boyce Park - Silver Beaver Shelter

  • Tuesday, June 16 from 9:00 AM - 12 PM | Settlers Cabin - Moccasin Shelter | SOLD OUT - Join the Waitlist

  Wednesday, June 17 from 9:00 AM - 12 PM | South Park - Black Ashes Pavilion | SOLD OUT - Join the Waitlist

  • Thursday. June 18 from 9:00 AM - 12 PM | North Park - Deer Browse 1 Shelter & Pie Traynor Field | SOLD OUT - Join the Waitlist

  Kids Run

  810 River Avenue, Pittsburgh, Pennsylvania, 15212, United States
  OpenStreetMap Google Maps
• The Swissvale Mile: Race and Family & Dog Walk [theswissvalemile.com] [Register at runsignup.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sat, Jul 11, 2026 at 9:00 AM

  Description

  ▼ Show more Show less

  The Swissvale Mile is a community family-friendly fitness event. Choose from a one mile timed race or a dog-friendly, family fun walk. The Swissvale Mile is a 100% volunteer organized event funded by...

  The Swissvale Mile is a community family-friendly fitness event. Choose from a one mile timed race or a dog-friendly, family fun walk. The Swissvale Mile is a 100% volunteer organized event funded by registrations, sponsorships, and donations. In addition to supporting our community, this event is a fun way to be active and to get to know the neighbors and neighborhood.

  ​Your involvement makes a direct positive impact on our community! Since the Mile was founded in 2014, proceeds from the Mile have been used to support many worthwhile causes including the Woodland Hills Chromebook Fund (helped provide Chromebooks to students forced to go virtual in 2020), The Swissvale Orioles Baseball and Softball Association, the Swissvale Community Enrichment Fund, our Swissvale K-9 Officers and the annual Swissvale Juneteenth Celebration!

  For the 4th year, are partnering with Swissvale Rotary to multiply our local impact and support their work in the community! The Rotary provides annual funding to Carnegie Free Library of Swissvale, the Swissvale Senior Center and Community Days and has donated to the Woodland Hills Foundation Backpacks of Hope, both the Swissvale and Union Baptist Church food pantries, the WH Girls’ Basketball team and the Swissvale/Braddock Football organization. Last year we were able to contribute $3,000.00 to Swissvale Rotary from our proceeds!

  Thank you for being involved!

  1 Miles Virtual Walk

  Pittsburgh, Pennsylvania, 15218, United States
  OpenStreetMap Google Maps
• America's Mile presented by VisitPITTSBURGH [americasmile.com] [Register at raceroster.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Fri, Jul 17, 2026 at 6:30 PM

  Description

  America’s Mile, where dreams are pursued, and personal bests are achieved, all set against the backdrop of Pittsburgh's stunning skyline.

  This is America's Mile,

  presented by VisitPITTSBURGH.

  Run

  Pittsburgh, Pennsylvania, 15218, United States
  OpenStreetMap Google Maps
• Kids of STEEL Track Day presented by Brooks Future Run [p3r.org] [Register at raceroster.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sat, Jul 25, 2026 at 8:00 AM

  Description

  ▼ Show more Show less

  Join us for Kids of STEEL Track Day presented by Brooks Future Run at the P3R Track & Field Complex, located at the RMU Island Sports Center (7600 Grand Avenue, Pittsburgh, PA, USA). This FREE youth...

  Join us for Kids of STEEL Track Day presented by Brooks Future Run at the P3R Track & Field Complex, located at the RMU Island Sports Center (7600 Grand Avenue, Pittsburgh, PA, USA). This FREE youth event is an opportunity for children ages 5-13 to have fun and test their skills on the track this summer!

  Participants will be divided by gender and age to allow for more competitive races. Inflatables and other fun activities will be set up on the infield for youth to enjoy either before or after they have competed.

  Schedule: Please arrive at the start line of your event 10 minutes before the start time listed below.

  8:00 AM – Registration/Check-In

  8:30 AM – 50M (untimed)

  9:00 AM – 800M

  9:25 AM – 100M

  10:00 AM – 1 Mile

  10:25 AM – 200M

  11:00 AM – 400M

  Subject to change*

  All individuals planning to participate in the event must register by Thursday, July 23 at 11:59 PM.

  Kids Run Track

  7600 Grand Avenue, Pittsburgh, Pennsylvania, 15225, United States
  OpenStreetMap Google Maps
• Alina's Light Walk, Run & Family Fun 2026 [runsignup.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sat, Jul 25, 2026 at 9:00 AM

  Description

  ▼ Show more Show less

  7th ANNUAL ALINA’S LIGHT WALK, RUN & FAMILY FUN 2026

  Please join us for a 5k walk/run and a fun family community event held every year to honor Alina and other victims of domestic violence.

  EVENT...

  7th ANNUAL ALINA’S LIGHT WALK, RUN & FAMILY FUN 2026

  Please join us for a 5k walk/run and a fun family community event held every year to honor Alina and other victims of domestic violence.

  EVENT DETAILS

  Date: July 25th, 2026

  Location: Settler’s Cabin Park – 608 Ridge Road, Pittsburgh, PA 15205

  Registration: 7:00AM – 8:30AM

  Event: 8:00AM – 3:00PM (WALK/RUN BEGINS AT 9AM)

  EVENT COST

  Adults: $40 (Includes everything listed below)

  Children 6-12: $20 (Includes food voucher, ice cream, all activities, t-shirt, bracelet)

  Children 5 & Under: Free (Includes food voucher, ice cream, and all activities)

  Fees Include:

  Shirt, Bracelet, Food Voucher, All Activities

  • Awards for Runners

  • Trackless Train Rides

  • Bounce House

  • Face Painting

  • Petting Zoo

  • DJ/Music

  • Food/Ice Cream/Beverages

  • Beer Garden (valid ID needed)

  • Dove Release

  VIRTUAL EVENT COST

  All Ages: $25

  Event bag with your T-Shirt and other goodies will be mailed to you prior to event. Walkers/runners are able to participate in 7th ANNUAL ALINA’S LIGHT WALK, RUN & FAMILY FUN if they cannot physically run together.

  5k Run Virtual Walk

  608 Ridge Road, Pittsburgh, Pennsylvania, 15205, United States
  OpenStreetMap Google Maps
• Connecting Champions Memorial Run for Vic 2026 [connectingchampions.org] [Register at runsignup.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sun, Jul 26, 2026 at 9:00 AM

  Description

  ▼ Show more Show less

  The Connecting Champions Charity Run is held in memory of Victoria Ondo-Burnfin, who was a Connecting Champions intern and mentor. Victoria was a source of inspiration–teaching us to chase our dreams...

  The Connecting Champions Charity Run is held in memory of Victoria Ondo-Burnfin, who was a Connecting Champions intern and mentor. Victoria was a source of inspiration–teaching us to chase our dreams and not let anything, even cancer, hold us back. We’re humbled and grateful for the opportunity to honor Victoria’s memory through the smiles on our participants’ faces and the hope in their eyes. #TeamVic

  Note: Register by 7/2 to receive a race shirt. Registrations after 7/2 will NOT receive a shirt.

  3.2 Miles Run

  Three Rivers Heritage Trail, Pittsburgh, Pennsylvania, 15212, United States
  OpenStreetMap Google Maps
• Brookline Breeze 5K Run & Fitness Walk [brooklinetogether.org] [Register at runsignup.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sat, Aug 08, 2026 at 8:30 AM

  Description

  ▼ Show more Show less

  The Brookline Breeze is a challenging 5K fitness run/walk on the rolling hills of Brookline, a neighborhood located in the South Hills of Pittsburgh, Pennsylvania. The 5K course takes runners and...

  The Brookline Breeze is a challenging 5K fitness run/walk on the rolling hills of Brookline, a neighborhood located in the South Hills of Pittsburgh, Pennsylvania. The 5K course takes runners and walkers from Brookline Memorial Park to the city border with Dormont and back again. The 3.1 mile route follows Brookline Boulevard to Pioneer Avenue, then turns left and proceeds to a turn-around near West Liberty Avenue, then back again.

  Breeze Day fun begins at 7:30am with packet pickup and pre-race registrations. The first event of the morning is the One-Mile Mini-Breeze for the young ones, followed by the One-mile Dog Walk. The Mini-Breeze course is laid out around the perimeter of Brookline Memorial Park. Then, at 9:00am, it's time for the main event, the 5K run/walk.

  1 Miles 5k Run Walk

  1400 Oakridge Street, Pittsburgh, Pennsylvania, 15226, United States
  OpenStreetMap Google Maps
• Three Rivers Marathon Swim [darren-miller.com] [Register at ultrasignup.com] - Facebook - Instagram
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sat, Aug 29, 2026 at 7:00 AM

  30k Marathon Swim

  Point State Park, Pittsburgh, Pennsylvania, United States
  OpenStreetMap Google Maps
• Fox Chapel 5k & 1 Mile Fun Run [foxchapel5k.com] [Register at runsignup.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sun, Aug 30, 2026 at 7:30 AM

  Description

  ▼ Show more Show less

  The Fox Chapel 5K and Family Mile returns Sunday, August 30, 2026, and this year we're back on the original course through Fox Chapel Borough. Whether you're chasing a PR or crossing the finish line...

  The Fox Chapel 5K and Family Mile returns Sunday, August 30, 2026, and this year we're back on the original course through Fox Chapel Borough. Whether you're chasing a PR or crossing the finish line for the first time, there's a race for you.

  Every finisher receives a medal. T-shirts are available as an add-on at registration while supplies last. Early bird pricing is available through April 30.

  Proudly sponsored by UPMC St. Margaret.

  1 Miles 5k Fun Run Run

  Pittsburgh, Pennsylvania, 15218, United States
  OpenStreetMap Google Maps
• Fineview Step Challenge [runsignup.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sat, Oct 03, 2026 at 8:30 AM

  Description

  ▼ Show more Show less

  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...

  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.

  2 Miles 5 Miles Run Trail

  Fineview Overlook On Catoma Street, Pittsburgh, Pennsylvania, 15214, United States
  OpenStreetMap Google Maps
• LECOM Costume Caper 5k Family Fun Run/Walk [runsignup.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sat, Oct 17, 2026 at 8:00 AM

  Description

  ▼ Show more Show less

  Last Day to guarantee your shirt size is Sept 27th. After that first come first to get the shirts !!

  Register NOW for the LECOM Costume Caper 5K Family Fun Run/Walk... Part of the famous Pittsburgh...

  Last Day to guarantee your shirt size is Sept 27th. After that first come first to get the shirts !!

  Register NOW for the LECOM Costume Caper 5K Family Fun Run/Walk... Part of the famous Pittsburgh Monster Pumpkins Festival!

  Proceeds support deserving medical students training to brave the front-lines everywhere.

  Young and old…avid racers or exercise trotters, or just plain scenic strollers…and where all participants are encouraged to disguise themselves in their favorite Halloween-themed getups! Why? Because fantastic giveaways await clever, cute and cool costume wearers: scariest, funniest and most original. Shy about donning a costume? We understand…everyone’s a winner really, so take comfort knowing each participant receives medals and some cool race bling regardless.

  All participants receive the unique "Jumbo Jack" pumpkin medal and other cool swag...separate category awards too for those who come in costume and disguise...So Don't Wait!

  Race will be timed by Miles of Smiles Timing complete with a disposable chip on the bib number.

  5k Fun Run Run Walk

  Pittsburgh, Pennsylvania, 15222, United States
  OpenStreetMap Google Maps
• 4th-Annual Raible Run to Remember [runsignup.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sat, Oct 24, 2026 at 9:00 AM

  Description

  ▼ Show more Show less

  Welcome to Steel City NROTC's 4th-Annual Lieutenant Colonel Christopher "Otis" Raible Run to Remember! The mission of this event is to ensure that LtCol Raible is not forgotten by the community that...

  Welcome to Steel City NROTC's 4th-Annual Lieutenant Colonel Christopher "Otis" Raible Run to Remember! The mission of this event is to ensure that LtCol Raible is not forgotten by the community that he gave his life to protect through the promotion of community engagement, health and wellness, and patriotism and that his values of duty, bravery, and sacrifice are forever valued and emphasized.

  Exciting Features of This Year's Event:

  • Official event timing by Gingerbread Timing, a high-quality, veteran-owned, timing service located in Western PA with services including:

  • Fully automatic timing leveraging RFID-equipped runners' bibs

  • An LED-leaderboard at the finish line

  • Live results posted directly to this webpage

  • Virtual Participation

  • Participants wishing to support the Mission from afar will receive a private Strava Club invite where they will be able to compete with other participants from anywhere around the globe. We will provide instructions on how to create a Strava account if you do not already have one. If you do not wish to participate via Strava, please email [email protected] to receive further instructions after signing up.

  • Participants will be mailed an official event t-shirt

  • Virtual Participants can record their time anywhere, but need to run between November 7th and November 9th to be officially considered for the virtual competition

  • The top male and female virtual runners will be recognized and awarded!

  • What's New

  • A brand new event t-shirt design!

  • Race finishers can look forward to a new finisher medal at the finish line

  • An expanded lineup of food vendors for this year's event

  • Register before Oct 10th to get a t-shirt with registration

  • New Competition!

  • New this year! During the registration process, participants can make and join their own teams. The team that has the most participants registered by Race Day, November 8th, will win 500$!

  • For ROTC and JROTC Units

  • This year, we’re introducing a new option for unit participation. Instead of individual registrations, units can register collectively for $75 and will receive a Commemorative LtCol Raible 5K paddle in recognition of their support.

  • Unit registration will be submitted as a 75$ registration fee through the race website. Please email [email protected] with your unit name and point of contact to confirm your participation.

  • Individuals who wish to receive a t-shirt and finisher medal may still register separately.

  • Additional unit-based prizes may be introduced depending on participation levels. Details to be announced.

  What Comes with a Registration?

  Registration includes an event t-shirt unique to this year, access to the participant village, pre- and post-race snacks, and more! The participant village will be filled with games, raffles, and prizes so be sure to show up ready to have fun and support a great cause. After the race, not only will the winners be announced and prizes distributed, but there will also be a ceremony to honor LtCol Raible, so please feel free to stay for the whole time no matter if you win or lose. [NOTE that participants must sign up before October 10th in order to be guaranteed to receive a shirt in their desired size. All participants who sign up after this date are not guaranteed a shirt (or for it to be in their size if they do receive one).]

  3.1 Miles Run Virtual

  1 Overlook Drive, Pittsburgh, Pennsylvania, 15217, United States
  OpenStreetMap Google Maps
• Last Trail Standing - 50K, 25K, 8 Miler, 5K [runsignup.com]
  • Subscribe to My Calendar (sign in required)

  • ---

  • Download single event

  Sat, Nov 14, 2026 at 8:30 AM

  Description

  ▼ Show more Show less

  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...

  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.

  3.1 Miles 5k 8 Miles 15.5 Miles 25k 31 Miles 50k Run Trail

  608 Ridge Road, Pittsburgh, Pennsylvania, 15205, United States
  OpenStreetMap Google Maps

Local Clubs & Organizations