Pittsburgh
Trail Running Calendar near Pittsburgh 2026-2027
Explore the top trail runs near Pittsburgh for 2026-2027! We've gathered 22 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Trail event in Allison Park, PA on October 17, 2026 featuring a 5 mile trail race and a free children's fun run for the event's 20th anniversary.
November 2026
A multi-distance trail event at Settlers Cabin Park offering wooded singletrack routes from 5K to 50K, with aid stations, crew access, timing, and finisher medals.
15th Annual Seneca Valley Cross Country Turkey Chase is a USATF-certified 5K at Graham Park with age-group awards and food donations collected for Armstrong's Breaking Bread Initiative.
December 2026
A holiday themed event in Oakdale with a flat out and back 5K on the Panhandle trail and an untimed 1 mile fun walk. Awards include finisher medals, top overall and age group prizes, with holiday merchandise while supplies last.
January 2027
A New Year event in Oakdale with a 5K run and 1 mile family walk on a flat crushed limestone out and back course.
April 2027
A family friendly endurance event in Allison Park with multi-loop ruck, run and walk options on 4.7 mile trails and a 2.2 mile pavement adaptive loop.
Looped trail races at Settlers Cabin Park on April 18, 2027 offering 50K, 25K, 8 Miler, and 5K over mostly wooded, technical trails.
A roughly 16-mile 25K+ trail loop at Brady's Run Park with aid stations, maple syrup shot stops, participant swag and a post race breakfast.
May 2027
A 6 hour trail challenge in Gibsonia where runners complete a 5K each hour; finish all six laps to earn the OUTLAST medal and a world leaderboard ranking.
June 2027
Multiple-day trail event at Brady's Run Park offering ultramarathon, relay, half marathon and 5K distances over single-track and gravel routes.
July 2027
Trail races in Murrysville, PA on July 11 2027 through Duff Park and Pleasant Valley Park with single track, water crossings and technical obstacles.
A shared trail event at Hillman State Park pairing simultaneous running and equestrian endurance races with half marathon, 50k, 50 mile and a new 50 mile relay option.
August 2027