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Trail Running Calendar near Aspinwall 2026-2027

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Explore the top trail runs near Aspinwall for 2026-2027! We've gathered 26 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
A point to point 50 mile ultramarathon on the Baker Trail in Vowinckel PA with individual and relay options and a fourteen hour cutoff for finishers.
A community road event on August 30, 2026 at McCahill Park in Pittsburgh with a 5K and a 1 Mile race; every finisher receives a medal and t-shirts are available as an add-on.
September 2026
A family friendly 5K mud run at Switchback MX on Sep 5, 2026 with obstacles, mud pits, pre and after parties, packet pickup, and spectator access.
Trail races of 13.1 miles, 20 miles, and 50K through Montour Woods with aid stations, finisher medals, and proceeds to Hollow Oak Land Trust.
A 5K run and a 5K walk along the Gap Trail in West Newton, PA on 09/12/2026, held as part of the town's river festival with food, crafts, games, live music and fireworks.
A six hour loop challenge on shaded single track trails in North Park near Deer Browse 2 Pavilion in Allison Park PA. Runners complete as many 2 mile loops as they wish, earn a raffle ticket per loop, and top male and female loopers receive awards.
A Hawaiian themed 5K obstacle race at Allegheny RiverTrail Park in Aspinwall that raises funds for The Stanley M. Marks Blood Cancer Research Fund and Lending Hearts. Teams carry a pineapple through the course and a luau follows with live music, food..
A community 5K run and walk in Leechburg that follows mixed pavement and trail and crosses the Kiskiminetas River. Proceeds benefit The Breast Cancer Research Foundation.
Eighth Annual Tuff Tornado Run at Alameda Park is a two mile, 22 obstacle mud run with chip timing, food trucks, music, and fundraising for school programs.
October 2026
A 104 mile out and back trail race in Export, Pennsylvania with multiple aid stations, a 32 hour cut off, and pacers allowed after mile 62.
Fineview Step Challenge in Pittsburgh on October 3, 2026 features 2 mile and 5 mile courses that climb 12 public staircases with over 1,600 steps including a 371 step set on Rising Main Avenue. Proceeds support Fineview Citizens Council programming.
A six hour timed trail event at Brady's Run Park on a 2.1 mile loop featuring steep opening climbs, ridgeline single track and technical switchback descents. Open to solo runners and two person relay teams with awards for top finishers.
Experience a classic cross country race on the trails of North Park during the autumn foliage season. Enjoy 20k, 10k, and 5k distances featuring handmade bamboo medals and traditional folk dancing.
A community 5K run and walk on the Five Star Trail in Greensburg, PA, held October 10, 2026, with a mostly flat course and proceeds supporting a memorial scholarship fund for local Christian education.
Community race in Schenley Park with a 5 km adult course, 1 km kids loop, packet pickup, picnic, and a finishers' medal shaped like the republic.
Trail running event in Allison Park, PA on October 17, 2026 with 5 miles, 25K and a Little Monsters run over wooded, hilly trails and pace-grouped entries with separate fees.
5th Annual Preston Park run on October 18, 2026 in Butler PA featuring 5 km, 10 km and a 15 km challenge with awards and finisher items.
Experience a Halloween themed trail race through the scenic woods of North Park. Choose between the 6.66K or 13K distances and enjoy a festive atmosphere in Allison Park.
November 2026
Trail races at Settlers Cabin Park on November 14, 2026 offering 5K, 8 Mile, 25K and 50K distances on wooded trails with aid stations and memorial sections.
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.
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