Trail Running calendar near Pittsburgh 2026-2027

Trail races in Montour Woods Conservation Area offering Half Marathon, 20 Mile and 50K on twisty singletrack with significant elevation and regular aid stations. Proceeds benefit Hollow Oak Land Trust.

Enjoy a scenic out and back 5k run or walk along the Stonycreek River on the Jim Mayer Riverswalk Trail. This family friendly event in Johnstown supports the local trail network and offers free entry for youth participants.

A 24 hour loop challenge at Moraine State Park featuring nearly perfect 10K laps on Pleasant Valley Hilltop and Sunken Garden trails. Each loop is about 6.2 miles with roughly 723 feet of vertical gain and on course aid stations.

Experience a scenic single track race through Mill Creek Park featuring waterfalls and historic landmarks. Choose between a 25K or 50K distance on a well marked course with an enthusiastic finish line celebration.

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.

The Green Mile Loop Challenge on September 12, 2026 returns for its 10th edition. Runners have six hours to complete as many roughly 2 mile shaded singletrack loops as they want, each with about 300 feet of climb.

Run through the forested trails of West Branch State Park on the newly designated Buckeye State Trail section. Choose between a full marathon half marathon or 10k while exploring oak forests and lakefront views in Ohio.

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 m..

A point to point ultramarathon on the Laurel Highlands Hiking Trail from Mile 46 to Mile 0 near Ohiopyle. Features a 50 mile individual race and a five person relay with multiple stocked aid stations and designated crew access points.

A 104 mile out and back trail event in western Pennsylvania crossing the Westmoreland Heritage Trail, West Penn Trail and several park preserves, with 7,392 ft of gain, multiple aid stations, and a 32 hour cut off.

Experience the RAF Trail Race Series at Coopers Rock State Park with distances from 5K to 50K. Support a meaningful cause while enjoying looping trail courses and a vibrant community atmosphere in West Virginia.

A multi-event trail day at Duman Lake County Park on October 3, 2026 featuring a marathon, 15 mile race, several 5k options including an AWD division, a novelty 0.0k, and a casual 26.2 mile group bike ride.

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 pro..

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.

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.

A Halloween nighttime 5-mile out-and-back on the Ghosttown Trail in Vintondale, PA, held October 31, 2026. The closed-course event requires personal lighting, uses chip timing, includes one water stop, awards by age groups, and has a 1 hour..

A trail race day at Raccoon Creek State Park on 11 July 2026, featuring distances from 1 mile to 50K, aid stations on longer routes, and fundraising in support of a veteran community care organization.

A multi-distance trail event in Settlers Cabin Park using a 7.75 mile segment run both ways to form a 15.5 mile loop. Routes are almost entirely wooded trail and include aid stations, crew access for the 50K, and finisher medals.

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.