Trail Running calendar near Wheeling 2026-2027

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..

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.

Experience the trails of Mountwood Park in Waverly West Virginia. Participants can choose between a half marathon or 5K distance through scenic forest terrain with awards for top finishers across multiple age categories.

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 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.

Trail races at Freedom Hills in Sugarcreek on September 25 feature a 10K, 5K and Kid's Run with on-site food and a packet pickup the day before. A separate Ultimate Challenger endurance event follows the next day.

Two mile obstacle run at Alameda Park on September 26, 2026 featuring twenty two obstacles including a mud pit, foam run and car wash. Proceeds support local Butler Area School District programs.

A 104-mile out-and-back trail race near Export, PA, covering Westmoreland Heritage and West Penn trails with 7,392 ft gain and staffed aid stations.

A field and trail running event in Millersburg, Ohio on 10/03/2026 featuring a 5k and a 0.5 mile timed kids run, held the same day as Charm Days with food, a pony parade, auctions and local sales.

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.

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 chip timed 5k run and walk at Thistlethwaite Vineyards on October 3, 2026, featuring a two loop cross country course and a finish line pour of wine. The event includes race swag, age group awards, and supports the Humane Society of Greene..

WQMX 5KAY is the 8th annual 5K run with a one mile walk option at Rufener Hilltop Farms in Mogadore on October 3, 2026. Net proceeds support WQMX Bosom Buddies and age group medals are awarded.

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.

A community HalloWin event at Boettler Park with a two-lap 5K and a 1 Mile fun run, costumes and candy, $2,000 in prizes, and proceeds supporting The Debbie Rayl Kindness for Kids Program.

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.

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.