Trail Running calendar near Greenville 2025-2026

Join the Ugly Sweater 5K at Helicon Brewing in Oakdale for a festive flat out and back on the Panhandle Trail, plus a 1 mile fun walk. Finishers get medals and the first 150 5K registrants score a free ugly Christmas hat.

Ring in 2026 with a 5K or 1 mile family fun walk along the flat Panhandle Trail in Oakdale, PA. Enjoy age group awards, a pacer to help hit target times, and a commemorative mug for the first 150 registrants.

Winterfells Challenge is a January Strava event where runners score points for miles and climbs. Pick the 13 mile Full with six climbs or the hill focused 6 mile Mini and compete on the leaderboard. Frozen Goat Challenge on February 7 invi..

Winterfells Challenge is a January Strava event where runners score points for miles and climbs. Pick the 13 mile Full with six climbs or the hill focused 6 mile Mini and compete on the leaderboard. Frozen Goat Challenge on February 7 invi..

Hit the trails for Dirty Love in North Chagrin Reservation, Willoughby Hills. Run or hike an 8k or 15k loop, warm up by the fireplace with hot chocolate, grab finisher swag, and support Cleveland Metroparks trails.

Warm up at Cabin Fever Trail Race in Richfield with 5k and 5 mile runs or rucks, plus a s'more station, beer garden, and great swag. Proceeds support the local park and there are awards for runners and ruckers.

Tackle a 4 mile winter trail through scenic Asbury Woods and choose to run, walk, or snowshoe the course. Warm up with chili and local beer in the barn and enjoy a friendly low key post race vibe as part of the Into the Woods series.

Run the Olde Girdled Grit Trail Run in Concord Township on February 28, 2026, with a scenic trail half marathon or a team relay option. Half marathon finishers receive a medal and a quarter zip plus soup and a sandwich to refuel and celebra..

Take on a 30K(ish) urban foot race across Pittsburghs Northside, conquering about 50 city staircases through multiple neighborhoods. Entry is free and donations help fund the nonprofit race and Riverview Park programs.

Buzzard Day is a rugged trail race through Hinckley Reservation's roots rocks and climbs, offering 25k 50k and 100k options on March 14 2026. Enjoy marked loops, weekend camping, and support Run To Share with your entry.

Get Lucky 50/50 is a scenic out and back trail ultrarun along the Ohio Erie Canal Towpath in Canal Fulton, Ohio on Mar 21, 2026. Choose from 25K, 50K or 50 miles, enjoy aid stations and a finisher medal plus a 50 50 cash drawing for entrant..

Run or hike through the tree lined single track known as Little Oregon in Cleveland Metroparks on March 21. Choose from 13K and 5K courses, ruck options and a kids fun run, with chip timing, hoodies and wooden awards for top finishers.

Soles for Songs 5K in Oakdale, PA supports the South Hills Children’s Choir scholarship fund. Run a scenic out and back on the Panhandle rail trail from Helicon Brewing, then enjoy refreshments and community spirit.

Get muddy on scenic trails at Flirt with Dirt 10k and Half Marathon in Brecksville Reservation. Choose the 10k or half, enjoy a finisher medal and pick swag, and support Cleveland Metroparks trails while racing through beautiful woods.

Experience Tapped For Sap 25k+ in Beaver Falls, a unique roughly 16 mile loop through Brady's Run Park with runnable trails and rolling hills. Maple syrup shot stations and pancakes at the finish add charm to this Trail Sisters Approved spr..

Take on the Outrun 24 Hour Trail Race in scenic Chapin Forest, looping a roughly 1 mile trail for up to 24 hours on rolling limestone and dirt. Live chip timing with medals and buckles for big milestones.

Celebrate spring at Goodell Gardens in Edinboro on May 2 with the 5th Tree Hugger Trail Run, a scenic 5K plus a kids race. Expect woodland paths, on site art, memorable natural awards and proceeds that support the public garden.

Take on the Glacier Ridge Ultramarathon at Moraine State Park with 50 mile, 50 mile relay, 50K and 20 mile options on scenic out and back trails. Enjoy aid stations, finisher medallions and trophies; register by May 7.

Run scenic trails at Drake Well Museum and Oil Creek State Park with 5 mile, 13 mile, or stacked 18 mile options. Proceeds support Friends of Drake Well and entries include a race T shirt.

Tackle winding single track trails and gravel roads around Brady's Run Lake at the Rabid Raccoon 100 in Beaver Falls, PA. Multiple distances from 5k to 100 miles plus a night half, with beer and coffee for finishers.