Trail Running calendar near Webster 2025-2026

Run or walk the Batavia Turkey Trot 5K on Thanksgiving Day and support Crossroads House. Family and stroller friendly with costume prizes, hot drinks and snacks after the race.

Celebrate Thanksgiving at the Gratitude Run held at Rochester Rotary Sunshine Camp with a family friendly 5K, 1 mile, kids dash and virtual options. Run scenic camp trails and support Sunshine Camp programs for children with disabilities.

Tackle rugged trails and steep climbs at the 0 Degree Winter Trail Festival in Pittsford, NY, a fundraiser supporting local trail projects. Choose 5, 10 or 15 mile routes for a cold season trail challenge with grit and scenic views.

Tackle about 9 miles of scenic but often icy and technical trails in Highland Forest, Fabius, then enjoy an all you can eat pancake breakfast at Skyline Lodge. Shortcuts make this a fun, flexible winter outing for runners and families.

Start the season with Frozen Assets, a scenic 10k winter trail loop at Harriet Hollister Spencer State Recreation Area that often runs through snow. Carry your own water and enjoy warm cider at the finish.

Take on a crisp winter trail at Gannett Hill in Naples, NY with 4, 8 or 12 mile options around a scenic 4 mile loop. Warm up afterward in the heated lodge with pancakes, hot drinks and a cozy fireside finish.

Old Man Winter Trail Race at Marjim Manor in Appleton NY on Jan 24, 2026 invites runners to a scenic 3.2 mile loop through orchard and farm trails. Register early for an embroidered hat and enjoy chip timing and on site race gifts.

The Stone Wall is a snowshoe race in Winona on January 25 offering 5K family friendly and 10K challenging forest courses. Expect wooded trails, stone walls, creeks and steep terrain, plus post race refreshments and limited loaner snowshoes.

Run Devil's Shadow Winter Trail Races at Mendon Ponds Park on January 31 2026 with 50k 25k and 5 mile loops around the Devil's Bathtub. Hopkins Point Lodge provides a warm aid station and post race treats while Common Ground Series swag awa..

Enjoy a chip timed 5K through vineyard and orchard trails at Three Brothers Wineries in Geneva, NY. Celebrate at the finish with cider, a homemade donut and a medal in a fun family friendly race.

English's Ridge Rumble returns April 18, 2026 at Green Lakes State Park with 50 km, 20 mile and 10 mile options on scenic but challenging trails. Expect varied surfaces, technical sections, open fields, and about 1,300 ft of climbing.

Tackle rugged ski slopes at DENFIT ULTRA in Colden NY with 50k or 100k options on a challenging 10k loop. Expect notable climbs, possible snow and natural obstacles. Headlamps are required and basecamp tents, food and big finisher medals aw..

Medved Madness Trail Races at Mendon Ponds Park offer long and short courses plus a Kids K on scenic spring trails. Participants receive a gender specific tech shirt and are invited to a lively barbecue to celebrate the day.

The First Hour : event details The First Hour is the first event in the Happy Hour Friday Night Series. It takes place on May 15, 2026, at Goodrich-Loomis Conservation Area in Castleton, Ontario. The event is organized by Dirty Soles Trail..

Run through Letchworth State Park at the Sehgahunda weekend with a 26.3 mile trail marathon, relay teams, 5K, 10K, 15K and a 72 km all weekend challenge. Scenic gorge views, stocked aid stations and great finisher swag await.

Run the Sand to Serengeti at Green Lakes State Park and choose a scenic 10 mile beach to field route or a breezy 3 mile lake loop. Enjoy well marked trails, race day photos, finisher swag, and local community support.

Run among the waterfalls at Letchworth State Park on May 17 with 5K, 10K, or 15K routes starting and finishing at the Parade Grounds. Enjoy hilly, scenic out and back courses with sweeping Genesee River views and post race refreshments.

Cayuga Trails in Ithaca NY on May 30 threads epic singletrack through gorges, waterfalls and historic stone stairs with big climbs. Pick a 50 mile or 50K route and enjoy stocked aid stations, drop bag support, local post race food and a fin..

Tackle scenic singletrack in Robert H Treman State Park at Lucifer's Crossing. Choose 5K, 10K or a half marathon with a rolling rim trail climb, gorge descents and historic stone staircase for challenging, unforgettable views.

Join YMCA Race Weekend at scenic Green Lakes State Park June 13 to 14 for multisport races, an 8K trail run through forests and meadows, and a Kids Fun Run on the beach. Proceeds support YMCA community programs.