Trail Running calendar near Pittsford 2025-2026

Event overview Devil's Shadow Winter Trail Races take place on January 31, 2026, at Mendon Ponds Park in Honeoye Falls, NY. The event is a winter trail running race held in the tradition of Cast a Shadow, but without a snowshoe option. New..

Run scenic single and double track at English's Ridge Rumble in Green Lakes State Park, a USATF sanctioned race offering 50 km, 20 Miler and 10 Miler distances. Expect rolling climbs, technical rock and root sections, and lakeside views.

ROCovery #OMAAT 24-Hour Run/Walk Challenge The event takes place April 18–19, 2026 at Fellows Road Park in Fairport, NY (499 Fellows Rd, Fairport, NY 14450). It is a 24-hour run/walk challenge that uses a looped course. The course is a one-..

Join the 19th Annual Medved Madness Trail Races at Mendon Ponds Park on May 3, 2026, featuring roughly 13 mile and 5 mile trail courses plus a kids K. Expect changing trails, a tech shirt, and a post race barbecue for all finishers.

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..

Sand to Serengeti is a trail-running event held at Green Lakes State Park in Fayetteville, New York. It offers two distances: a 10-mile trail run and a 3-mile option. The route starts on the sandy beach at Green Lakes, winds around Round La..

The Mills Miles - May 23, 2026 The Mills Miles is a Last Runner Standing format race held at Powder Mills Park in Pittsford, NY, with Race HQ at Powder Horn Lodge. The event uses a one-mile trail loop. Each loop is a mass start with a prede..

Cayuga Trails in Ithaca NY offers 50 mile and 50K trail ultramarathon courses through waterfalls, stone stairs, and rugged singletrack. Big climbs, plentiful aid, and post race food await while entries support local land trusts.

Lucifer’s Crossing is a trail running event held at Old Y Camp in Robert Treman State Park, Ithaca, NY. It offers three distances: a half marathon (13.2 miles), a 10K (~6.66 miles), and a 5K (3.3 miles). The course features scenic and flowi..

Test your grit at the Table Rock Trail Challenge, a Last One Standing looped trail race through Clark Reservation State Park near Syracuse. Repeat short laps until one runner remains, then celebrate with a post race cookout.

Boomerang Trail Run : Batawa, Ontario The Boomerang Trail Run is a looped trail event at Batawa Ski Hill, Ski Club Lane, Batawa, ON, Canada, held on June 13, 2026. The loop is about 7 km+ long. Participants choose how many loops to complete..

Join YMCA Race Weekend at Green Lakes State Park on June 13 and 14, 2026 for races around the blue green lakes. Choices from triathlon and aquabike to an 8K trail and kids fun run with proceeds helping YMCA community programs.

Run a scenic but challenging 45 mile trail ultra through Letchworth State Park's dramatic gorge, with sustained climbs, single track, footbridges and remote sections. Relay spots and a women's only category are available; registration opens..

RHSC's Super Hear-O 5K & Family Fun Day is an annual event held at Seneca Park - Wegman Lodge in Rochester, NY. It features a 5K road run/walk and a one-mile walk/roll/stroll, welcoming runners, walkers, rollers, and strollers of all ages...

Event details The Run the Vineyards - Sheldrake Point Winery 5K takes place on Sunday, June 28, 2026, in Ovid, NY. The event is held at Sheldrake Point Winery, 7448 County Road 153, Ovid, NY 14521. Entry for the listed 5K event is shown as..

Overview Parallel of Latitude 2025 is an 8-hour running event organized by the Finger Lakes Runners Club at Dryden Lake Park in Dryden, NY. The event uses a measured out-and-back course on the Jim Schug Trail. The course is described as fla..

Dark & Dirty Night Trail Run The event is a night trail run on Saturday, July 11, 2026, at Batawa Ski Hill, Ski Club Lane, Batawa, ON, Canada. Two distances are offered: 7 km 14 km Course and event details The trails are well marked a..

One More Hour : Event information One More Hour is the second event in the Happy Hour Friday Night Series, scheduled for July 24, 2026. The event takes place at Sugarbush Vineyards & Winery on Wilson Road in Hillier, Ontario. It is pres..

Discover scenic single track, meadows, bridges and old growth forest at the Webster Trail Classic on July 25, starting and finishing at Webster Park. Pick a 10 mile challenge, a 3.5 mile loop or a free 1 mile kids run.

Experience a multi day trail running weekend on July 25 and 26, 2026 at Mendon Ponds and Honeoye Falls, NY with distances from 10 miles to 100 miles, team relays, and camping at Stewart Lodge. All proceeds support the Blue Foundation, makin..