Trail Running calendar near Canandaigua 2025-2026

We have found 49 Trailruns within 80 miles of Canandaigua. See below where and when you can find the races.

Rob's Trail Fest is a fall trail-running event in Hemlock, NY, at the south end of Canadice Lake, on Oct 11, 2025. It features three distances: Marathon, 15K, and 5K. The course mixes single-track, gravel, and a small amount of paved surfaces, including two 800-foot climbs on the marathon and a fast..

The Ives Run Trail Challenge is a 4-mile trail race held at the Ives Run Recreation Area in Tioga, Pennsylvania. The course features varied terrain, offering a technical yet approachable route for runners of different abilities. This annual event occurs on Saturday, October 11, 2025, at the Stephenh..

Green Monster Trail Challenge in Wellsboro, PA, in the Tioga State Forest north of PA Grand Canyon, offers 15K, 25K and 50K options for runners and hikers. The course features rolling single-track, steep ascents, numerous stream crossings and technical descents through rugged mountain terrain. Eleva..

The Sunshine Camp Trail Mix & Beer Fest is an annual 5K trail race held at Rochester Rotary Sunshine Camp in Rush, New York. This event supports children and young adults with disabilities by benefiting a fully accessible summer camp on 157 private acres. The course features a mix of paved sidewalks..

Many Lite in Castile, NY, is a Trails Roc and Rochester Running Company collaboration held at Letchworth State Park—the Grand Canyon of the East. The event offers a 20-mile run and a 20-mile hike along a gorge-lined course featuring waterfalls, overlooks, and peak fall foliage along the Genesee Rive..

The Hunt Hollow Colorfest 5K is a unique and challenging mountain run held in Naples, New York, hosted by the Hunt Hollow Ski Club in partnership with Medved. The course features significant elevation gains and losses, offering a distinctive experience for runners, walkers, and hikers of all levels...

The Run For Your Life 5K is a unique night trail race held in Batavia, NY, featuring a spooky, haunted course designed to thrill participants. Runners navigate the dark trail guided only by required headlamps and scattered LED lights, encountering eerie scenes and horror-themed characters that add s..

Mendon Trail Run, hosted by the Rochester Orienteering Club, is a multi-distance trail run held in Mendon Ponds Park, Stewart Lodge area (Pittsford, NY). Since 1994, it offers 10K, 20K, 30K, and 50K distances on the park’s east side. The course is a single 10K loop of trails and grassy fields, fully..

November 2025

Christ Church 5K Trail Run is a free, community-oriented 5K on the Christ Church trail in Wellsboro, Pennsylvania. Hosted by Christ Church, the event invites people to walk or run the trail on Saturday, November 1, 2025, at 12880 RT 6. The atmosphere is welcoming and family-friendly, emphasizing par..

Dirt Cheap Stage Race, presented by Fleet Feet Rochester and YellowJacket Racing, is a three-day trail-running stage race in Mendon Ponds Park near Rochester, NY. Participants can tackle one, two, or all three stages: Stage 1 is a 3-mile trail time trial on Pond Road; Stage 2 covers 5.5 miles at Dev..

Clear Path 5k Trail Run takes place at the Clear Path for Veterans campus in Chittenango, New York. This 3rd annual Veterans Day event offers a beginner-friendly 5k trail on campus with peaceful, scenic trails and views from Oswego to the Adirondack foothills. Proceeds support Clear Path’s mission t..

The Batavia Turkey Trot is a festive 5K run held in Batavia, NY, on Thanksgiving Day. This family- and stroller-friendly event welcomes runners, joggers, and walkers of all levels, encouraging participants to don costumes for added fun. The course offers a scenic morning run through Batavia, creatin..

Gratitude Run, hosted by Olivia Bethmann Fitness, takes place at the Rochester Rotary Sunshine Camp in Rush, NY (Sunshine Camp, 809 5 Points Rd). In its third year, the event features a 5K Trail Run & Walk (paved road, trails, grass), a 1 Mile Run & Walk on a paved road, and a free 50-meter Kids Das..

December 2025

0 Degree Winter Trail Festival is a winter trail running event in Pittsford, New York, at 154 Park Road. The festival offers three winter courses: 15 miles, 10 miles, and 5 miles, providing options for different skill levels on snow-friendly trails. The page indicates the event functions as a fundra..

January 2026

The Frozen Assets Endurance Run is a winter trail race held at Harriet Hollister Spencer State Recreation Area in Springwater, NY. Scheduled for January 3, 2026, the event features an approximately 10k loop course primarily on winding single-track trails originally blazed for mountain biking. Partic..

Mrs. McCormick's Ice House is a winter trail race held at Ontario County Park at Gannett Hill near Naples, NY. Race headquarters are at Wilson Lodge, a heated facility with real bathrooms.Runners can tackle a 4-mile loop once or twice for 4 or 8 miles. The course covers favored park sections and may..

The Devil's Shadow Winter Trail Races take place at Mendon Ponds Park in Honeoye Falls, NY, featuring 5-mile, 25k, and 50k distances. The event is part of the Common Ground Winter Trail Series, promoting winter trail running and community spirit. The course is a roughly 5.1-mile loop around Devil's..

April 2026

English's Ridge Rumble, hosted by Salt City Trail Racing in partnership with Green Lakes State Park in Fayetteville, NY, is the opening trail race of the season. The event offers three distances: 50km, 20 miles, and 10 miles, centered on Green Lakes' terrain. The course features a 10-mile loop with..

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May 2026

Medved Madness Trail Races are held at Mendon Ponds Park, Stewart Lodge, in Honeoye Falls, New York. The event offers two trail distances: a Long Course around 13 miles and a Short Course around 5 miles, both run on a course that is set on race day and can change with trail conditions. There is one..

Sand to Serengeti is a two-distance trail race at Green Lakes State Park in Fayetteville, New York. The event offers a 10-mile trail run and a 3-mile trail run. The 10-mile course starts at the sandy beach and winds through Round Lake’s trails, climbs toward the Serengeti nickname, loops along the p..