Trail Running calendar near Cortland 2025-2026

We have found 32 Trailruns within 80 miles of Cortland. See below where and when you can find the races.

Join the 0 Degree Winter Trail Festival in Pittsford NY on Dec 13 for a chilly day of trail racing to raise funds for local trail projects. Choose 15, 10 or 5 mile courses that tackle the notorious Hell on Roots climb and Ski Hill Climb.

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.

January 2026

Brave snowy single track and winding trails at Harriet Hollister Spencer State Recreation Area in a scenic winter 10k loop. Bring traction friendly shoes and water, then warm up and unwind with fellow runners at a nearby brewery after the r..

Run winter trails at Ontario County Park on a roughly 4 mile loop with 4, 8 or 12 mile options and likely snow, so bring traction footwear. Warm up at heated Wilson Lodge with pancakes, hot drinks and post race snacks.

Join Pond Fest Winter Trail Runs and Snowshoe at Chenango Valley State Park during the Pond Festival for scenic looped trails from 10k to 50k and a kids race. Crowds and aid at the start and finish make for a lively, supportive day.

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.

Embrace winter trails at Mendon Ponds Park on January 31, 2026 at Devil's Shadow Winter Trail Races, with 5 mile, new 25k, and 50k looped courses around the Devil's Bathtub. Cozy lodge aid station and friendly series vibes for all paces.

February 2026

Try the Fire and Ice Winter Run at Gilbert Lake State Park for scenic snowy loops on forest, gravel and road with options for 10K, 25K or 50K and snowshoes welcome. Warm aid, coffee and fireplaces at the Briggs cabin and proceeds support a..

April 2026

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. Choose 50 km, 20 Miler, or 10 Miler on a scenic, technical loop with roots, rocks and roughly 1,300 feet of climb. USATF sanctioned.

UTMB Index
May 2026

Join the 19th Annual Medved Madness Trail Races on May 3, 2026 at Mendon Ponds Park in Honeoye Falls NY for scenic trail running. Choose about 13 mile or 5 mile courses or a kids run, then relax with a post race barbecue and a technical shi..

Test your legs on rugged trails and sweeping Susquehanna views at the Miller Mountain Trail Challenge in Tunkhannock, PA, with 25K run or hike and 5 Mile options featuring steep climbs and rocky descents. Finishers get custom swag, a finish..

Take on Greek Peak UltraTrax in Cortland NY on May 9, 2026, with 1 to 4 loops of a rugged 7 mile course offering about 1,480 ft of climb per loop. Enjoy shaded single track, sweeping Finger Lakes foothill views, timed support, aid stations,..

Sand to Serengeti offers scenic trail runs at Green Lakes State Park, starting on the sandy beach and climbing to the Serengeti high section. Run 10 miles or 3 miles and support Safe Space Organization's peer to peer mental health work.

Run Cayuga Trails on May 30, 2026, through Ithaca gorges, waterfalls and historic stone stairs with wild singletrack underfoot. Choose a 50 mile or 50K challenge for a scenic, rugged ultramarathon experience.

Lucifer's Crossing at Robert Treman State Park in Ithaca is a scenic, rugged trail race through forest, gorge and historic stone stairs. Choose 5K, 10K or half for a challenging run with post race food and shirts for early registrants.

June 2026

Hit the trails at Frost Town Trail Fest in Naples NY on June 6, 2026 with 25k and 10k races plus a 3k fun run for kids. Scenic Bristol Hills routes, aid stations, and proceeds support environmental education at Cumming Nature Center.

Join YMCA Race Weekend at scenic Green Lakes State Park for multisport and trail races including triathlon, aquabike, 8K and kids fun run. Compete, enjoy the lakefront trails and support YMCA programs that help the community.

Enjoy a scenic 5K through Sheldrake Point Winery vineyard with Cayuga Lake views, then relax with live music, a food truck and a complimentary glass for participants 21 and over. Finishers get a tech shirt and a souvenir stemless wine glass..

July 2026

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