Trail Running calendar near Glenwood 2025-2026

We have found 27 Trailruns within 80 miles of Glenwood. See below where and when you can find the races.

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.

Shake off winter with the Old Man Winter Trail Race at Marjim Manor, a scenic 3.2 miles through winery grounds and apple orchards on January 24, 2026. Register by Jan 16 for a special embroidered hat, chip timing, finish photos, and awards.

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.

April 2026

Run scenic rail trail through Dundas Valley Conservation Area with 5, 10, 25, and 50 km options. Chip timing, finisher medals, and a charity fundraiser for Melanoma Canada make this spring race a community friendly challenge.

May 2026

DENFIT ULTRA at Buffalo Ski Center is a 10 km ski slope loop with 50k or 100k options, offering big elevation and possible snow. Parts are unlit so headlamps are required and finishers earn medals and custom spears.

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..

Run Letchworth State Park's dramatic gorge at the Sehgahunda weekend, with distances from 5K and relays to a two day 72K. Cup free aid stations, post race food, event shirts and unique finisher items await.

Take on the Susquehannock Trail Ultra in Coudersport PA on May 16, 2026, an 83 mile single track challenge with over 14,000 ft of climbing. Rugged navigation and remote aid stations make this a true endurance test with a 36 hour cutoff.

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.

Sulphur Springs Trail Race in Dundas Valley, Hamilton on May 23 and 24 offers looped 20K terrain with distances from 10K to 100 miles plus team relays. Rugged trails, big climbs, and crew access make for a classic spring ultra.

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.

Run Many On The Genny at Letchworth State Park on June 20, 2026, a scenic yet rugged 45 mile trail ultra with relay and women's only options. Gorge views, steep climbs, and grassroots aid stations await; registration opens January 1, 2026.

Celebrate the solstice at Marydale Park on June 20, 2026 with the Sunburn Solstice Trail Run, a time based 15:23 challenge on scenic 3.7 km loops through trees and fields. Solo runners or teams up to five earn a finisher medal and tee.

Join RHSC's Super Hear O 5K and Family Fun Day for a 5K run or one mile walk supporting communication for children with special needs. Family fun with free kids under 12 and team fundraising options.

July 2026

Run the High Tor Trail Marathon in Naples NY, starting and ending at Naples Community Park. Choose the half marathon or repeat the loop for the full and tackle scenic Finger Lakes Trail climbs and wooded descents.

The Webster Trail Classic in Webster, New York was scheduled for July 25, 2026 with a scenic 10 mile, a 3.5 mile and a kids one mile through wooded single track, fields and bridges. This event has been cancelled.

Experience the Mighty Mosquito Trail Fest on July 25 to 26 at Mendon Ponds with two days of trails from short races to ultras and relays and camping nearby. Proceeds support the Blue Foundation and a welcoming community vibe.

Tally in the Valley returns to Dundas Valley in Hamilton on July 25 and 26, with scenic 7 km loops through Carolinian forest. Choose from 7 km, 21 km, 100 miles and 6 12 and 24 hour events, with La Sportiva demos and giveaways.

August 2026

Rugged 100K through Bristol Hills Branch near Naples NY, mostly single track and very technical, with a 20 hour cutoff. Finishers earn UTMB 4 points and sub 20 hour runners qualify for Western States.