Trail Running calendar near Henrietta 2026-2027

Tackle snowy trails in Ontario County Park at Mrs. McCormick's Ice House, a winter trail race offering 4, 8 or 12 mile options on a scenic loop. Finish with pancakes, hot drinks and a cozy lodge atmosphere to warm up and celebrate.

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.

Experience a winter trail challenge on January 31, 2026 at Mendon Ponds Park, with a scenic loop around Devil's Bathtub and warm aid station comforts at Hopkins Point Lodge. Choose from 50k, 25k or 5 mile options as part of the Common Groun..

Beast of Burden Winter is a chilly ultramarathon in Lockport, NY with 25, 50 and 100 mile options on February 7, 2026. Run the scenic Erie Canal towpath where snow is possible and enjoy warming shelters and hot aid station fare.

Shake off winter with the Cabin Fever Trail Races at Webster Park, offering 5 and 10 mile trail loops through scenic, rolling terrain. Expect variable winter trail conditions, warm post race food, and a friendly community vibe.

Run or walk a chip timed 5K through scenic vineyards and orchards at Three Brothers Wineries and Estates. Enjoy a cider donut, shirt and a finisher medal that doubles as a bottle opener, with family friendly and virtual options.

Run a scenic 5K through trails and vineyards at Spring Lake Winery in Lockport on April 4, 2026. Enjoy finish line snacks, a keepsake wine glass, and post race food and drinks with live music and festivities.

Muddy Sneaker 20K invites runners to tackle rugged Finger Lakes trails near Canandaigua Lake. Expect steep climbs, natural obstacles and playful chaos in a gritty, scenic 20K with limited entries.

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.

Hit the trails at Medved Madness in Mendon Ponds Park with long, short and kids course options. Long and short finishers receive gender specific technical shirts and everyone can unwind at an after race barbecue.

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 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.

Run through Letchworth State Park at the Vale of Three Falls on May 17, 2026, choosing from 5K, 10K, or 15K distances. Expect rolling hills, scenic Genesee River overlooks on stone and gravel roads, and a festive finish at the Parade Ground..

UltraTrax Holiday Valley is a timed outdoor trek across wooded single track trails and ridgelines at Holiday Valley, with options from 7 to 28 miles and a 10 hour cutoff. Enjoy a marked course, finishers gear and a post trek party with food..

Run through the gorges and waterfalls of Robert H. Treman State Park from the Old Y Camp, tackling mostly singletrack and historic stone stairs. Choose 50 mile or 50K options and enjoy finisher swag, hearty aid and scenic New York trails.

Lucifer's Crossing at Robert Treman State Park offers half marathon, 10K and 5K trail races through the scenic Lucifer Falls gorge. Expect rolling climbs, historic stone steps and mostly singletrack for a rewarding trail challenge.

Hit the trails at Frost Town Trail Fest on June 6 in Naples, NY, for scenic single loop routes around the Cumming Nature Center with challenging climbs and a kids fun run. Multiple distances, a friendly race vibe, and beautiful lake and for..

Test your endurance at the Boomerang Trail Run on June 13 at Batawa Ski Hill and complete as many 7km+ loops as you can in 2, 4 or 6 hours. Techy trails, hills and a midway aid station make for a rugged, social challenge with limited spots.

Many On The Genny is a scenic all trail challenge at Letchworth State Park with a 45 Miler and relay options along the park gorge. Expect single track, vistas, climbs and remote aid sections that reward prepared runners.

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.