Trail Running calendar near Appleton 2025-2026

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..

Hike 4 Horses is a fundraising community event held at Sunrise Therapeutic Riding & Learning Centre in Puslinch, Ontario. The event offers two 5 km options: a Leisurely Hike and a Timed Run, inviting participants of varying paces to join the day. Attendees enjoy a family-friendly atmosphere with lun..

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..

5 Peaks Adventures’ Cider Run in Uxbridge, Ontario, takes place at Slabtown Cider Co. / Woodnewton Farm on the Oak Ridges Moraine. Distances include 1K Kids’ Fun Run, 3K Kids’ Timed, 7K Sport, 14K Enduro, and 21K Grit.Runners explore the hidden trails around Woodnewton Farm amid a fall harvest and c..

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..

Time For A Wine Run at Marjim Manor in Appleton, New York, hosts the 4th Annual Haunted Halloween Run, a 3.3-mile single-loop race held entirely on the Winery at Marjim Manor and nearby property. The scenic course winds through groomed trails and Bittner/Singer apple orchards, offering a festive Hal..

The Beav Trail Race is a popular trail running event held at Hilton Falls Conservation Area in Milton, Ontario, Canada. The race offers three distances: 10km, 25km, and 50km, with the 50km being two loops of the 25km course. The course features fast, groomed trails with some technical sections, incl..

Time For A Wine Run at Schulze Vineyard & Winery is a 3.25-mile trail run on Schulze Vineyards & Winery property in Burt, New York. The single-loop course travels along groomed trails and through the vineyards, offering scenic vineyard scenery. Runners receive a custom race shirt, professional timin..

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..

Murphy’s Mission is a dog-and-run fundraiser held at Christie Lake Conservation Area in Dundas, Ontario. The event offers multiple ways to participate: a 5K Canicross (dog and runner tethered), a 10K Canicross (two 5K loops), a Human-Run 5K or 10K, and a 5K Fun Walk with or without a dog. The scenic..

Oakville Remembrance Trail Run is held at Upper Middle Park in Oakville, Ontario, featuring an 11-kilometer trail course through Lions Valley. Promoted as the first annual event, it aims to honor veterans, first responders, and their families. The atmosphere is described as a remembrance movement, i..

The Lost Valley Trail Race is a point-to-point trail event run by the Iroquoia Bruce Trail Club in Ontario. Runners choose between 25 km and 10 km, with starts at Cityview Park (Burlington) or Rock Chapel Conservation Area (Dundas) and a finish at Dundas Valley Conservation Area. The courses follow..

Fat Ass Trail Run is a multi-distance trail race at Batawa Ski Hill in Batawa, Ontario, Canada, organized by Dirty Soles Trail Running. Distances range from 5K to 50K, plus a 6-hour Bad Ass option and a 1K Big Bum Kids’ Run. The event has grown from 23 participants in 2003 to one of Ontario’s larges..

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..

The Leftovers Mystery Race is a unique running event held at Dundas Valley Conservation Area in Dundas, Ontario, Canada. Scheduled for December 6, 2025, this race offers participants a choice of three mystery distances: short (6 km or less), medium (10-15 km), and long (16-25 km), with the exact rou..

The Golden Spike Trail Race is a winter trail running event at Crawford Lake Conservation Area in Milton, Ontario. Participants choose from 5K, 10K, or 21K, dashing through snowy forest, a boardwalk around the lake, and rugged Bruce Trail sections by a canyon. The course blends fast main-trail segme..

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..

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..

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..