Trail Running calendar near Castile 2025-2026

The Bread of Life Outreach Center Wellness Day 5K Trail Run takes place at Sprague Brook County Park in Glenwood, New York. Scheduled for September 6, 2025, the event features a 5K trail run on wide, groomed trails and grass, as well as a 2-mile non-timed trail walk option. The start and finish are..

The Pine Creek Challenge is a scenic trail ultramarathon held in Wellsboro, Pennsylvania, offering 100 Miler, 100K, 50 Miler, and Marathon distances. The out-and-back course uses 25 miles of the upper Canyon section through the Pine Creek Gorge, the Grand Canyon of the East and a National Natural La..

Glen Iris 5K & 10K Trail Run/Walk takes place in Letchworth State Park, Castile, NY, known as the Grand Canyon of the East. Both woodland-trail courses start and finish near Trout Pond, offering challenging routes with forest views, creeks, bridges, and wildlife. The event provides a social, scenic..

The Mill to Mill 5K/10K (Keuka Outlet Trail) is an annual running event held in Penn Yan, New York, starting and finishing at Cascade Falls along the scenic Keuka Outlet Trail. The race offers two distances: a 5K and a 10K. Both courses pass by the picturesque Seneca Mills Falls, with the 10K extend..

Ontario Summit Trail Races, celebrating its 10th anniversary, take place at Ontario County Park at Gannett Hill in Naples, NY. The event offers a Half Marathon (13.1 miles, one-way, mostly single-track around the summit) and a 5 Mile race that stays within the park with gentler elevation. Expect roc..

The Clover Dash 5K is a trail race in Canandaigua, New York, benefiting 4-H Camp Bristol Hills as it marks its 100th anniversary. The event offers a 5-kilometer trail distance and features the Clover Dash 100 Minute Challenge. The course is located at 4437 Kear Road, Canandaigua, NY 14424.This commu..

The ROCovery Fitness Annual Run/Walk & X-Challenge is held in Henrietta, NY, at Mendon Ponds Park. This event celebrates fitness and recovery during National Recovery Awareness Month and supports individuals recovering from alcohol and substance use disorders. Participants can choose from multiple o..

The Sleigh Me 24 and 48 Hour Ultra is an endurance running event held at the Shortsville Reindeer Farm in Shortsville, NY. Participants run loops of a one-mile course featuring grass and trail terrain with minimal elevation, surrounded by reindeer, chickens, honey bees, and maple trees. Runners can..

The Step Outdoors TRYathlon & 5K Trail Run/Walk takes place at Hills Creek State Park in Wellsboro, Pennsylvania. Participants can choose to compete solo in the TRYathlon, join a team, or participate in the 5K Trail Run/Walk. The TRYathlon consists of three legs: running or walking a course around H..

Broken Cabin 10k is a 10-kilometer trail race held near Batavia, New York. In its second year, the event takes place on a privately owned trail system made possible by generous landowners. The course blends challenging segments with scenic beauty, and is designed for runners of all levels, offering..

The Marilla Trail Race, held at Marilla Reservoir in Bradford, Pennsylvania, offers trail running events of 14 miles and 7 miles, along with a 4-mile hike. Set amid rolling hills and dense forests, the race features clearly marked trails including gravel paths, dirt trails, and winding single track...

This 3.1-mile benefit run/walk takes place in Wellsboro, Pennsylvania, on Saturday, September 27, 2025. The course starts and ends at Stony Fork Campground and features grass, gravel, and dirt trails with two creek crossings, so participants may get their feet wet. Proceeds benefit the Chromosome 18..

The Unlimited Breadsticks Trail Race Half Marathon is a 13-mile trail running event held in Victor, New York, starting at Parkview Fairways and finishing near Valentown. This scenic race offers participants a unique trail experience with aid stations sponsored by Tailwind and encourages runners to b..

Time For A Wine Run at Spring Lake Winery is a trail race held in Lockport, New York, on the Spring Lake Winery property. Runners choose between a 2.5-mile single-loop or a 5-mile double-loop course, both mapped along groomed winery trails. The post-race scene unfolds in the Wine Garden, featuring s..

The Ramblers Run is a fitness-forward, family-friendly event among the vines at Palatine Hills Estate Winery in Niagara-on-the-Lake, Ontario. Participants can choose a 1.25 km family walk/run, a 5 km race, or a 1.25 km dog walk, with grass and dirt paths and some uneven terrain suitable for walkers,..

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 Fall Scramble at Holiday Valley Resort in Ellicottville, NY, is an off-road running event featuring 4-mile and 8-mile race options. Held on the resort property, the race starts with a unique chairlift ride to the top of the hill. The 4-mile course is mainly downhill and considered easier, while..

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..

HoliMont hosts the HoliTrot Fall Festival Trail Run at HoliMont in Ellicottville, New York. The event includes a Kids Race and a 5K Trail Run, winding through the resort’s scenic trail system and finishing at the bottom of the Exhibition Lift. A standout feature is a chairlift ride to the hilltop at..