Trail Running calendar near Middlesex 2025-2026

We have found 55 Trailruns within 80 miles of Middlesex. See below where and when you can find the races.

The Ontario Summit Trail Races, hosted by FarFetched Enterprises, celebrates its 10th Anniversary on September 13, 2025, at Ontario County Park in Naples, NY. This event features a Half Marathon and a 5-mile race, both set on scenic, wooded trails around Gannett Hill, the highest point in Ontario Co..

The Broken Cabin 10k is an exciting inaugural running event set to take place in Batavia, NY, featuring a scenic privately owned trail system suitable for runners of all levels. The event aims to create a friendly, backyard race atmosphere, encouraging participants to enjoy themselves while challeng..

The Virgil Crest Ultras is an exciting running event taking place in Cortland, NY, featuring challenging courses of 100 miles, 50 miles, and 50K. Known for its steep ascents and descents, the event promises a beautiful experience through singletrack forests and stunning sunrises. Participants can ex..

The Mill to Mill 5K/10K event, taking place on September 13, 2025, in Penn Yan, NY, features scenic routes along the Keuka Outlet Trail, starting and finishing at Cascade Falls. Participants can choose between a 5K or 10K distance, both of which lead to picturesque Seneca Mills Falls, with the 10K e..

The Sleigh Me 24 and 48 Hour Ultra is an exciting running event taking place at the Shortsville Reindeer Farm in New York. Participants can choose to run for either 24 or 48 hours on a one-mile loop featuring foot-friendly grass and trail terrain. The event promises a fun atmosphere with reindeer, c..

The Parallel of Latitude Endurance Race is an 8-hour fixed time running event held on a scenic 3.45-mile out-and-back trail near Dryden Lake, NY. Participants can run as much or as little as they wish within the time frame, making it suitable for athletes of all levels, including walkers. The race f..

The Unlimited Breadsticks Trail Race Half Marathon is a thrilling 13-mile trail race set to take place in Victor, NY. Participants will start at Parkview Fairways and run towards Valentown, enjoying scenic trails along the way. The event promises a fun atmosphere, culminating in a post-race celebrat..

October 2025

The Green Monster Trail Challenge is an exciting outdoor event held in Wellsboro, PA, featuring three trail distances: 15K, 25K, and 50K. Designed for both runners and hikers of all ages, this challenge showcases the stunning landscapes of the Tioga State Forest. Participants can expect a well-organ..

The Sunshine Camp Trail Mix & Beer Fest is a vibrant event that combines a 5K trail run with a beer festival, taking place in Rush, NY. Participants can enjoy live music, food trucks, and family-friendly activities, making it a fun outing for all ages. The event aims to support children with special..

The Nocturnal 12 is a unique 12-hour endurance race taking place on the Lake Ontario State Parkway Trail in Rochester, NY. This event is designed for both walkers and runners, allowing participants to complete as many laps as possible within the time limit. The course is 2.06 miles long, and racers..

Many Lite is a scenic running and hiking event taking place in Letchworth State Park, Castile, NY, known as the Grand Canyon of the East. Participants can choose between a 20-mile run or a 20-mile hike, both showcasing breathtaking views of waterfalls, overlooks, and vibrant fall foliage. The park,..

The Run for Your Life 5k is a unique running event that combines a traditional race with a haunted house experience, set to take place in Batavia, NY. Participants will navigate the 5k course in darkness, illuminated only by required headlamps and some LED lights along the route. The event features..

December 2025

The 0 Degree Winter Trail Festival is a running event taking place in Pittsford, NY, featuring three race distances: 15 miles, 10 miles, and 5 miles. This festival not only promotes outdoor fitness but also serves as a fundraiser to support various trail projects. Participants can enjoy the scenic w..

January 2026

The Frozen Assets Endurance Run is a winter trail race taking place at Harriet Hollister Spencer State Recreation Area. Scheduled for January 4, 2025, this event features a challenging 10k course that may vary based on trail and weather conditions. It is part of the Common Ground Winter Trail Series..

Mrs. McCormick's Ice House is a winter trail race taking place in Ontario County Park, designed to foster community among trail runners. Participants can choose to complete a 4-mile loop once or twice.This event is part of the Common Ground Winter Trail Series, which includes multiple races aimed at..