Trail Running calendar near Middlesex 2025-2026

Take on the Dirt Cheap Stage Race, a three day trail series at Mendon Ponds Park Nov 7 to 9, 2025. Pick one, two or all three stages from a short time trial to an 11 mile epic and enjoy post race food and finisher swag.

Push your limits at the Clark 6 hour Classic, a timed trail challenge at scenic Clark Reservation near Jamesville, NY. Run as many 1.7 mile laps as you can on varied gravel, dirt and rocky sections and finish the Salt City Trail Running ser..

Join the Clear Path Trail 5k at Clear Path for Veterans in Chittenango for a beginner friendly trail run with sweeping campus views. Run or walk to honor veterans and support programs that help veterans and their families.

Test your endurance on the Manchester Gateway Trail by completing as many 2.3 mile out and back laps as you can in six hours. Entry helps fund the local dog park and well behaved leashed dogs are welcome.

Run or walk the Batavia Turkey Trot 5K on Thanksgiving Day and support Crossroads House. Family and stroller friendly with costume prizes, hot drinks and snacks after the race.

Join the Gratitude Run on Nov 27 and 28, 2025 in Rush NY for family friendly 5K, 1 mile, kids dash and virtual options with proceeds supporting the Sunshine Camp. Chip timing, long sleeve shirts and post race food on scenic trails.

Join the Cazenovia Turkey Trot on Nov 27, 2025 for a chip timed 5K or 1 mile fun run along the scenic Gorge Trail. Family friendly event benefits Caz Cares and kids 12 and under run free.

Tackle rugged trails and steep climbs at the 0 Degree Winter Trail Festival in Pittsford, NY, a fundraiser supporting local trail projects. Choose 5, 10 or 15 mile routes for a cold season trail challenge with grit and scenic views.

Tackle about 9 miles of scenic but often icy and technical trails in Highland Forest, Fabius, then enjoy an all you can eat pancake breakfast at Skyline Lodge. Shortcuts make this a fun, flexible winter outing for runners and families.

Start the season with Frozen Assets, a scenic 10k winter trail loop at Harriet Hollister Spencer State Recreation Area that often runs through snow. Carry your own water and enjoy warm cider at the finish.

Mrs. McCormick's Ice House is a winter trail race on Jan 17, 2026 featuring a scenic, roughly 4 mile loop you can repeat for longer distances. Expect snowy trails and post race pancakes, hot drinks and awards at cozy Wilson Lodge.

Run Devil's Shadow Winter Trail Races at Mendon Ponds Park on January 31 2026 with 50k 25k and 5 mile loops around the Devil's Bathtub. Hopkins Point Lodge provides a warm aid station and post race treats while Common Ground Series swag awa..

Run a festive 5K through vineyards and orchards at Three Brothers Spiked Apple in Geneva. Enjoy cider, a cider donut, a finisher medal and free finish line photos in a family friendly event open to all ages.

English's Ridge Rumble returns April 18, 2026 at Green Lakes State Park with 50 km, 20 mile and 10 mile options on scenic but challenging trails. Expect varied surfaces, technical sections, open fields, and about 1,300 ft of climbing.

Join the ROCovery OMAAT 24 hour Run Walk Challenge in Fairport, NY April 18 to 19, 2026. Circle a one mile loop as often as you like during the 24 hour window, with a stocked aid station and flexible arrival and departure.

Medved Madness Trail Races at Mendon Ponds Park offer long and short courses plus a Kids K on scenic spring trails. Participants receive a gender specific tech shirt and are invited to a lively barbecue to celebrate the day.

Take on the rugged Sehgahunda Trail Marathon and relays at Letchworth State Park on May 16 with the Vale of Three Falls races on May 17. Expect technical singletrack, big climbs, handmade finisher medals and a true trail weekend.

Run the Vale of Three Falls at Letchworth State Park on May 17, 2026 with 5K, 10K or 15K routes that follow a scenic service road overlooking the Genesee River. Expect rugged terrain, big hills and post race refreshments.

Run sandy beach and lakeside trails with a scenic climb at Green Lakes State Park in the Sand to Serengeti race on May 17, 2026. Choose a 10 mile challenge or a breezy 3 mile loop and finish with a medal or sports towel.

The Mills Miles - May 23, 2026 The Mills Miles is a Last Runner Standing format race held at Powder Mills Park in Pittsford, NY, with Race HQ at Powder Horn Lodge. The event uses a one-mile trail loop. Each loop is a mass start with a prede..