Trail Running calendar near Penn Yan 2026-2027

We have found 76 Trailruns within 80 miles of Penn Yan. See below where and when you can find the races.

A trail event on October 18, 2026 in Letchworth State Park covering about 20.5 miles for both runners and hikers, with two aid stations, elapsed-time cutoffs, a shuttle to the start, participant caps, and post-event food and finisher shirts..

Hopson Trail Runs in Honeoye offers scenic fall trail routes of 5K and 9K through WoodsEdge Retreat and Sandy Bottom Park. The event supports Embrace Your Sisters and includes a post race gathering at Birdhouse Brewery with music and a comp..

November 2026

Trail races at Mendon Ponds Park use a marked 10K loop to offer 5K, 10K, half marathon and 50K distances, with rolling hills and a mix of runnable trails and one rocky section. Aid stations include a stocked mid-loop station and start area..

A third annual Veteran's Day 5k trail run at Clear Path for Veterans in Chittenango, NY, featuring peaceful trails and wide views to the Adirondack foothills. The event supports Clear Path's programs for veterans and their families.

Three day trail stage race at Mendon Ponds Park featuring 3, 5.5 and 11 mile stages. Rolling starts, a headlamp requirement for the night stage, timing, post-race food and a finisher hoodie for those who complete all stages.

Run or walk as many loops as you choose during this 6 hour event on the Manchester Gateway Trail. This dog friendly race features a scenic 2.3 mile course and benefits the local dog park through a dedicated raffle.

Turkey Trot 2026 in Ithaca is a roughly 5.5-mile prediction run with no watches allowed, supporting Loaves and Fishes. Participants predict their time and the closest guesses win pies.

A community 5K in Batavia, NY on November 26, 2026 with 100% of proceeds to Crossroads House; family and stroller friendly, post-race refreshments, and a listed entry fee of USD 43.50.

December 2026

A winter trail festival at Powder Mills Park offering 5, 10, and 15 mile options on a looped single-track course, green-race refill-only hydration, limited registration, and a custom hot cocoa mug for early registrants.

January 2027

A winter trail race in Harriet Hollister Spencer State Recreation Area near Springwater, NY. The course is an approximately 10k loop on single track trails, likely snowy, with no aid stations and snowshoes not permitted.

A winter trail event in Ontario County Park on January 16, 2027 with 4, 8 and 12 mile options run as one to three laps of a 4 mile loop. The day includes a heated lodge, pancakes, winter demos, and relaxed registration policies.

February 2027

A winter trail event at Mendon Ponds Park offering 50k, 25k and a rebranded 5 mile with post-race ice cream. Hopkins Point Lodge serves as race HQ and aid station with hot drinks and food as runners complete loops.

March 2027

A chip-timed 5K run and walk at Three Brothers Wineries & Estates in Geneva, New York on March 27, 2027, with race swag, a cider donut and a pour of cider included; results are posted online.

April 2027

A trail race at Green Lakes State Park near Fayetteville, NY with 50 km, 20 mile, and 10 mile options on a ~10 mile loop featuring varied terrain, two aid stations, and postrace ramen with vegan options.

May 2027

UltraTrax Greek Peak is a single day endurance walk in Cortland, NY offering 7, 14, 21, and 28 mile loop options on forest single track, with optional weighted rucks and a 10 hour finish window.

June 2027

YMCA Race Weekend at Green Lakes State Park in Fayetteville, NY offers multisport events on June 12 and an 8K trail race plus a kids fun run on June 13, 2027.

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