Trail Running calendar near Naples 2026-2027

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

Trail races at Mendon Ponds Park in Mendon, NY include 5K, 10K, half marathon and a 50K run over marked off road loops with aid stations and specified pacer rules.

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 5K road event in Batavia, NY on November 26, 2026, with registration fees supporting Crossroads House.

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

Winter trail race on Jan 2, 2027 at Harriet Hollister with an approximately 10k loop, no on-course aid, and a post-race gathering in Honeoye.

A winter trail event at Ontario County Park featuring a 4 mile loop with 4, 8, or 12 mile options, a new snowshoe race if conditions allow, and lodge refreshments afterward.

February 2027

Winter trail races at Mendon Ponds Park offering 5 Mile, 25k and 50k options with on‑site aid at Hopkins Point Lodge and a $30 registration fee.

March 2027

A free morning group run on March 20, 2027 at Mendon Ponds Park with a 5 km hike option and a 10 km run, cake, informal surprises, and volunteer opportunities.

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

The MFAMTL 6 Hour will take place in Rochester on Saturday 3 April 2027.

A trail race at Green Lakes State Park on April 10, 2027 offering 50 km, 20 mile, and 10 mile options. The looped course features mixed trail surfaces, two aid stations, and postrace ramen with vegan options.

May 2027

A single-day endurance walk at Greek Peak in Cortland NY on May 1 2027 offering 7, 14, 21, and 28 mile options with optional 10, 20 or 35 pound ruck weights and a 10 hour finish window. Trails include shaded singletrack and ridgeline views.

Timed trail event at Holiday Valley in Ellicottville offering 7, 14, 21, and 28 mile loop courses with a 10 hour limit; weighted vest options and t-shirt, patch, and medal for finishers.

June 2027

Trail ultramarathon at Robert Treman State Park offering 50 mile and 50 kilometer courses through singletrack, waterfalls and stone stairs with aid stations and drop bag support.

Trail race at Robert Treman State Park offering 5K, 10K and a 13.2 mile half that loops through Lucifer Falls gorge and Finger Lakes singletrack.

Weekend multisport event at Green Lakes State Park with Saturday triathlon style races and relays, and Sunday 8K trail racing plus a kids beach run for ages ten and under.

Seneca Sky Ultra is a 45 Miler trail race on June 19, 2027 in Castile, NY at Letchworth State Park. The all trail route runs on both sides of the gorge, with five aid stations, one water stop, and long remote sections.

A free, community hill-loop challenge in Naples supporting the Naples Trail Collective, where participants record GPS loop times and reconvene at Engine 14 Brewery to compare results. Multiple named climbs cover local trails and cultural si..

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