Trail Running calendar near Naples 2026-2027

We have found 89 Trailruns within 80 miles of Naples. See below where and when you can find the races.

On October 18, 2026 Many Lite at Letchworth State Park follows about 20.5 miles of trails through waterfalls and overlooks, with two aid stations, pace cutoffs, and a shuttle from the finish to the start.

Nelson's Summit 50/50 runs 25 km, 50 km and 50 mile courses on looped, marked trails in Allegany State Park near Salamanca, NY. The event includes two aid stations, UTMB Index status, and set cutoffs for each distance.

November 2026

Rochester Orienteering Club's Mendon Trail Run offers 5K, 10K, Half Marathon and 50K trail races at Mendon Ponds Park, using a marked 10 km loop with rolling hills, mid-loop aid, and limited entry for up to 350 runners.

A three-day trail stage race at Mendon Ponds Park in Mendon, NY, featuring 3, 5.5 and 11 mile trail races. The event includes timing, post-race food, and a finisher hoodie for those who complete all three 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.

December 2026

A winter trail festival in Pittsford, NY offering 15 mile, 10 mile and 5 mile races. The event serves as a fundraiser for planned trail projects and includes notable climbs such as Hell on Roots and Ski Hill.

January 2027

Frozen Assets Endurance Run is a 10k endurance event at Harriet Hollister Spencer SRA on January 2, 2027. The listing shows a single 10k race distance at that location.

Experience a winter trail race at Ontario County Park with options for one, two, or three 4 mile loops. Enjoy a heated lodge and hot pancakes after navigating the seasonal snow and ice of the Bristol Hills.

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