Trail Running calendar near Naples 2026-2027

We have found 91 Trailruns within 80 miles of Naples. See below where and when you can find the races.

A trail ultramarathon near Ithaca, NY featuring extensive singletrack, waterfalls and historic stone stairs. Offered distances are a 50 mile and a 50K, with a 440-runner cap, volunteer-supported aid, drop bag service, and limited crew parki..

Trail races in Ithaca at Lower Robert H. Treman park with a 1/2 marathon, 6.66 miler and 5K over Rim Trail, Gorge Trail and the Finger Lakes Trail.

June 2026

Trail festival near Naples NY featuring a longer single-loop 25K and a shorter 10K through the RMSC Cumming Nature Center and Bristol Hills. Proceeds support environmental education programming.

Test your endurance on a 1.52 mile loop through a working produce farm in Shortsville. Complete as many laps as you wish while supporting local animal welfare services and enjoying the scenic farm environment.

A family oriented event on June 30th, 2024 featuring a 5K race and children's activities that raises funds to benefit the Rochester Hearing and Speech Center with sponsorship options available.

An evening trail race at Mendon Ponds Park on June 12, 2026 offering 4 Mile and 8 Mile options on a 4-mile loop with about 350 ft climb per loop and required self hydration.

Experience a variety of multi sport events at Green Lakes State Park. Choose from a triathlon, duathlon, or an 8K trail race held throughout a weekend of competition in Central New York.

A clearly marked trail 5K at Mt. Pisgah County Park in Troy, PA, featuring mixed natural terrain with rocks, roots, grass and hills; the course is not stroller friendly and registration closes May 28.

A 45 mile trail event in Letchworth State Park that runs along both sides of the gorge and includes a relay option. Course support includes five fully stocked aid stations and remote stretches with eight to nine miles between stops.

Experience a muddy trail adventure in Ellicottville featuring 15 obstacles across 4.2 and 6.0 mile courses. This family friendly event includes a kids race and scenic mountain ridgeline running with no electric shocks or fire.

Explore the scenic trails of Monroe County during this four part mid week race series. Enjoy chip timed runs through various local parks along with post race cookouts and custom series participant awards.

Experience a scenic 5K run through the 200 acre Sheldrake Point Winery featuring cross country trails and views of Cayuga Lake followed by live music and wine.

A trail race at Buttermilk Falls State Park featuring a 10K plus loop of varied terrain and a long steep climb. A free, noncompetitive 1 mile kids run is held alongside the main race.

July 2026

Trail ultramarathon in the Finger Lakes National Forest offering 25K, 50K and 50 mile options on a 16.5 mile loop. The course features singletrack, grassy pastures with cows, dirt roads, about 1,300 feet of climb per loop and six aid statio..

This trail run in Naples, NY explores the scenic High-Tor Wildlife Management Area. The course starts in the community park, features significant climbs on the Finger Lakes Trail, and passes multiple aid stations. Runners can choose between..

Run along the scenic Minnesetah River in Penn Yan featuring historic mills and waterfalls. This trail event offers half marathon and 10K distances with a festive post race party at the local Moose Lodge.

The Rise & Run 50k is an out-and-back ultramarathon on the remote West Rim Trail in Pennsylvania's Pine Creek Gorge. The event features a single aid station and includes a pre-race campout. Participants receive a shirt and a unique wooden f..

A minimal-support trail ultramarathon on the West Rim Trail at the Pennsylvania Grand Canyon. Offers 50K and 25K out and back courses with limited aid and a post race breakfast.

Explore the scenic trails of Monroe County during this four part mid week race series. Enjoy chip timed runs through various local parks along with post race cookouts and custom series participant awards.

The Webster Trail Classic is a scenic trail run through three distinct parks in Webster, NY. Runners can choose between a 10-mile or a 3.5-mile course, each offering varied terrain. A free kids fun run is also part of the event.