Trail Running calendar near Naples 2026-2027

We have found 75 Trailruns within 80 miles of Naples. See below where and when you can find the races.

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..

A multi-event trail running series at Chestnut Ridge Park in July and August where each runner's six best times from eight races count toward series awards; individual weekly walk-up registration is available alongside full series pre-regis..

Trail running event in Naples, NY on July 11, 2026 offering a half marathon loop and a marathon by doing two loops. The route runs from Naples Community Park through downtown and the High Tor Wildlife Management Area with aid stations.

Trail races at Watkins Glen International on July 12, 2026 feature a 3 mile course available as an individual race or as a three person relay, plus a 1.5 mile family course with proceeds supporting a wellness center.

Timed 12 hour and 24 hour ultraruns plus 12 hour and 24 hour relay options on a mostly paved one mile loop at Rochester Rotary Sunshine Camp, with a staffed aid station, flexible relay rules, and an optional personalized bib.

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 trail ultra in Wellsboro, PA on July 18, 2026 offering 50K and 25K out and back courses on the West Rim Trail. Organized by Tyoga Running Club with limited aid, a post race breakfast, and an award cup for top finishers.

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.

A two day trail festival in Honeoye Falls NY on July 25 and 26 2026 offering ultramarathon distances from 5 miles to 100 miles plus 50 and 99 mile relays. Proceeds support the Blue Foundation.

A race festival in Wellsboro, PA on July 25, 2026 offering marathon, half marathon, 10K and 5K on a certified marathon course; all registrants receive a t-shirt, medal and socks plus live results and free finish photos.

Trail races in Kennedy State Forest near Virgil, NY offering 15K and 7K courses on marked single track, logging and dirt roads with stream crossings, significant climbs, and nearby primitive camping at Hauck Hill.

August 2026

Experience an intense mountain trail race at Swain Ski Resort featuring 2500 feet of elevation gain across two loops. This USATF Niagara Championship event tests runners with steep ski slope climbs and rapid descents.

A free 5K trail event in Wellsboro for children 12 and under, featuring over 750 feet of climb and two small stream crossings. Guardians may accompany kids and volunteers support a well marked course with lunch provided.

A 10k trail run and hike through Tioga State Forest in Wellsboro, PA on August 1, 2026. Proceeds will be donated to the Chromosome 18 Registry and Research Society to support research into a rare genetic disorder.

Trail races of 10K, 5K and a one mile fun run at Mendon Ponds Park on August 2, 2026. The event features on-trail courses, on-site water and first aid, and raises funds for epilepsy programs in Upstate and Central New York.

An evening trail race at Fillmore Glen State Park offering 3 mile and 8 mile courses that run along gorge rims, cross the creek, and include many stairs; the course is marked with water stops and finishes with a post-race pizza party.

An ultramarathon in Lockport, NY on August 15, 2026, following the Erie Canal towpath with 100 mile, 50 mile and 25 mile options. Start area at Wide Water's Marina includes aid stations, showers and on-course support.

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.

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