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.

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 running festival in Honeoye Falls offering ultramarathon distances, day and night 50K races, and team relays, with camping, aid stations, and proceeds benefiting the Blue Foundation.

A multi-distance race festival in Wellsboro, PA on July 25, 2026 offering marathon, half marathon, 10K and 5K with a certified marathon course, participant t-shirt, medal and socks, plus live results and free finish line 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 for children 12 and under in Wellsboro, PA on August 1, 2026, featuring a hilly loop with stream crossings, volunteers on a well marked course, and lunch provided by the organizer.

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.

Seize the Day: Amer’s Epilepsy Trail Run returns to Mendon Ponds Park on August 2, 2026 with 10K, 5K and a one mile fun run on trails, supporting epilepsy programs for children and adults 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.

IEXC is a community running series at Cobb's Hill Park in Rochester, sponsored by Genesee Valley Harriers and Innovative Edge Sports. It takes place on several evenings in August and is presented as low cost and accessible to all ages.

A four-race 5k cross country series at Cobbs Hill Park in Rochester with kids fun runs, age group awards, free entry for youth and club members, and a final Tour de Pain that adds short extra races after the last 5k.

Join this community run in Eden featuring a fast and flat course through woods trails and high school cross country paths. Open to both runners and walkers with two distance options available during the local festival.

A summer ultramarathon on the Erie Canal towpath in Lockport NY offering 100 mile, 50 mile and 25 mile options. The course starts at Wide Water's Marina and includes multiple staffed aid stations and a Middleport turnaround.

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.

A point-to-point 100K on August 22, 2026 in Naples, NY along the Bristol Hills Branch trail, with a 20 hour cutoff, UTMB and Western States qualification, Friday-night shuttle service and free camping both nights.

Trail races at Morgan Hill State Forest use a roughly 3.3 mile loop with 607 feet of climb; choose a timed 3-hour event or the $1,000 Challenge requiring seven laps with gender equivalent targets. Aid, limited parking, and race day bib pick..

Green Lakes Endurance Runs in Fayetteville, NY offers 100K, 50K, 25K and a 12 hour timed race on varied trails around Green and Round Lakes, with staffed aid stations and looped courses starting and finishing at Tulip Hill Picnic Area.

A seventh annual 5K trail run in Wellsboro, PA supporting Heart of Tioga Pregnancy and Parenting Support. Online registration is available through Aug 20 with fees from $25 per person and higher day of registration fees.

A half marathon and a 5K on the Lehigh Valley Trail in Mendon on August 23, 2026. The half is USATF certified and part of the Rochester Runner of the Year series, with prizes and commemorative items for early registrants.

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