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 race at Mendon Ponds Park on June 12, 2026 offering 4 and 8 mile loops on North Meadow and East Esker trails. The off road course includes two road crossings and participants must carry their own water.

A two-day event at Green Lakes State Park with Saturday swim-bike-run races and Sunday trail and kids runs. Registration opens July 21, 2025 and fees vary by event.

A 5K trail race at Mt. Pisgah County Park in Troy, PA on June 13, 2026, featuring marked paths over rocks, roots, grass and dirt. The course includes some hills and is not stroller friendly.

A looped Last One Standing trail event at Clark Reservation State Park featuring short technical laps on table rock and mixed terrain. Runners complete descending cutoff laps until a single winner remains, followed by a post race cookout.

A trail ultra of about 45 miles in Letchworth State Park using both sides of the Genesee gorge. The mostly off road course includes single track, fields and bridges, with five aid stations and two water stops across the route.

A mud obstacle trail run at Holiday Valley in Ellicottville, NY with 15 obstacles and three course options including a kids race. Courses follow the ridgeline past Spruce Lake and all finishers receive medals.

Family friendly, self timed fun run and walk at Tap Root Fields on June 20, 2026. Mapped loops wind through fields and wood chipped trails with picnic seating and strawberry refreshments.

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 chip timed 5K through Sheldrake Point Winery with vineyard trails and Cayuga Lake views, a tech shirt and stemless wine glass for participants, age based awards, and a complimentary glass of wine for finishers 21 and over.

A trail race at Buttermilk Falls State Park featuring a 10K plus course with varied terrain, a steep climb and fast downhill finish, plus a free untimed 1 mile kids fun run.

Free community trail run and afterparty in Victor with HOKA Speedgoat 7 demos, a 3 to 6 mile Seneca Trail run or hike, and an indoor viewing party of the Western States 100 Golden Hour with refreshments.

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..

Trail marathon and half marathon around Naples, NY, starting and ending at Naples Community Park. The half is a loop through downtown and High Tor with multiple aid stations; the marathon is two loops.

Trail running at Watkins Glen International on July 12, 2026 with 3 mile and 1.5 mile courses. Entries include a 3 person relay or individual 3 mile race; proceeds support a new first responder 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..

Trail ultramarathon on the West Rim Trail in Wellsboro, PA, offered as 50K and 25K distances with limited aid. Finishers receive a branded camp cup and first male and female finishers earn next year free entry.

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.

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