Trail Running calendar near Naples 2026-2027

Experience a muddy trail race through the woods and fields of a Pennsylvania maple farm. Enjoy a post race pancake breakfast and take home a souvenir bottle of syrup after completing the five or ten kilometer course.

Run or walk through scenic vineyards and orchards at this professionally timed 5k in the Finger Lakes. Enjoy cider and homemade donuts at the finish line of this annual community event.

Experience a scenic 5K trail run through the vineyards of Spring Lake Winery in Lockport. Enjoy groomed trails and a post race celebration complete with a keepsake wine glass for all participants.

Test your endurance at Durand Eastman Park during this six hour event. Run a one mile loop that switches direction halfway through to see how much distance you can cover.

The English's Ridge Rumble is a spring trail race in scenic Green Lakes State Park. Runners can choose from 10-mile, 20-mile, or 50km distances on a loop course with varied terrain. This USATF-sanctioned event is known for its views of the..

The Muddy Sneaker is a 20K trail run in New York's Hi Tor Wildlife Management Area. Known for its rapid elevation changes, runners face a course with natural obstacles. Registration is capped at 200 with no waitlist.

Experience a monthly trail running series through the scenic landscapes of Mendon Ponds Park. Each event features timed races of varying distances followed by a social gathering with pizza and drinks.

Event Overview The Denfit Ultra is an ultramarathon event taking place on May 2-3, 2026 at the Buffalo Ski Center in Colden, New York. The event features two distances: the Denfit Ultra 50k and the Denfit Ultra 100k. Course Details Both rac..

A timed loop event at Hills Creek Lake offering 3 hour, 6 hour and 12 hour formats plus a 12 hour team relay. The course is a mostly single track three mile loop with about 200 feet of climb per lap.

Experience an evolving trail running event through the woods of Mendon Ponds Park with various distances and a post race barbecue at Stewart Lodge. Choose between the long course short course or a free kids k trail race.

Run or walk through the scenic mountain paths of Holimont Ski Resort for a great cause. Enjoy a 5K trail adventure featuring post race tacos and support the development of local multi use trails.

Test your endurance at Greek Peak with a single day walking and rucking challenge through the scenic Finger Lakes foothills. Choose between distances ranging from 7 to 28 miles on a beautiful 1480 foot elevation loop.

Brandon's Run is a 5K in Rome, Pennsylvania, established as a memorial event. It raises funds for local student scholarships. The event also features a basket raffle and awards.

Experience the beauty of Letchworth State Park through a series of trail races ranging from a 5K to a full 26.3 mile marathon. Choose a solo challenge or join a relay team for a weekend of trail running in Western New York.

Take on the Susquehannock Trail Ultra in Coudersport PA on May 16, 2026, an 83 mile single track challenge with over 14,000 ft of climbing. Rugged navigation and remote aid stations make this a true endurance test with a 36 hour cutoff.

This trail race at Green Lakes State Park offers two distances: a scenic 10-mile loop and a shorter 3-mile option. Runners will enjoy views of the lakes and fields, with finisher medals, photos, and local food rewards.

Experience the scenic beauty of Letchworth State Park with out and back races on hilly gravel roads. Choose from 5k, 10k, or 15k distances featuring river views and historic Seneca trails.

Experience the trails of Highland Forest County Park with 10 mile, 20 mile, and 50K distance options. This event features technical terrain and significant elevation gain through forests and logging lanes near Fabius.

Explore the wooded trails and scenic ridgelines of Ellicottville during this timed multi distance event. Choose from four different distances and earn unique rewards at the post trek lodge celebration.

Cayuga Trails offers a famously scenic 50M/50K course through the gorges and waterfalls near Ithaca, NY. Now in its 14th year, the event supports local trail projects and fosters a strong trail community. Participants receive unique swag an..