Trail Running calendar near Naples 2026-2027

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.

A six hour run or walk on the Amherst Bike Path where participants cover as many laps as they choose. USATF certified half and full marathon options run concurrently and all finishers receive a medal.

A mid-April trail race at Green Lakes State Park with 10.4-mile loops, roughly 1,300 ft gain, three distances, on-course aid stations, and post-race ramen with vegan options.

A rugged 20K (twelve-plus mile) trail run at Hi Tor Wildlife Management Area near Naples, NY, noted for steep elevation changes and technical terrain. The field is limited to 200 runners and a defined refund schedule applies.

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..

Experience the natural beauty of Mendon Ponds Park with a choice of 13 mile and 5 mile trail races. Enjoy a festive atmosphere featuring a post race BBQ feast at Stewart Lodge.

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.

A four week trail running series for runners who can run about 3 miles continuously, offering 90 minute sessions with technique drills, safety and gear guidance, and trail socks provided by Rochester Running Company.

Mind The Ducks is a 12-hour ultramarathon on a looped course in Webster, NY. Runners aim to complete as many 1.01203-mile laps as they can. The event supports a local charity and is organized by a running club.

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.

A 5K race/walk in Rome, PA established in 2023 to raise funds for two $1,000 scholarships for Northeast Bradford seniors; the event also features a basket raffle, a 50/50 drawing and post-race awards. Registration closes May 1.

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.

A looped trail event at Hammond Hill State Forest offering 8.5, 17, and 26.2 mile options on marked trails with two aid stations, limited parking, online registration, and age and gender awards.

Experience the natural beauty of Green Lakes State Park with a 10 mile or 3 mile trail race. Run through scenic lakeside paths and open fields starting and finishing at the local sandy beach.

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.

A Last Runner Standing style event at Powder Mills Park featuring repeated one mile loops with 25 timed cutoffs and a final all-out lap, on-site aid and a post-race barbecue with awards and giveaways.

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.