Trail Running calendar near Naples 2026-2027

The Beast of Burden - Summer is an ultra-marathon on New York's historic Erie Canal towpath. Runners can tackle 100, 50, or 25 mile distances on a course featuring fully stocked aid stations. A special buckle awaits those who conquer both t..

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.

This point to point 100 km trail race traverses the historic Bristol Hills Branch in the Finger Lakes. With a 20 hour cutoff, it offers a rugged, single track course with 11 aid stations. Free camping and a shuttle service are available.

The Green Lakes Endurance Runs offer trail races in a scenic state park. Runners can choose from 100K, 50K, 25K, or a 12-hour timed event on varied but runnable terrain. The event features strong support with multiple aid stations and finis..

Experience a 5K trail run or walk through the scenic landscape of Wellsboro. This annual event supports local pregnancy and parenting services in Tioga County through a community focused athletic challenge.

Explore the forested trails of Western New York in this second annual event. Choose from 5K, 10K, or the new 25K distance, each offering a mix of hardwood stands, pine plantations, and varied terrain. The event supports trail improvement pr..

Explore the scenic and lesser-known trails of Kennedy State Forest in this trail marathon and half marathon. The course features rolling single track, forested scenery, and a unique age and gender based staggered start system. It's a cuples..

The Ontario Summit Trail Races offer a revised course format with short and long trail options in Ontario County Park. The event features camping, post race food and beverages, and relaxed registration policies. It takes place in Naples, Ne..

The Pine Creek Challenge is a trail run on the scenic Pine Creek Rail Trail in Pennsylvania's Pine Creek Gorge. Runners can choose from 100-mile, 100k, 50-mile, and marathon distances on an out-and-back course. The event starts and finishes..

Tackle steep, technical forest trails at the Virgil Crest Ultras in Cortland, NY. Choose from ultra distances including 100M, 50M, and 50K races. Expect a challenging course with significant elevation change and a unique finisher's item.

Experience a scenic trail run or walk at Sprague Brook County Park to support the Bread of Life Outreach Center. Enjoy groomed trails followed by a wellness fair and community celebration.

Celebrate fitness and recovery at Mendon Ponds Park with a variety of road and trail races. Choose from five kilometer courses or a ten kilometer combination with options for added physical challenges.

Run through the scenic "Grand Canyon of the East" at Letchworth State Park. Choose a 5K or 10K trail course, both starting near the Trout Pond. All finishers receive a medal and post-race food.

Experience the inaugural Greek Peak Running Festival featuring mountain trails and uphill climbs. Choose from diverse distances including night runs and family events at the scenic Greek Peak Mountain Resort.

Traverse four counties on nearly all single-track trails in this 100km ultramarathon. The point-to-point course starts and ends in Morgan Hill State Forest, featuring significant elevation and requiring self-sufficiency. A relay option is a..

Experience the rolling hills and dense forests of Pennsylvania at the Marilla Reservoir. This event features off road courses ending at a historic covered bridge with proceeds supporting local trail maintenance and development.

Take on the Green Monster Trail Challenge in Pennsylvania's Tioga State Forest. Choose from 15K, 25K, or a demanding 50K course with significant elevation gain. Enjoy local support, a post-race feast, and unique event swag.

Run a 5K through the private 157 acre Rochester Rotary Sunshine Camp on a mix of dirt trails and paved paths. Enjoy the post race Beer Fest and support accessible camping for children with disabilities.

Run a scenic 5K on the Lehigh Valley Trail in Mendon to support David’s Refuge. Enjoy a costume contest and a post race celebration at the Cottage Hotel Restaurant.

Experience 20 miles of stunning trails through Letchworth State Park, known as the Grand Canyon of the East. This event offers both a run and a hike past waterfalls and overlooks. Registration is limited, so plan ahead for this scenic autum..