Trail Running calendar near Rochester 2026-2027

We have found 42 Trailruns within 80 miles of Rochester. See below where and when you can find the races.

Run through the night at the Dark & Dirty trail event in Batawa. Choose between a 7 km or 14 km course on marked, technical trails where a headlamp is required. All finishers get a medal, and there are prizes for top performers.

This trail run in Naples, NY explores the scenic High-Tor Wildlife Management Area. The course starts in the community park, features significant climbs on the Finger Lakes Trail, and passes multiple aid stations. Runners can choose between..

This event takes runners on an out-and-back journey along the scenic Keuka Outlet Trail, passing waterfalls and historic mills. The race in Penn Yan, NY is capped at 400 participants and finishes with a post-race celebration.

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.

The Mighty Mosquito Trail Race in Mendon Ponds, NY offers a weekend of trail running with distances from 5 to 100 miles, plus relay options. The event features solo and team formats, including a unique nighttime 50K. All proceeds support th..

August 2026

Run steep ski slopes at Swain Ski Resort in a mountain trail race with two loops and nearly 2,500 feet of climbing, including the Robinson ascent. Enjoy post race food and drinks and chase championship and age group prizes.

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..

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.

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..

September 2026

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..

This 5K trail run and 2-mile walk supports the Bread of Life Outreach Center at Sprague Brook County Park. The event features professional timing and a post-race celebration with a wellness fair. The first 100 registrants receive a special..

A hybrid in-person and virtual fundraiser on September 13, 2026 in Henrietta NY, offering 5k and 10k options to support ROCovery's recovery programs and remember lives lost. Early bird registration and race swag are available.

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.

October 2026

The Sunshine Camp Trail Mix & Beer Fest features a 5K trail run through the grounds of a camp for children with disabilities. Registration includes a t-shirt, entry to the Beer Fest, and a first drink. The event also offers music, food truc..

This community trail race offers distances for everyone at the Long Sault Conservation Area. Choose from a 2K kids run, 7K, 14K, 21K, or a six-hour ultra on scenic trail loops. Parking is limited and supports the conservation organization C..

This Halloween themed 5K runs on the Lehigh Valley Trail in Mendon, NY. A costume contest adds to the fun, and the event supports David's Refuge. The race finishes with a post run party at a local 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..

November 2026

Experience a three day trail running challenge at Mendon Ponds Park featuring stages from 3 to 11 miles. Complete the full series to earn a finisher hoodie and enjoy post race food after every stage.

The Fat Ass Trail Run, started in 2003, is a welcoming trail event for all. It offers a wide range of distances, a varied course, and a community atmosphere. The cup-less event emphasizes safety and the joy of running on natural trails.

December 2026

Experience a winter trail run in Pittsford New York with three distance options. Support local trail maintenance while tackling the Hell on roots climb and the Ski Hill Climb during this fundraising festival.