Trail Running calendar near Rochester 2026-2027

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 point to point trail ultra in Naples, NY covering about 100K along the historic Bristol Hills Branch trail in the Finger Lakes. The route is mostly singletrack with a 20 hour cutoff, 11 aid stations, shuttle options and free camping.

The Black Diamond Express Trail Races on August 23, 2026 run on the Lehigh Valley Trail in Mendon, NY, offering a 5K and a USATF certified half marathon. The event is organized by the Mendon Foundation with Monroe County Parks.

Trail runs and walks on August 29 2026 at Phillips Creek State Forest offering 5K, 10K, and a newly added 25K over varied forest trails with creek crossings, mud, and rolling terrain.

A women only back yard ultra on a 4.167 mile loop run every hour on the hour in Phoenix NY. Forest trails, open field sections and night running combine with common ultra distance milestones and proceeds benefiting local women's shelters.

Trail races at Ontario County Park in Gannett Hill on September 12, 2026, with a long and short course plus a 5 mile option. The weekend includes camping options, post-race food and beverages, branded giveaways, and volunteer incentives.

A community wellness event at Sprague Brook County Park on September 12, 2026 featuring a 5K trail run and a 2 mile non timed walk, with proceeds supporting the Bread of Life Outreach Center and keepsake blankets for early registrants.

Experience an outdoor adventure at Everest Park featuring a four mile obstacle course with forty natural and man made challenges. Families can choose between the full mud run or a specialized mini course for younger children.

Adventure Tails 5K is a dog-friendly community run and walk at Campground Adventures in Hinsdale, NY. Fifty percent of proceeds benefit the Cattaraugus County SPCA while participants use scenic trails and visit local vendors.

A community fundraiser at Mendon Ponds Park with in-person and virtual 5k options plus a Trail X Challenge and a 10k combo. The event supports ROCovery and includes event swag and packet pick up dates.

Trail runs of 5K and 10K take place inside Letchworth State Park near Trout Pond with woodland trails, water stations and post race food at Trailside Lodge. Electronic timing is used and awards include trophies and finisher medals while sup..

A community run through the vines at Palatine Hills Estate Winery featuring a timed 5 km race, untimed family and dog walks, post-run food and music, and winery perks. A portion of proceeds supports Community Care.

Multi-day timed ultras at Shortsville Reindeer Farm on a one mile grass and trail loop. Multiple timed options, an on-course aid barn, and belt buckles for finishers who complete 100 loops; proceeds support ROCovery Fitness.

Ultrarunning event at Sugarbush Vineyards in Hillier, Ontario. Timed solo races, a 24 hour relay and a 12 hour night option take place on a roughly 3 km loop through woods and meadow.

A community 5K and 10K on the Keuka Outlet Trail in Penn Yan with start and finish at Cascade Falls. Courses pass Seneca Mills Falls and the 10K reaches the former Fox Mills site; shirts and medals included.

A one mile loop elimination challenge in Webster NY on September 20, 2026 where runners must meet shrinking time cutoffs each mile; finishers receive a medal and category pins, with cash prizes for top male and female.

A 5K trail run on Bella Rose Vineyard grounds in Lewiston with a stemless wine glass and complimentary wine tasting for participants 21 or older. The event features professional timing, finish line photos, music, and on site parking.

Cross country meet in Niagara Falls on September 27, 2026, open to all ages with a combined men and women Open 5K in the afternoon. Events follow MTA and Athletics Ontario age groups and are sanctioned by both bodies.

Trail races near Hemlock and Canadice Lakes in Springwater NY offering 5K, 15K and a full marathon. Courses include technical single track, a steep 0.5 mile descent on the 5K and two 800 ft climbs on the marathon.

Community-focused event at the Cobourg YMCA featuring timed 2.5K and 5K courses, a 1K kids run, family discounts and virtual participation. Proceeds support the YMCA Strong Communities Campaign and include medals and a costume award.