Trail Running calendar near Central Business District 2026-2027

A night trail race at Batawa Ski Hill offering 7 km and 14 km on technical, well marked trails with headlamps required. Aid stations, finisher medals for all and custom medals for first place male and female.

Trail running event in Naples, NY on July 11, 2026 offering a half marathon loop and a marathon by doing two loops. The route runs from Naples Community Park through downtown and the High Tor Wildlife Management Area with aid stations.

Trail races at Watkins Glen International on July 12, 2026 feature a 3 mile course available as an individual race or as a three person relay, plus a 1.5 mile family course with proceeds supporting a wellness center.

Timed 12 and 24 hour solo and relay ultraruns on a mostly paved 1 mile loop at Rochester Rotary Sunshine Camp, with a staffed aid station and an optional personalized race bib.

A half marathon and 10K in Penn Yan, NY on July 18, 2026, run primarily on the Keuka Outlet Trail with virtual options, a 400 participant limit, and a post-race party at the Moose Lodge.

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.

An informal 6 km trail run on Sugarbush Vineyards' private trails as part of the Friday Night Happy Hour series, with cupless policy, water at start/finish, manual timing and on-site registration options.

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.

A two day trail festival in Honeoye Falls NY on July 25 and 26 2026 offering ultramarathon distances from 5 miles to 100 miles plus 50 and 99 mile relays. Proceeds support the Blue Foundation.

Experience an intense mountain trail race at Swain Ski Resort featuring 2500 feet of elevation gain across two loops. This USATF Niagara Championship event tests runners with steep ski slope climbs and rapid descents.

Trail races of 10K, 5K and a one mile fun run at Mendon Ponds Park on August 2, 2026. The event features on-trail courses, on-site water and first aid, and raises funds for epilepsy programs in Upstate and Central New York.

An evening trail race at Fillmore Glen State Park offering 3 mile and 8 mile courses that run along gorge rims, cross the creek, and include many stairs; the course is marked with water stops and finishes with a post-race pizza party.

An ultramarathon in Lockport, NY on August 15, 2026, following the Erie Canal towpath with 100 mile, 50 mile and 25 mile options. Start area at Wide Water's Marina includes aid stations, showers and on-course support.

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 100K trail race in Naples NY along the Bristol Hills Branch trail. The course is mostly single track with a 20 hour cutoff and awards four UTMB qualifying points.

A half marathon and a 5K on the Lehigh Valley Trail in Mendon on August 23, 2026. The half is USATF certified and part of the Rochester Runner of the Year series, with prizes and commemorative items for early registrants.

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 near Naples NY featuring short and long trail courses, post race food, giveaways and volunteer incentives. Organized by FarFetched Enterprises on September 12, 2026.

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.