Trail Running calendar near Henrietta 2025-2026

The Keuka Outlet Trail Half Marathon & 10K is an exciting running event set to take place in Penn Yan, NY, featuring scenic trails along the Minnesetah River. Participants can choose between a half marathon, a 10K, or virtual options for both distances. The course showcases picturesque waterfalls an..

The Bella Rose Vineyard Wine Run 5k is a unique running event scheduled for July 20, 2025, at Bella Rose Vineyard & Winery in Lewiston, New York. This scenic race, part of the Niagara Wine Trail, invites participants of all ages to enjoy a fun-filled day of running or walking, complemented by a wine..

The One More Hour will take place in Prince Edward on Friday 25 July 2025. You can run 6 kilometers.

The Mighty Mosquito Trail Race and Relay is an exciting running event taking place in Honeoye Falls, NY, featuring various race options including a 100-mile solo challenge, a 50-mile solo race, and relays for teams of up to six participants. New this year is the Mega Mosquito 50-mile option and a 50..

The Swain Mountain Race is an exciting mountain and trail running event taking place in Swain, NY. Covering approximately 6.5 miles with nearly 2,500 feet of elevation gain, participants will face steep climbs and descents, making it a challenging yet rewarding experience. The race features two loop..

The Beast of Burden - Summer is an endurance running event taking place in Lockport, NY, featuring 100-mile, 50-mile, and 25-mile distances along the historic Erie Canal towpath. Participants will start at Wide Water’s Marina, benefiting from amenities like showers and a fully stocked aid station. T..

The Twisted Branch Trail Run is an ultra-running event set in the scenic Finger Lakes region of New York, featuring a challenging 100K course that showcases the area's natural beauty. This point-to-point trail run, primarily on single track, offers a unique experience for runners, with an elevation..

Fellows Frolic is an exciting trail running event hosted by Miles & Macros at Greek Peak Mountain Resort in Tully, NY. Participants can choose between a 3-hour race and a $1,000 challenge, where they complete a 3.3-mile loop with an elevation gain of 607 feet. The race format includes a unique twist..

The Two Hollows Monster Marathon and Half Marathon takes place in the scenic Kennedy State Forest, between Virgil and Harford, NY. This unique event features well-maintained trails with rolling single track, challenging hills, and beautiful views, making it an excellent choice for both seasoned runn..

The Bread of Life Outreach Center Wellness Day 5K Trail Run is set to take place at Sprague Brook County Park in Glenwood, NY. This event invites participants to enjoy a scenic trail run or walk, with registration fees supporting the outreach center. Those who register by a specified date are guaran..

The Glen Iris 5K & 10K Trail Run is set to take place at Letchworth State Park, known as the "Grand Canyon of the East," on September 7, 2025. Participants will enjoy scenic woodland trails along the Genesee River Gorge, with both distances starting and finishing near the Trout Pond. The event suppo..

The Broken Cabin 10k is an exciting inaugural running event set to take place in Batavia, NY, featuring a scenic privately owned trail system. Designed for runners of all skill levels, the event aims to create a fun and welcoming atmosphere, reminiscent of a backyard race. Participants can look forw..

The Mill to Mill 5K/10K event, organized by Willow Running USA and the Friends of the Keuka Outlet Trail, will take place on September 13, 2025, in Penn Yan, NY. This annual race features both a 5K and a 10K course along the scenic Keuka Outlet Trail, starting and finishing at Cascade Falls. Partici..

The Ontario Summit Trail Races, hosted by FarFetched Enterprises, celebrates its 10th Anniversary on September 13, 2025, at Ontario County Park in Naples, NY. This event features a half marathon and a 5-mile race, both set on scenic, rolling trails around Gannett Hill. New for 2025, participants can..

The Virgil Crest Ultras is an exciting running event taking place in Cortland, NY, featuring challenging courses of 100 miles, 50 miles, and 50K. Known for its steep ascents and descents, the event promises a beautiful experience through singletrack forests and stunning views. Participants can expec..

The Sugarbush Shenanigans will take place in Prince Edward on Saturday 13 September 2025. You can run between 6 and 24 hours.

The ROCovery Fitness Annual Run/Walk & X-Challenge is a celebration of fitness and recovery, taking place in Henrietta, NY. This event features multiple options, including a ROAD Course 5k, TRAIL Course 5k, a combined TRAIL Course 5k & X-Challenge, a VIRTUAL 5k, and a Twice The Fun 10k (Trail & Road..

The Sleigh Me 24 and 48 Hour Ultra is an exciting running event taking place at the Shortsville Reindeer Farm in New York. Participants can choose to run for either 24 or 48 hours on a one-mile loop featuring grass and trail terrain with minimal elevation. The event promises a fun atmosphere with re..

The Parallel of Latitude Endurance Race is an 8-hour fixed time running event taking place at Dryden Lake Park, NY. Participants can choose to run solo or in relay teams of 2-6 members, covering a scenic 3.45-mile out-and-back trail. The race encourages all paces, welcoming both competitive runners..

The Unlimited Breadsticks Trail Race Half Marathon is a thrilling 13-mile trail race set to take place in Victor, NY. Participants will start at Parkview Fairways and run towards Valentown, enjoying scenic trails along the way. The event promises a fun atmosphere, culminating in a post-race celebrat..