Trail Running Calendar United States 2025-2026

The Running Pumpkin is a nonprofit-supported 5K race held in Lexington, Kentucky, along the Coldstream Park/Legacy Trail. Hosted by Gleaning Housing, the inaugural event invites runners and walkers to don pumpkin-themed attire or bring a pu..

Boulder Dash at Pinesburg Quarry is a running event hosted by Martin Marietta in Williamsport, Maryland. It offers a 5 Mile Challenge, a Family Friendly 5K, and a 1 Mile Fun Run for all levels. The 1 Mile Fun Run and 5K travel on rolling ro..

Held near Whittier, North Carolina (28789), the Viewpoint Endurance Challenge offers 24-, 12-, 6-, and 3-hour timed options on October 18–19, 2025. The 1.4-mile loop course combines a 1-mile hard-pack gravel section with a 0.4-mile asphalt..

Chautauqua Lake 5K Trail Run/Walk, hosted by the Chautauqua Lake Class of 2026, takes place in Mayville, New York, on the Chautauqua Lake Central School campus. The event highlights the district’s trail system with a 5K route suitable for r..

Field Fest 5K Trail Run The Field Fest 5K Trail Run is scheduled for Saturday, October 18, 2025. The event program includes a trail race and a separate children’s fun run. Distances offered: 5K Trail Run Kids One Mile Fun Run The event is..

Run the Sewanee Slammer, a scenic 20 mile trail race on October 18, 2025 around the University of the South Perimeter Trail along the Cumberland Plateau bluffs. Enjoy overlooks, lakes and woods while supporting the Perimeter Trail Fund.

Take on Tom Sawyer's Trial by Trail in Hannibal with a rugged 10K through Sodalis Nature Preserve, featuring technical single track and steady climbs. Awards, an early registration hoodie and proceeds support suicide awareness.

Tackle the Elden Ridge Run, a scenic half marathon in Flagstaff that climbs to the summit of Mount Elden through meadows, ponderosa forest and technical single track. Expect stunning views, a tough climb and a true trail running challenge.

Explore Palmer Park's rocky single track and sweeping city and mountain views at the Bobcat Trail Races in Colorado Springs. Choose from 50K, 25K, 10K or 5K and test your trail legs on technical, scenic routes.

Take on scenic dirt trails and choose from 5K, 10K, half marathon, or the summit 30K at the Diablo Summit Stomp in Walnut Creek. Walkers welcome and well stocked aid stations keep you fueled as you climb toward Mount Diablo.

Run the historic Ghost Train Rail Trail along a mostly flat, well groomed old railroad bed in Brookline and Milford, New Hampshire. Choose from a 30 hour ultramarathon, relays, or shorter distances while supporting local conservation.

Conquer Triangle Hill at Run for the Hill of It on October 18 in Green Bay, a scenic 5K trail run with kids, dog walk, and virtual options. Proceeds support Baird Creek Greenway and finishers get shirts, snacks, and king and queen honors.

Run the California Fall Classic at Lake Sonoma, choosing 100K or 55K on scenic single track through vineyards and lake views. Enjoy camping and live music while supporting the Children of Vineyard Workers Scholarship Fund and earning a West..

Run or hike the Bluff Color Fest on Memorial Bluff in Red Wing for sweeping Mississippi River Valley views and brilliant fall foliage. Options from short 5K loops to half marathon trails welcome all paces and hikers.

Run a scenic off road 5K through meadows, ponds and wooded trails at the Hudson Highlands Nature Center in Cornwall, NY on October 18, 2025. Family friendly event benefits nature education and animal ambassadors; kids run free.

Oktoberfest Trail Run in Farmersville on October 18, 2025 offers 5k to 50k courses along the scenic, flat Chaparral Trail through prairies and tree canopy. All finishers earn custom medals and every bib holder gets a Tupps Brewery beverage.

Push your limits at the Jordan River Backyard Ultra in South Jordan, Utah with a 4.167 mile paved loop each hour through a shady riverside park. Choose 6 hour, 12 hour or 24 hour options with medals and beanies for finishers.

Run rugged Superior Hiking Trail routes through Duluth Oct 18 to 19, 2025 with rocky, rooty singletrack and sweeping Lake Superior views. Choose 100K, 50K, half or 10K and take on Ely's Peak for a true fall trail challenge.

Join the Tecumseh Trail Challenge in Yellowwood State Forest for a festival of trails and distances from 8 miles to a 50k and team relay. Camp under the stars, enjoy post race mashed potatoes and s'mores, and earn a finisher medal.

Event overview The Ȟaȟá Wakpádaŋ Loopet Loppet is a trail running and hiking event at Theodore Wirth Park in Minneapolis (1221 Theodore Wirth Parkway, Minneapolis, MN 55422). Event formats include: 12-hour individual 6-hour individual Rela..