Trail Running Calendar United States 2026-2027

Experience eight weekends of trail running across Ohio and Kentucky this fall. With distances ranging from 5K to 50K and unique 6 hour challenges, there is an event for every trail enthusiast.

A community 5K and 1 mile kids run in West Grove PA on September 26 2026 supporting Avon Grove High School cross country with a three-loop grass course and race-day refreshments.

Two mile obstacle run at Alameda Park on September 26, 2026 featuring twenty two obstacles including a mud pit, foam run and car wash. Proceeds support local Butler Area School District programs.

Technical trail races in Burlington CT on the Tunxis Trail offering 8K and 5K courses that pass the CT State Trout Hatchery and Nassahegan State Forest.

A fall trail event at Rock Hollow Woods on September 26, 2026 featuring a wheel measured 5K and a 1 mile all ages fun run walk with pre-registration required.

An annual, family friendly untimed run on the Violet Crown Trail in Austin with a finish line celebration and proceeds supporting Hill Country Conservancy.

Team based 5K in Laredo with obstacles, a 1K family walk, resource and wellness zones, vehicle displays, and food vendors supporting suicide awareness.

The Morgan Hill Trail Races will take place in Fabius on Sunday 27 September 2026.

Mountain bike and ultra-run event at Ascutney Outdoors near West Windsor VT with 50 mile and 50K options, relays and kids races, benefits Vermont Adaptive.

A trail event on the Moosup Valley State Park Trail featuring 5K, 8K, 10K and a Kids Fun Run. Parking and the finish are at Weidele's Pizza with post-race food, awards and a medallion or shirt option.

Experience the natural beauty of Lexington at the Raven 10K Trail Run. Run or walk through grassy fields and primitive trails at the Raven Run Nature Sanctuary or join the event virtually from any location.

A community 5K on September 27, 2026 in Dolgeville along the Greenway Trail. Registration has a $25 fee with children under 12 free; proceeds fund free sports equipment for local youth.

A themed race day at Draper Park with options from a kids dash to a chip timed half marathon, a costume contest with prizes, age group awards, volunteer roles, and mixed surface park and greenbelt courses.

Trail races at Orion Oaks County Park in Lake Orion, Michigan include a two-loop half marathon, 5K run/walk, a 5K dog division limited to 50 dogs, plus virtual half and 5K options with the same race swag.

Experience a supported long distance run on the hardpacked dirt and gravel of the Torrey C. Brown Trail. This twenty mile event serves as an ideal training opportunity for those preparing for a fall marathon.

Experience the beauty of RB Winter State Park with a half marathon or four mile trail race. Enjoy a community atmosphere with post race food and music while supporting local organizations.

A high alpine 50k in Nathrop, Colorado, featuring Colorado Trail singletrack, about 7,000 ft of climb and panoramic Sawatch Range views.

In-person 5K and half marathon on the Chesapeake & Ohio Canal in Georgetown on September 27, 2026, with virtual options and walkers welcome.

A community 5K/10K/15K on the Pinellas Trail in downtown Dunedin at HOB Brewing Company on September 27, 2026, with electronic timing, finisher medals and a post-race party including one free draft beer for participants 21 and over. The eve..

Trail running in shaded redwood forest at Sanborn County Park on September 27 2026, with 10K, half marathon and 50K options; steep singletrack, shuttle parking, chip timing and specific mandatory gear for the 50K.