Trail Running Calendar United States 2025-2026

Central 28 Monster Mash-N-Dash 5K Run and Walk takes place in Debary, Florida, beginning and ending at the Central 28 Taproom. The fourth annual event features a 3.1-mile out-and-back course along a paved trail. It embraces a Halloween-them..

Take in Tellico Reservoir views on runnable East Lakeshore Trail at Firewater Ultra, with 100K, 50K sunrise or sunset, relay, and a new 25K ruck. Enjoy lakeside singletrack and a sunset finish option for the 50K.

Into the Darkness at Explore Park in Roanoke on Oct 25 offers a family friendly 3.6 mile night trail over twisty single track lit by reflective arrows and glow sticks. Bring a headlamp and enjoy a festive evening run.

Run scenic singletrack around Lake James at Fonta Flora Brewery's Whippoorwill Farm in Nebo NC. Choose 50K, half or team relays on wooded trails with aid stations and a handmade finisher medal while supporting trail building.

Cheshire Community YMCA 5K Harvest Trail Run in Cheshire, CT, is a race around Ives Farm. The all-ages event winds through fields and trails on the farm, starting and finishing at the remodeled barn. Proceeds support the YMCA’s Cheshire com..

Tackle scenic singletrack and steep climbs at the No Name Trail Races in Chesebro Canyon, Agoura CA on October 25, 2025. Choose from a 50k, half marathon or 5k and celebrate with tacos, a beer garden and post race awards.

The Battle at Big Creek is an annual trail running event hosted by Dirty Spokes Productions, taking place at Big Creek Trails in Roswell, Georgia. Participants can choose between two distances: 9.4 miles or 5.0 miles, offering a challenging..

Hilloween in Koloa is a costume friendly trail event with a hilly 5K, obstacles and a short keiki trick or treat run. Register on site or virtually, pets welcome for a pet costume contest and proceeds benefit the Kauai Ballet Academy.

633 Run takes place in Little Elm, Texas, at Lobo Stadium (1151 East Eldorado Parkway), a family-friendly, community-focused event. The program offers a 1-mile Fun Run, a 5K, and the 633M Run—a 6.33-mile race—along with a 633M Tactical Divi..

The Naatsisaan Trail Races take place at Navajo Mountain High School in Utah, offering a unique running experience on Saturday, October 25, 2025. The event features three distances: a challenging 50K Ultra, a 10-mile race, and a non-competi..

The Chupacabra Trail Run takes place in Waco, Texas, at the Redwood Shelter in Cameron Park. It is part of the Huaco Cuatro Trail Run Series, featuring challenging trails in the Waco area. The event offers multiple race distances, including..

The Gopher Weedon Trail Run is an 8K trail race held at Weedon Island Preserve in northeast St. Petersburg, Florida (1800 Weedon Dr NE, 33702). The course covers about 4.9 miles of natural trails through mangroves, salt marsh and Florida sc..

Spooky Sprint- Columbus in Lewis Center, Ohio, is a Halloween-themed running festival slated for October 25, 2025, at Highland Banks Metro Park (9466 Columbus Pike). The event offers multiple distances: 1 mile, 5K, 10K, and a Half Marathon,..

Run scenic single track, rolling hills and shaded hammock trails at San Felasco Preserve near Gainesville in 25K or 50K distances. Enjoy a TailGate2Gate finish line celebration while supporting the Friends of San Felasco.

Wise Villa Fall Harvest Run is a 5k chip-timed race/walk staged at Wise Villa Winery in Lincoln, California. The two-loop course starts and finishes at the winery, winding through the property with spectacular views; the route is described..

Georgetown, TX: The Jameson 5K at Southwestern University is the 25th annual trail race on the campus cross‑country course, with in‑person 5K events (including a Southwestern University Student 5K and a 55+ Senior 5K), plus a Mosey and a Vi..

Event overview The Cougar Mountain Trail Run Series (October) is scheduled for October 25, 2025, at Sky Country Trailhead in Bellevue, Washington, within King County’s Cougar Mountain Regional Wildland Park. The series is organized by Seatt..

Womp Romp at Wompatuck State Park in Hingham MA offers 10 Mile and 50K trail courses across scenic single track with some muddy sections. Field is capped at 350 and proceeds benefit Friends of Wompatuck, Free to Run, and Footprints.

Join the Trick or Trail 5K or 1 Mile in Hendersonville on Oct 25 for a festive run through 7th Avenue and the Oklawaha Greenway during the Fall Festival. Expect a costume contest, finisher medals, vendors and free apple cider.

Run the Chippewa Creek Challenge, a rugged trail half marathon in Brecksville Reservation with steep climbs, winding singletrack and scenic views. Proceeds benefit Cleveland Metroparks trails for a rewarding and challenging race experience.