Trail Running Calendar United States 2026-2027

Join the MSK Holiday 5K in Kent on Dec 6 for a festive noncompetitive run or walk on the Portage Hike & Bike Trail with start and finish at Bell Tower Brewing. Entry includes a bib, souvenir beer glass, a drink and a $10 local gift card.

Join Strong As Oak and Varsity Rush at Oakhurst Forest Preserve in Aurora on Dec 6, 2025 for 5K and 10K trail races plus kids events on mixed terrain. Hilly course, varied surfaces and finisher medals for all.

Catch Me if You Can! is a winter race series in Billings, Montana with four staggered start races that have faster runners chase down earlier starters so everyone converges at the finish. Hot drinks follow each event.

Join the Fall Backyard Burn at Fountainhead Regional Park for a scenic trail run offering a short loop or a longer lollipop route. Pick your distance, support Homestretch, and enjoy a lively community morning on the trails.

Take on San Francisco in the legendary Hunter S. Thompson Fear & Loathing, an annual urban ultramarathon starting and finishing at Twin Peaks with 50 mile and 50K distances. Community run with free entry, a casual fat ass vibe, scenic city..

Tackle singletrack at East Fork State Park with the Topo Trail Marathon, offering quarter, half, and full loop options on a scenic 6.55 mile course. Enjoy aid stations, chip timing, a long sleeve shirt or Topo Buff, and a finisher medal.

Join the 45th Pine Mountain Trail Run on Dec 7, 2025 at FDR State Park in Pine Mountain GA, offering 19 and 40 mile courses across rocky single track trails with rolling hills. Net proceeds benefit FDR State Park and Georgia State Parks.

Enjoy rugged, scenic single track at the Dirty South Trail Races in Knoxville with a half marathon, 10K and kids mile through Ijams Nature Center. Technical rocky sections and flowing trails make for a fun, challenging day.

Tackle scenic single track trails at Elfin Forest in the Keepin' It Rural 5K and 10K, where runners get chip timing and a festive post race party. Enjoy a tech shirt, finisher medallion and a beer while supporting Escondido Creek Conservanc..

PPTC Endurance Fest brings 50 mile and 50 kilometer looped races to Prospect Park Brooklyn, with community potluck aid stations and Skratch Labs hydration. Take on the laps and chase a coveted 50 mile finisher buckle.

Tackle pristine coastal trails at Guana Reserve in Ponte Vedra Beach with 50K and 12K options plus team relays. Enjoy scenic salt marsh views, sandy singletrack, and a festive winter day on the trail.

Celebrate the 20th anniversary of Wakeem/Teschner Nature Preserve with a scenic 5k trail run or family 1 mile walk at Resler Canyon in El Paso. Support land conservation while enjoying beautiful desert trails and community fun.

Join the Tidewater Strider Dismal Swamp in Chesapeake VA on Dec 7, 2025 for 50K, marathon, half marathon, relays and a walkers option on scenic out and back looped trails. Aid stations, finisher apparel and post race pizza and beer await.

Run the Tough Cookie 8K at Sunken Meadow State Park on Dec 7, 2025 for scenic trails and Long Island Sound views plus a holiday cookie fest. All paces welcome and net proceeds support local charities.

Celebrate the holidays at the Angry Cow Trail Run on Dec 13 in Panama, Nebraska with 2, 4 and 6 mile options plus rucking. Wear festive gear and enjoy beanies, snacks and Colleen's chili on scenic trails.

Tackle scenic, rugged trails in Helen, Georgia on December 13, 2025 with your choice of a half marathon or 10K. Expect steep climbs, technical sections and a six hour cutoff for the half, with walker friendly options and finisher awards.

Spirit of Syllamo in Norfork Arkansas on December 13 2025 offers 100 mile, 35 mile and 10k options over new rugged singletrack. Expect steep rocky climbs, frequent creek crossings, sparse aid stations, and a true endurance challenge.

Beast of the East 100 invites trail runners to Crowders Mountain near Kings Mountain NC with 100 mile, 100K, 50 mile, marathon and half marathon routes. Expect rugged ridgelines, big climbs, scenic views and generous aid stations.

Join the 0 Degree Winter Trail Festival in Pittsford NY on Dec 13 for a chilly day of trail racing to raise funds for local trail projects. Choose 15, 10 or 5 mile courses that tackle the notorious Hell on Roots climb and Ski Hill Climb.

The Pigtails Run in Maple Valley on Saturday December 13 2025 offers 50K, marathon and half marathon courses along the scenic Cedar to Green River Trail. Expect mostly paved trail, modest on course support, and finish line pizza and soup.