Trail Running Calendar United States 2025-2026

Set sail for Blackbeard's Bounty Endurance Race in Pennsburg PA on December 20, 2025, and tackle timed 4 hour or 8 hour looped runs on scenic gravel trails. Enjoy pirate themed fun, post loop grog, and a race shirt and medal.

Tackle about 9 miles of scenic but often icy and technical trails in Highland Forest, Fabius, then enjoy an all you can eat pancake breakfast at Skyline Lodge. Shortcuts make this a fun, flexible winter outing for runners and families.

Join the Nashville Jingle Bell Trot on Dec 20 in Antioch for a festive 5K, virtual 5K, or 1K kids run along scenic Orchard Bend Park trails. Chip timing, awards, race swag and holiday costume fun all benefit The Nashville Food Project.

Take on the Charleston Itty Bitty 50, a scenic 50 mile point to point road run from West Ashley to Park West, finishing with a lap on the track. Self supported and limited to 75 runners, entries open Feb 14 with a small tracker donation.

Come run the Bad Santa Trail 5K at Addison Oaks on Sunday December 21 for a festive winter trail experience on dirt and blacktop with rolling hills. Kids fun run, age group awards, and postrace cocoa, cookies and a fire pit.

Tackle Sycamore Canyon's rugged singletrack at the Dirty December Trail Run on Dec 21, 2025, with marathon, half, 10K and a repeating hill climb loop. Expect big climbs, festive costumes, a tech shirt and finisher awards.

Hit scenic trails at the Bad Beard x Evergreen Holiday Hustle, a festive trail run benefiting the Tennessee River Gorge Trust. Choose a short or longer loop or a kids fun run, then enjoy Christmas swag and pancakes at the finish.

Celebrate the season at the Candy Cane Course at University of Toledo on Dec 21, 2025 with in person and virtual options from a Kids Dash to a chip timed 12k. Bring a new unwrapped toy for Toys for Tots and enjoy shirts, medals, and holiday..

Tackle the scenic 36.8 mile Round the Bay Relay and Ultra around Choctawhatchee Bay in Fort Walton Beach on December 27, 2025. Choose solo or team relays and enjoy aid stations, a beachfront host hotel and lively post race food and music.

Ring out the year with Almost New Year's Eve at scenic Lake Chabot in Castro Valley on 12/27/25. Trail routes for runners, walkers and hikers include 5K, 10K and half marathon distances with free post race photos.

Run ancient sand dunes at Jupiter Ridge Natural Area with options from a Lunacy 30k night run to 50k, 50 mile and half marathon distances. Limited to 80 runners, with pro chip timing, swag, finisher medals and unique hourglass awards.

Join the Rattlesnake Mountain Challenge on December 27 in Reno for a scenic trail 5k or virtual 5k that benefits Azteca FC youth cross country and track. Enjoy Huffaker Hills terrain, a performance long sleeve shirt and official timing.

Mo Big Butt on December 27, 2025 is a self timed, unsupported 50 km run with on site parking for those familiar with the course. The route recently hosted a 50 km ultramarathon that saw 28 finishers and two state records.

Run under the stars at Icicles on the Moon, a night trail event at Zindel Park in Lock Haven on December 27, 2025. Choose a 7 mile or 5K route around the reservoir, bring a headlamp, and help fund Zindel property revitalization.

Join the Candy Cane Course in Jacksonville on December 27 for festive 1 Mile, 5k, 12k and Kids Dash options plus a virtual race. Enjoy finisher medals, chip timing for the 5k and 12k, and holiday cheer while supporting Toys for Tots.

Run the Last Supper 100k in Roxbury NJ on Dec 27, starting at Horseshoe Lake. Choose solo or relay teams up to 10 and tackle scenic trails and lakeside roads for a winter ultramarathon adventure.

Trail of Fears in Jackson TN pits runners on a single 4.3 mile trail loop run hourly until only one person remains. Expect a gritty endurance test of pace, strategy, and stamina as the field gets whittled down.

Across The Years is a multi day running festival at Peoria Sports Complex where runners ring in the new year on a looped course. Timed events from 6 day to 6 hour, plus RV camping and 24 hour aid make it a festive ultrarunning experience.

Tackle steep trails at Summit Showdown in Little Mulberry Park, Dacula, on December 28, 2025 with 10 mile and 5K routes that climb to some of Gwinnett County's highest points. Finish with pancakes and coffee to refuel and celebrate.

Celebrate the season at the Candy Cane Course in Punta Gorda on December 28, 2025 with family friendly options from a Kids Dash to chip timed 5k and 12k, plus virtual and volunteer then run entries. Free photos, medals and a Toys for Tots d..