Trail Running Calendar United States 2026-2027

A late November event at Lake Anna State Park with 5k, 10k and half marathon courses that combine trail and paved surfaces. Walkers are welcome and virtual entry options are available with medal and shirt choices.

FSX Black Friday 100 is a one-day ride and run on the Fifth Street Cross course in Emmaus, offering distances from 10k to 100 miles plus relay and mixed run and ride options. Entry is $25 plus a 6-pack or a $20 prize pot contribution.

A 28.4 mile trail event in Mill Valley featuring steep stairs, coastal and forest trails out to Stinson Beach. The Dipsea Trail is run out and back then repeated for a total of four laps with on-course aid stations.

A November trail party at South Mountain Reservation offering looped distances from a Kids 1M to a 50K, varied carriage roads and singletrack, on-course aid at the start/finish, adaptive support, and a charity partnership with Bigger Than T..

A community 5k run/walk and a separate competitive walking 5k at Killens Pond State Park on November 28, 2026. The event supports Milford High School Cross Country and features chip timing, awards, shirts, and post race refreshments.

A holiday weekend trail run in Briar Chapel on November 28, 2026 offering 5K and 10K courses, repurposed vintage tees and medals, a post race party, and a free kids race with prizes.

Experience a low key no frills 50k run through the rolling hills of North Carolina. Enjoy a community pasta lunch and support local animal advocates while completing this three loop course on asphalt and dirt roads.

A multi-format running and rucking event at Windsor Castle Park in Smithfield VA with a marked 5 km loop, a 10K option, timed 8 and 4 hour formats, lap counting, rucking divisions, and finisher medals.

Timed trail event on 11/28/2026 at Turkey Ridge in Wildwood with a 1.8 mile loop and 347 ft elevation gain per loop. Two time categories let runners complete as many loops as possible in 2 or 4 hours.

Join this trail race at William B. Umstead State Park with 5 km, 10 km, and 13.1 mile distances. Enjoy organized transport from Harrison Square and earn finisher medals and winter gear at this Cary event.

A free, self supported urban 50K through Savannah on November 28, 2026, organized by Run 4 a Reason and limited to 25 runners. The route changes yearly and begins and ends at the Waving Girl statue; finishers receive custom tile art.

Experience the natural beauty of Carlton Reserve at this Florida trail event. Runners can choose between three distances and enjoy a pre race stretch session with recovery snacks and awards for various age groups.

A family-friendly Thanksgiving weekend event at Quarry Lakes Regional Park offering a fast, mostly-flat half marathon, 10K, 5K and a free kids' sprint. The race supports the Alameda County Community Food Bank.

Trail marathon, half marathon and rucking event at Foster Falls State Park with waterfalls, rock formations and ridge-line overlooks. The course combines runnable ridge sections with steep, technical descents and limited aid between station..

A dirt-trail event at Black Mountain Ranch Park on November 28, 2026, offering Half Marathon, 10K and 5K courses with significant climbing. Field limited to 300 runners; terrain includes service roads and single-track.

Chup's Revenge is a five mile race at Shelter 14 in Wyandotte County Lake Park, Kansas City. Listed on the Wyco Wolfpack 2026 calendar, it follows previous editions run as a Turkey Trot with results archived.

Celebrate Thanksgiving in St. Louis with this annual running event featuring multiple distances from a half marathon to a kids dash. Enjoy chip timing designer shirts and custom medals for all participants.

A trail running event at Lake Louisa State Park in Clermont FL offering 50K and 25K distances on a 16.2 mile loop with mainly singletrack, four aid stations, timing, and free race photos.

The Grayt Jackalope 10 and 5 miler features two trail courses starting and finishing at Grayton Beach State Park, with awards for top finishers and age group winners and packet pick up the day before at Fleet Feet Inlet Beach.

One mile loop ultra on hardpacked dirt with timed 3, 6, 12 and 24 hour options plus relay teams. Live chip timing, free on course camping, continuous food service, and a 31 hour buckle challenge to reach 100 miles.