Trail Running Calendar United States 2026-2027

Annual May trail races on the Ashuwillticook Rail Trail including a marathon, half marathon, 8K and a free kids Mo Mile, with proceeds supporting trail maintenance in Pittsfield and event perks for participants.

A *3.5 mile* trail run/walk at Woodtick Recreation Area in Wolcott, CT on May 17, 2026. Proceeds support the Wolcott Cross Country Teams and participants receive a free entry to the CT Food Truck Battles Festival.

Join the XC Summer Series, a friendly weekly cross country 5K on Tuesday nights in Parsippany from April 28 to September 1, 2026. All ages and abilities welcome, walkers included, with chip timing and after race refreshments.

A rolling two-loop 10 km trail race around Jensen Lake in Eagan, Minnesota, featuring about 200 ft of elevation gain, chip timing, a midway water stop, a 425-runner field limit, and post-race refreshments.

The Johnnycake Jolt Series will take place in Windsor Mill on Wednesday 20 May 2026. You can run between 10 and 40 kilometers.

Infinitus is a multiday endurance festival May 21 to 30 in Ripton, Vermont, with distances from 9 miles to 551 miles. Tackle a marathon or join an epic ultrarunning challenge amid scenic Green Mountain forests.

Celebrate Memorial Day Weekend with the High Hope Endurance Run at High Hope Ranch in the scenic Texas Hill Country. Choose races from 5K to 200K on well marked trails, enjoy eco friendly camping and finisher swag.

Feel The Burn Trail Runs in North Little Rock at Burns Park, featuring rugged hilly single track and distances from 10K to 50K, has been cancelled. Registration closed December 14, 2025.

Run mountain trails at West Virginia Trail Fest in Snowshoe, WV, May 22 to 23, from a one mile kids run to a tough 100K with huge climbs and summit views. Enjoy live music, vendors, a Cass Railroad ride and family activities.

Sharpen your trail skills at a three day Spring Training Camp in Oliverea NY. Expert coaching and guided runs on technical Catskill ridgelines include a 13 mile day with 5000 ft of climbing, plus lodging, meals and great camaraderie.

Join the Night Raider at the Winery at Bull Run on May 22, 2026 for a festive evening 5k or 10k through scenic Manassas Battlefield trails. Enjoy chip timed results, a finisher medal, a technical shirt and a complimentary glass of wine.

Run May Madness 50K in Hoffman NC by completing ten consecutive 5K loops in a single day on natural trail surfaces. Finish every loop to earn your 50K, with free camping and limited spots so register early for a shirt and pottery awards.

Join the 17th Nanny Goat May 23 to 24 in Riverside for looped one mile laps on a flat ranch course with camping, swimming and family friendly amenities. Options span 3 hour to 100 mile plus a 24 hour relay with on site support.

Crown of the Crest offers multi distance trail races on the Platte River bluffs near Fremont Nebraska, from 100 mile to half and the timed Lucky 13 loop. Enjoy technical single track, big climbs and a well stocked aid station.

Join Leavenworth Trail Fest in Leavenworth WA on May 23 2026 for mountain races from a family friendly 5k to challenging 27k and 55k routes, plus a lively festival and Trail Family Food Tent. Finishers can select a keepsake or plant a tree.

Run the Sugar Badger 50/50 and Half in Belleville WI with 50M, 50K and half marathon options on flat, scenic Badger and Sugar River trails with trestles and a short tunnel. Aid, free photos, pizza and beer await finishers.

Join the Memorial Day Flag Run in Black Canyon City May 23 to honor fallen heroes by carrying an American flag during a scenic 5K or 10K run or ruck on the Black Canyon Trails. Proceeds support local veterans and families.

Honor veterans at the Trail of Honor Memorial Run in Fort Gibson, OK on May 23, 2026 while supporting permanent flag pole installations. Take part in a USATF certified 5k or a 1 mile fun run and carry a flag as you go.

Join the Catsmacker, an AURA fun run at Lake Sylvia near Perryville Arkansas, with about 20 mile and 12 mile routes over forest roads and Ouachita Trail. Entry is donation based, fills up fast, and includes aid stations, awards and a post r..

A downtown Georgetown trail event on May 23, 2026, featuring single track riverside trails and multiple run and mountain bike distances for adults and youth.