Trail Running Calendar United States 2026-2027

The Mount Wilson Trail Race returns May 23, 2026 with an 8.6 mile out and back from Kersting Court to Orchard Camp, plus a children's Fun Run; the event supports volunteer trail repair through the Fletcher Trail Maintenance Fund.

A 10K-ish trail stage at Shawnee Mission Park North that is part of a six-race Tour de Trail series, cupless with water-only aid, clock timing, and a portion of each entry donated to Urban Trail Co.

A loop based trail event at Lake Carl Blackwell Park where runners complete 3.1 mile laps that start on the hour. Results rank by laps finished and total time, with hourly aid and central support available.

A loop based 50 mile trail race at Lake Carl Blackwell in Stillwater, OK, run on a 3.1 mile loop with regular aid, chip timing, a 12 hour cutoff, and pacer support allowed late in the race.

A loop ultramarathon at Lake Youngs Watershed near Renton, WA, offering 50K to 200 mile options with 900 feet of climb per loop and repeated aid station support; 150 and 200 mile entries begin with an unsupported initial segment.

A memorial weekend run in Cary with in-person and virtual 2, 4, and 6 mile options, a new course at the Northwest Cary YMCA, medals for finishers, and awards that support the local Veterans of Foreign Wars.

Trail races of 50K, 25K and 10 miles in Inverness, Florida on single-loop courses through the Citrus Tract of Withlacoochee State Forest. Aid and hydration stations are provided and runners must carry their own hydration.

A long distance run and ride in May 2026 covering 277.2 miles from Tybee Island to Columbus, Georgia, with individual and team options. The event raises funds for MercyMed of Columbus and House of Heroes National.

A road half marathon in Roxbury, Connecticut on May 24, 2026 that features mixed pavement and dirt sections, notable climbs including a 250 foot gain near the halfway point, and a post race celebration at Mine Hill Distillery.

Celebrate Memorial Day weekend with the Spirit Trail Race in Buena Vista, Colorado, a scenic trail event with marathon, half marathon and 9k options. Start in town square, enjoy Paddlefest fun, and support local nonprofits.

Run through vineyards and lakeside roads at Carlos Creek Winery in Alexandria at the annual Awake the Grapes festival. Choose a 5 km or 10 km course, then enjoy live music, food, winery tastings and local brews.

Return to Hahamongna Watershed Park on May 24, 2026 for a day of team relays and solo challenges. Choose a 50 km relay with teams of up to five, a solo 50 km ultra, or a 10 km fun run amid scenic Pasadena trails.

A 4 mile out-and-back road and trail race in Forest Park, Queens on May 24, 2026, starting and finishing at Victory Field Track; entries capped at 500, guaranteed technical shirts for pre-registrants, custom medals for finishers and cash aw..

A trail and road half marathon plus an all trail 5K on the Horse-Shoe Trail in Mohnton, PA, featuring varied terrain, three aid stations and age group awards, with proceeds benefiting Berks County Special Olympics.

UltraTrax Holiday Valley is a timed outdoor trek across wooded single track trails and ridgelines at Holiday Valley, with options from 7 to 28 miles and a 10 hour cutoff. Enjoy a marked course, finishers gear and a post trek party with food..

Forever Brave at West Creek Park in Valencia CA on May 24, 2026 invites runners from 5k to half marathon on scenic looped trails with aid stations each lap. Finishers get custom medals, free photos, snacks, and fast posted results.

A chip timed 5k at Cooper's Hawk Winery in New Lenox on May 24, 2026, limited to 500 runners and walkers. Registration includes race swag and a wine pour while the event supports the New Lenox Food Pantry.

A day at Buffalo Park with timed ultraloop events and a dog-friendly 5k, plus a virtual 5k option; a portion of fees supports the High Country Humane Society.

A Memorial Day trail event in Grand River Park, New Castle, offering a family friendly 3.5 km riverside route and a longer 7.7 km route over scenic hilltops, with matching virtual distance options.

Run or walk the TuscParks Norma Johnson Center 5K Follow the Flock on May 25, 2026 in Dover for a scenic trail through grassy paths and rolling hills. Awards, door prizes and a guaranteed shirt if you register by May 3 make it fun for all l..