Trail Running Calendar United States 2026-2027

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.

Join the Forest Park Runners Classic, a scenic 4 mile road and trail out and back in Forest Park, Queens, on Sunday May 24, 2026, featuring chip timing and an overhead finish clock. Pre register for a tech shirt and enjoy post race snacks a..

Trail and road courses in Mohnton PA on May 24 2026, featuring a half marathon and the Dirty Pony 5K. The event benefits Berks County Special Olympics and includes aid stations plus post race food for participants.

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..

A 5 mile trail run at Stoney Run County Park on May 25, 2026, featuring flagged turns, an aid station just past mile three, possible mud and a pond crossing with a short detour option, and post race refreshments.

Celebrate Memorial Day with a 10K run or 2 Mile walk in Lynchburg, Virginia to support families affected by Type 1 and Type 2 diabetes. The chip timed 10K awards finisher medals and offers shirts for early registration.

Trail races at Powisset Farm in Dover MA run through farm fields and Noanet Woodlands with four distances from 1.5 to 8.3 miles. One aid station provides water and this is a cupless race so runners must bring their own hydration carrier.

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.

The Johnnycake Jolt Series will take place in Windsor Mill on Wednesday 27 May 2026. You can run between 10 and 40 kilometers.

The Mohican Trail Run offers 100 mile, 50 mile and marathon options on looped forest trails near Loudonville, Ohio, with aid stations about every five miles and a 32 hour cutoff for the 100 mile race. Awards include finishers buckles, medal..

Rabid Raccoon 100 is May 29 to 31 at Brady's Run Park in Beaver Falls PA on scenic single track trails and gravel roads. Options span 5k to 100 Mile plus relays, OCR and combo challenges, with aid stations, crew support, coffee and post rac..

Weekend trail races May 29-30, 2026 at Long Lake Outdoor Center near Middleville, MI, offering 10k, 25k, 50k and 100k on hilly, rocky single-track. Cabins and bunks are available and shirts are included with registration by May 1.