Trail Running Calendar United States 2026-2027

Tackle 3,800 feet of climbing on mountain trails in the Leavenworth Skyline 27k for sweeping alpine views and a steep, rewarding challenge. Finishers choose a custom mug or tree planting and enjoy a post race meal.

Run the Fit Farmer 12K in Norton VA along the scenic Flag Rock Area Trails. Proceeds support the Norton farmers market senior supplement program that helps low income seniors buy fresh local produce.

Night trail runs at McDowell Mountain Regional Park on May 23 offer distances from 6K to 50K. Enjoy rolling single track, stocked aid, live timing and crew support for ultras; this is a cupless event so bring a reusable cup.

Hit the trails at Caesar Creek State Park May 23 to 24, 2026 with 5K, 10K, half marathon, 20K relay and the timed 6 Hours of Power. Snag a Pack Pass for entry to all Wolf Pack events plus custom gear and perks.

Hit the scenic North End trails in Cable, Wisconsin for an uplifting trail run hosted by the North End Ski Club. Choose from 5K, 10K or a half marathon and enjoy well maintained routes through forest and rolling terrain.

Join the 44th annual Little River Trail Run in Little River, Kansas for scenic trails, creek crossings and the infamous Suicide Hill. Choose 5K, 10K, a Pony Express 3 person relay, youth races or ruck entries with awards and community spiri..

Take on the Freedom 50 in Puyallup, WA, choosing the 50 Mile or 50k routes along the scenic Foothills Trail with views of the White River bridge and stocked aid stations. Finishers earn a custom cast medal plus local perks.

Join the Johnston Woods Trail Festival on May 23 for timed races from 3 hour to 24 hour, plus a 12 hour night race and a 6 hour ruck option. Tackle runnable 4.35 mile forest loops with rolling hills and creeks and support kids' summer camp.

Take on the Drummer Hill Trail Races in Keene NH on May 23, with a 12.5k loop you can repeat for 12.5K, 25K, 37.5K or 50K. Expect technical single track, rocks, roots and stream crossings, aid stops and DHTR drumstick awards.

Run a scenic 5K through Blydenburgh County Park in Smithtown on May 23, 2026, with a free Kiddie Dash for kids. Join in person or virtually, enjoy trails and post race refreshments while supporting the Never Stop Running Foundation.

Run through Johnstown history at the Path of the Flood Historic Races, with 14 Miler, 8 Miler and 5K routes that travel tunnels, rail trails and riverfront. Chip timed races finish at Peoples Natural Gas Park and support Cambria trails.

Hit the trails on May 24 in Inverness FL for Sweat, Swat n Swear offering single loop 50K, 25K or 10 Miler courses through the scenic Citrus Tract at Holder Mine Campground. Expect aid stations, a finisher award and a lively post race picni..

Run Across Georgia covers 277.2 miles from Tybee Island to Columbus along quiet back roads through middle Georgia. Go solo or join a team to run or ride, raise funds for MercyMed of Columbus and House of Heroes, and earn finisher awards.

Run the Mine Hill half marathon on 24 May 2026 in Roxbury Connecticut, starting and finishing at Mine Hill Distillery. Enjoy rolling country roads with sweeping farm views, then celebrate at the distillery after party.

Join the Spirit Trail Race in Buena Vista on May 24, 2026 for marathon, half marathon or 9K during Memorial Day weekend and CKS Paddlefest. Scenic start at South Main Town Square and proceeds support local conservation and community groups.

Run through vineyards and scenic lakeside roads at the 15th Awake the Grapes Vineyard Run on May 24, 2026 at Carlos Creek Winery. Choose a 5K or 10K, enjoy mixed terrain, live music, wine tasting and local food after the finish.

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 Forever Brave in Valencia, CA on Sunday May 24, 2026 for road and trail fun with distances from 5k to half marathon. Scenic out and back loops, on course aid, finisher medals and free photos make it a great race day for all paces.

Join the JH Memorial 5 Mile Trail Run on May 25, 2026 at Stoney Run County Park in Hebron IN for a scenic, rugged 5 mile on park trails. Expect mud, a possible pond crossing with detour, and postrace refreshments.

Join Pyro's Push It Up River Trail Run on Memorial Day in New Castle for a scenic riverside challenge that honors a fallen hero. Choose a family friendly 3.5 km or a hill testing 7.7 km onsite or run virtually from anywhere.