Trail Running Calendar United States 2025-2026

Winding Trails TRAIL RUNNING Series #4 is a five-race Tuesday-night trail series in Farmington, CT. Race #4 runs from Aug 26 to Sep 23, 2025, offering 5K or 10K options on a roughly 3-mile loop. Check-in and a rolling start take place at Winding Trails, 50 Winding Trails Drive.Registration is availa..

The event is a corporate 5k run/walk taking place on Tuesday evening, September 16, 2025, at Hudson River Park - Pier 84 (West 44th Street), New York, NY 10036. The program includes pre-race packet pickup and company gatherings on the westernmost part of Pier 84, the 5k out-and-back run/walk on the..

Stehekin is a four-day, 40 to 70 mile guided running trip in Stehekin, Washington. Run by Aspire Adventure Running, the itinerary blends transport, rugged trail miles, and exploration. It begins with a shuttle from Burlington and a 3-mile climb of 2,500 feet, then follows the Stehekin River for abou..

The 37th Annual Seattle CF StairClimb is a fundraising stair-climb at T-Mobile Park in Seattle to benefit the Cystic Fibrosis Foundation. Participants climb in the stadium 300-level section on set routes that involve repeated ascents and descents of stadium stairs. Climbers self-identify as sprinti..

The Air Force Marathon is an annual endurance event held the third Saturday of September at Wright-Patterson Air Force Base in Dayton, Ohio. The 2025 race weekend is scheduled for September 18-20 and is listed as the 29th anniversary. Past event figures shown include about 8,500 total athletes, par..

The Charlie Stavros Memorial Beach Run is a free, 3-mile race held at Westerly Town Beach in Westerly, Rhode Island. Organized by the Westerly Track Club and the Stavros family, this event takes place at low tide, featuring a scenic out-and-back course of 1.5 miles each way along the beach. The run..

Goosebumps 6 & 24 Hour Run/Walk, a fundraiser by the River City Running Club, takes place in Stoddard, Wisconsin on September 19-20, 2025 (W6488 County Road GI). Runners and walkers choose either a 6-hour or 24-hour option, with the goal of as many loops as they can within the allotted time. The cou..

The Marji Gesick will take place in Ishpeming from Friday 19 September 2025 to Sunday 21 September 2025.

Last Dot Standing at Belleville, Wisconsin, organized by Ten Junk Miles Racing, kicks off at Belleville Community Park. The LMS format features a 4.2-mile out-and-back course between Belleville and Dot's Tavern, a 70-year-old tavern off the trail; each leg must be completed in one hour, with the nex..

The Georgia Jewel is a celebrated trail running event held near Dalton, Georgia, featuring distances of 100, 50, 35, and 18 miles. Known as Georgia's longest-standing 100-mile trail race, it takes place on the scenic Pinhoti Trail, with 99% single-track terrain and a challenging climb called "Mt. Ba..

The Pemberton 24 is a unique endurance running event held at Pemberton Park in Salisbury, Maryland. Participants, either solo or in four-person teams, run multiple 5K races over a 24-hour period, with a new 5K starting every hour. The scenic trail course features an aid station stocked with refreshm..

The Sleigh Me 24 and 48 Hour Ultra is an endurance running event held at the Shortsville Reindeer Farm in Shortsville, NY. Participants run loops of a one-mile course featuring grass and trail terrain with minimal elevation, surrounded by reindeer, chickens, honey bees, and maple trees. Runners can..

Fallinline 125 is a two-day ultramarathon in Greenbush, Wisconsin, run through the Kettle Moraine State Forest along the Ice Age National Scenic Trail. Limited to 75 entrants, the main 132-mile event features aid stations and a 48-hour, 46-minute time limit, offering a grueling, scenic challenge acr..

The Paine Mountain Anchor Challenge Trail Race, held in Northfield, Vermont, is a scenic and challenging 6K trail race that starts and finishes at the Norwich Shaw Outdoor Center. The course features a mix of gravel roads, single-track switchback trails, and steep descents, leading runners to the su..

Grindstone Running Festival by UTMB is a trail ultramarathon event held at Natural Chimneys Park near the Shenandoah Valley in Virginia. The festival offers four distances—100M, 100K, 50K, and 21K—tracing routes through the George Washington and Jefferson National Forest with steep climbs, ridges, v..

The Grape Stomper Trail Run is a 5K event held on Friday, September 19, 2025, at Paradocx Vineyard in Landenberg, Pennsylvania. The course weaves through the Paradocx Vineyard grounds and nearby Crossan Park Trails, featuring single-track dirt trails, gravel, and grassy fields. The race blends trail..

The Ragnar Trail Wisconsin will take place in Wausau on Friday 19 September 2025.

The Mountain Marmot Trail Run, presented by Durango Running Company, is a challenging 12-mile trail race held at Purgatory Resort in Durango, Colorado. The course features a steady climb of about 1,800 feet from the base to the top of Lift 8, followed by a downhill return, showcasing stunning single..

The Travis Fuller Invitational takes place in Buzzards Bay, Massachusetts, at Buzzards Bay Park, on Saturday, September 20, 2025, as part of Massachusetts Maritime Homecoming Weekend. The event offers three races: Women’s 5K, Men’s 8K, and Team Travis 5K. The site highlights a homecoming, community-..

The Frederick Pack Burro Race is an annual 10K event held in Frederick, Colorado, celebrating the town's Miners Day heritage. The race follows a scenic course starting downtown at Fifth and Oak Streets, heading north along a trail through a tunnel to the Frederick Recreation Area, looping around Mil..