Trail Running Calendar United States 2026-2027

Run Through the Grapevine is an 8K cross country race at Linganore Winery in Mount Airy, Maryland on November 8, 2026. The course runs through vineyard rows and adjacent hop yards, and all finishers receive one free winery tasting.

Deam Lake Winter Warrior is the Deam Lake stop in a winter series with 6-mile, 12-mile, 4-hour endurance and virtual options on the Yellow Trail. The event uses Buzzards Roost Shelter, is cupless, and has limited parking.

A trail running event at Walnut Creek Park in North Garden, Virginia on November 8, 2026, offering 5K and 10K distances plus virtual entry options with medal and shirt choices.

Trail races of about 3 and 5 miles through the woods at Camp Big Timber in Elgin on November 8, 2026. The course runs on grass, gravel and single track and includes a creek crossing, participant shirts and a pancake breakfast.

A six hour timed running and walking event around Lake Miramar on a paved 5 mile loop with chip timing, four aid stations, permanent quarter mile markers, participant awards and a postrace lunch.

Experience the autumn beauty of Riverside State Park during this trail event in Nine Mile Falls. Choose from multiple distances including a 25K and a Kids Fun Run while supporting physical therapy students.

Celebrate the season in Indianapolis with a variety of races including a Half Marathon, 10k, and 5k. Participants enjoy chip timing designer shirts and finisher medals with special options for youth and families.

Celebrate Thanksgiving with this family friendly event in Tampa featuring distances from a Kids Dash to a Half Marathon. Enjoy chip timed results, finisher medals, and festive treats at the finish line.

Multiple trail distances run near Frank Kinney Park in South Eugene, with five aid stations and organic course layouts. This event is the fifth race in the Run Big Trail Series.

A third annual Veteran's Day 5k trail run at Clear Path for Veterans in Chittenango, NY, featuring peaceful trails and wide views to the Adirondack foothills. The event supports Clear Path's programs for veterans and their families.

A community road race on the Tennessee Riverwalk in Chattanooga with 5K, 10K and Half Marathon distances plus virtual options. Veterans register free and active duty entries have a reduced fee; medals and age group awards are offered.

Rancho Ramble Trail Run at Santa Margarita Ranch offers 10K, half marathon and 50K races over soft, hilly trails with changing terrain. The event is part of a Spartan OCR festival weekend and features Central Coast scenery.

A 5k chip-timed run/walk at Stonington Vineyards on November 8, 2026 featuring a two-lap cross country route through the vines. Registration includes a shirt, collapsible wine glass, finisher medal and a pour of wine.

A community 5K and 1 mile walk on November 8, 2026 at Central Park of Morris County supporting Family Promise of Morris County, with in-person and virtual 5K options and age-group awards.

Trail races in Upton State Forest offer 10.5K and half marathon options over technical, hilly single track and forest roads. The event has a 250 runner cap and aid stations spaced roughly every three miles.

A charity trail event at Hillside Park on November 8, 2026, offering 10 km and 5 km races to benefit a free digital mammography program, with race timing, age-group medals and participant T-shirts.

An annual 5K trail fundraiser at Cahokia Mounds State Historic Site on November 8, 2026. The 3.1 mile course runs over paved, wooded and grassy terrain and supports community outreach and educational programs.

A trail event in Albuquerque featuring a 10 mile course and a 5k run or hike option, with chip timing, free pro photos, long sleeve race shirts, post race local food and prize money for top finishers.

The 46th HASHATHON 6-Mile Treacherous Trail Run takes place at Cheesequake State Park on November 8, 2026, featuring a single 6-mile trail race, same-day bib and shirt pickup, post-race beer and pizza, and awards with charity proceeds.

A family friendly run and walk at West Thompson Dam on November 8, 2026 featuring a timed 5K trail run, a 3K untimed walk and a free kids 1/4 mile run; proceeds support local trails, parks and a food pantry.