Trail Running Calendar United States 2026-2027

A fall trail event at Tower Ridge in Eau Claire on November 8, 2026, featuring 5K, 10K and a new 15K Yeti Challenge. The race includes a post-race lunch, awards, door prizes and refreshments.

A trail event at Ward Pound Ridge Reservation featuring a 10 km race, a November 100 km virtual challenge, rugged climbs, and fundraising for the Friends of Trailside Museum.

A short road race at Rock Eagle 4-H Center listed as 4.44K with a notable hill. Preregistration and race day options are available, and the event is part of the Dawg Days of Summer in Winter Races series.

Trail endurance event at Deam Lake SRA featuring repeated laps of a 4.167 mile trail loop with 6 and 12 hour formats plus a one-lap fun run.

A Veterans Day running event in Dunedin offering a 5K, a two-loop 10K and a kids Honor Dash on the paved, stroller friendly Pinellas Trail with American themed finisher medals and timed results.

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.

Trail 5K and 10K at Walnut Creek Park near Charlottesville on November 8, 2026, with in-person and virtual participation and tiered registration fees.

Trail races at Camp Big Timber in Elgin offering 3 mile and 5 mile perimeter loops, a creek crossing, a kids fun run, participant shirt and pancake breakfast.

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 race along the Tennessee River Walk in Chattanooga offering 5K, 10K, half marathon and virtual options. Veterans race free and active duty entry is $15; all courses are out and back with water stations about every 1.5 miles.

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.

Trail run at Hillside Park offering 10K and 5K courses to benefit a free digital mammography program, with food, on-site water, timing, and awards.