Trail Running calendar near Brainerd 2026-2027

A Last Runner Standing backyard ultra at Blacks Grove Park in Wadena Minnesota with a technical 4.167 mile loop and a one loop fun option. Direction changes every five loops and strict gear and crew rules apply.

Awake the Grapes offers 5K and 10K races at Carlos Creek Winery in Alexandria, Minnesota, with courses through vineyards and mixed terrain. The event includes awards, food and drink options, live music, and a tasting room on site.

A group trail run at Woodland Trails Regional Park followed by a taproom social at AEGIR Brewery with MN Brewery Running Series. Trails are partly paved and partly natural with a few climbs and road or trail shoes are fine.

A low-cost, low-key running event at Dean Makey School Forest on June 20, 2026 where runners can complete one or more 5 km loops during daylight. The course is marked, basic amenities are provided, and a smoother route option exists.

Experience hilly trails and scenic park reserves in Annandale, Minnesota. Choose between a supported 50k or half marathon with on site lodging and a finish line right by Lake Sylvia.

A community event combining a timed 3.2 mile trail run and a one mile Walk in Heels to support Sexual Assault Services. Medals are awarded by age group, with a T shirt purchase option and family friendly activities.

An annual trail run along scenic Rum River trails in Milaca offering a 2 mile run/walk and a 10k. Registration opens this summer and is free and open to the public.

A trail run and a kids race at Quarry Park and Nature Preserve in Waite Park, MN on September 19, 2026; individual registration is $5 through September 18 and early registrants by September 1 receive a free shirt.

Experience Minnesota's largest state park on a flat trail course at St. Croix State Park. Choose from four distances including a 100K ultra featuring a climb up a historic fire tower.

Experience a rugged trail run through the Vasaloppet Nordic Center trail system in Mora. With distances including a 10k race and family fun sessions, participants enjoy a well marked course followed by a racers lunch.

The MammothMarch Minnesota will take place in Crosby Township on Saturday 17 October 2026.

A winter survivalist 40 mile race in St. Croix State Park with ski, fat bike, and run options. Competitors carry all essential survival gear and complete two on-course skill tests during a cold Minnesota night.

Vasaloppet USA is a two-day cross-country ski event in Mora, Minnesota on February 13 and 14, 2027. Races range from a Miniloppet to 51 km, snowmaking supports consistent conditions and fluorinated ski wax is banned.