Trail Running calendar near West Olive 2025-2026

Take on rolling single track trails with lake views at the Yankee Springs Winter Challenge, offering 5k, 10k, 25k and a 50k two lap ultra on January 3, 2026. Stocked aid stations and a heated tent keep runners fueled and comfortable.

Run snowy singletrack at Winter Trail Fest West with Half Marathon and 5 Mile options over rolling hills and an optional river crossing. Enjoy chip timing, a custom hoodie and finisher medal plus post race food and winter hats for top finis..

Run a scenic 5k through Robinette's vineyard trails finishing at the winery, chip timed with a finisher medal. Enjoy a cotton tee, cider donut and post race cider pour, plus a signature glass for those 21 and older.

Run the scenic Kal Haven Trail from Kalamazoo to South Haven on April 11, 2026 with a 33.5 mile solo or 2 to 6 person relays. Enjoy aid stations, a finisher medal and RRCA Championship racing on a beautiful Michigan trail.

Tackle an off road cross country 5K through scenic trails at PM Conservation Park on Sunday, May 17. Open to runners and walkers of all ages, dogs welcome and strollers not recommended.

Yankee Springs Trail Run at Long Lake Outdoor Center in Middleville, MI on May 29 and 30, 2026 offers challenging single track trails in 10k, 25k, 50k and 100k distances. Enjoy rugged terrain, aid stations, and a shirt with registration.

Explore scenic trails along the Idema Explorers Trail and Grand River with bridges, river views and meadows. In person or virtual 5K and 10K, a kids 1 mile fun run and dog friendly routes with family discounts and early shirt guarantee.

Tackle technical trails at Robinette’s Apple Haus near Grand Rapids with options from a 10K to 6 hour and 12 hour timed races. Run loops around an orchard for a scenic, intimate trail experience.

Join the Grand Rapids Trail Run on June 27, 2026 at Robinette's Apple Haus & Winery for scenic, rooty single track and rolling hills. Choose a 5K, 9K, 18K or a 9K ruck, earn a finisher tee and medal, and enjoy finish line snacks.

Join the 9th Annual Jazz Blueberry Trail Run and Walk at Jazz Blueberry Farm in Shelby on Sunday, July 26 for scenic trails and 5K, 10K and 1 mile fun run options. Expect farm views, family fun and blueberry swag.

Run the Mattawan Wildcat Road and Trail 5K through neighborhood streets and scenic wooded trails, finishing on school grounds with a festive community vibe. All finishers earn medals and proceeds support Brainstrong education programs.

Run the inaugural Crusader Cross Country Classic in Muskegon on Aug 22, 2026 a fun community 5k with a stadium finish. Open to high school teams, alumni and locals, the race has chip timing and supports MCC running programs.

Take on the Mt Baldhead Challenge in Saugatuck, Michigan with a 10K plus or half marathon course that winds through trails, dunes and downtown streets. Both routes include the iconic 302 step climb and finish in Coghlin Park.

Test your legs on steep everesting loops and wooded single track at Midwest Everest, a two day trail race at Cannonsburg Ski Hill in Belmont, Michigan. Choose from 100 mile, 50 mile, Sunrise 20K or Sunset 10K and earn finisher swag includin..

Join Lori's Voice on September 26, 2026 in Kentwood for a timed 5K and a Kid's Run, Roll and Stroll. Enjoy a community morning while supporting families of children with neuromuscular and degenerative diseases.

Hit the trails at the 9th annual Timber Trails 5K at Fitzgerald Park on October 10, a scenic grass, gravel and wooded course with rolling hills and live timing. All ages welcome and proceeds support Eaton County trail development.

Join the Shauna Smith Heroes 5K Trail Run or 2K Trail Walk in Holland, MI to support local families affected by cancer. Enjoy scenic trails, community spirit and honor a loved one while raising funds for Shields of Hope.

Hit the dirt at Robinette's Trails for the Dirty Duel in Grand Rapids where runners choose a short brutal 3.1 miles (5K) or a tougher 3.4 mile course. Presented by Merrell and Gazelle Sports, this trail race mixes fierce competition with go..