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Trail Running Calendar near Middleville 2026-2027

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Explore the top trail runs near Middleville for 2026-2027! We've gathered 14 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Trail races at Ken-O-Sha in Grand Rapids on November 27, 2026 offering 1 mile, 5K, 10K and 15K options with awards and Friday packet pickup.
January 2027
A January 2, 2026 trail event at Yankee Springs offering 5k, 10k, 25k, and 50k options on a repeated 10k loop with staffed aid stations.
February 2027
A winter trail event at Deep Lake Campground on February 20, 2027, offering a Half Marathon and a 5 Mile run with a river crossing and a ruck option. Adding 0.25 miles lets participants avoid the river crossing.
April 2027
A cross country style 5K at Robinette's Apple Haus & Winery on April 10, 2027 with timed results, post race cider, race items, and a check in helper plus run option.
A point to point ~33.5 mile trail run on April 10, 2027 from Kalamazoo to South Haven with solo and 2 to 6 person relay options and on course aid stations.
A memorial 5K trail run and 1 mile walk take place in the orchards at Robinette's in Grand Rapids on April 17, 2027. The 5K follows varied spring terrain while the 1 mile uses a firmer path and proceeds support a local family.
Quarter, half, and full marathon trail races at Luton Park on April 24, 2027, run on flowing singletrack loops with aid stations, shuttle parking, post-race food, and a kids run.
June 2027
Trail races of 10k, 25k, 50k and 100k at Long Lake Outdoor Center on hilly, rocky trails with aid stations and onsite lodging.
A race festival in Kalamazoo with a One Mile costume fun run and a chip timed 5K supporting Destiny Rescue, plus a community fair with local nonprofits and food trucks.
Trail races at Robinette’s Apple Haus in Grand Rapids offering 12 Hour, 6 Hour, and 10K formats on a technical WMTR course.
July 2027
A vineyard 5k at Robinette’s Apple Haus & Winery with chip timing, wine at the finish, race swag, and age-group awards.
Obstacle course weekend at Cannonsburg Ski Area featuring Sprint and Super races, kids races, an obstacle workshop, and a 4-hour Hurricane Heat.
September 2027
Two-day trail event at Cannonsburg Ski Hill featuring a 100 mile everesting course plus 50M, 10K, 20K and a multiweek Summer Everest challenge.
October 2027
A scenic 5K trail race in Fallasburg Park with chip timing, covered bridge crossings, fall foliage, postrace donuts and cider, age group awards, and cash prizes.
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