Trail Running calendar near Cheboygan 2026-2027

We have found 17 Trailruns within 80 miles of Cheboygan. See below where and when you can find the races.

Experience the scenic two track trails of Grayling at the Hanson Hills Challenge Trail Run. Choose between a relatively flat three mile route or a hilly five mile course through the Michigan landscape.

A team-based trail relay on June 19-20, 2026 at Hanson Hills Recreation Area featuring smooth single-track trails, multiple team formats and pricing, Ragnar Village camping and glamping, and on-site amenities.

Experience the wild beauty of Michigan's Upper Peninsula on a course featuring Lake Superior shoreline and old growth forests. Choose between three distances ending at the landmark Upper Tahquamenon Falls.

July 2026

A multi-distance event in Engadine, MI, the 44th Black Bear Run features 6K and 12K courses on pavement and gravel, bused starts for the 6K, participant shirts, and age-group awards including trophies and medals.

A July 11, 2026 trail race in Emmet County, Michigan featuring 50K, marathon and half marathon routes on mostly single track with coastal bluffs, forests, aid stations and bus transport to the starts.

A 5K run/walk along the Bear River in Petoskey, Michigan, featuring a footbridge and riverside gravel trail with a shaded final mile; proceeds support the Northern Michigan Cancer Crusaders and awards are given by age division.

A family-friendly Glitter Run at Lucky Clover Farm in Gaylord, MI, featuring a scenic 5K and a one-mile Community Loop through lavender fields. Proceeds support Ignite Dance Co.'s outreach and scholarship programs.

August 2026

A trail race on August 8, 2026 in Paradise, Michigan offering 50K, 25K and 10K courses on the North Country Trail and along the Tahquamenon River, with regular aid stations and a finish festival.

A trail event at Mt McSauba in Charlevoix on August 8, 2026, featuring a 6K course with steep climbs and single track plus a 1K kids run. Proceeds support loon protection and local outdoor education.

September 2026

A 200 mile trail event in the Sault Ste. Marie and Algoma area featuring single track, dirt roads and route finding sections. Multiple distances include 200 mile, 100 mile, 100 km and 50 km.

A nine mile trail run between Upper and Lower Tahquamenon Falls in Paradise Michigan with an island loop over a pedestrian bridge and one aid station. The field is limited to 100 runners and a 90 minute cutoff applies at the bridge.

Tap into the Trails offers 5K and 10K routes from downtown Cheboygan on pavement and crushed limestone. The event uses local state trails and directs proceeds to support trails in northern Michigan.

The Trail Quest Challenge will take place in Naubinway from Friday 25 September 2026 to Sunday 27 September 2026.

October 2026

An October ultra across Michigan's Lower Peninsula with point to point 100 mile and 100K courses between Petoskey and Alpena, a Sunday 50K out and back from Alpena, and a 100 mile relay. Aid stations occur every 5 to 8 miles.

Experience a 5K trail loop through the scenic Leelanau State Park in Northport. All participants receive a custom finisher medal and a race shirt with professional chip timing included.

Trail and virtual races on Mackinac Island on October 24, 2026, including a half marathon and 5.7 mile options. Registration runs December 14, 2025 to March 31, 2026 and a $55 fee is listed.

January 2027

Cross country ski races at Hanson Hills Recreation Area in Grayling, Michigan, featuring timed 22 km, 11 km and 5 km events with chip timing, loop courses, awards and posted results.

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