Trail Running calendar near Portland 2026-2027

Tails & Trails 5K in Clarkston on 08/16/2026 features a 5K and a Cat Walk 1K, family activities, vendors, and fundraising for Great Lakes Dog Rescue and Teachers Pet. Pets may run with owners if licensed and kept on a six foot leash.

A cross country meet at Muskegon Catholic Central Monsignor Kehren Stadium on August 22, 2026, featuring high school races and an open alumni and community 5k. Race proceeds support MCC Cross Country and Track and Field programs.

Experience the Midland City Forest trails by day or night at the 10th annual Red Moon Trail Run. Choose from various distances marked by LED guides on a flat loop course with professional timing and finisher medals.

Run a scenic 12.5K on the flat, paved Flint River Trail past Mott Lake and Stepping Stone Falls. Registration includes chip timing, a finisher medal, and a custom shirt. The event starts at Bluebell Beach in Flint.

Run Woodstock is a two day trail running festival in Gregory, MI on September 11 and 12, 2026. It features races from 5 miles to 100 miles, on-site camping, live music and yoga, with finisher medals and event merchandise.

Experience a unique multi-terrain race through the scenic sand dunes and woodland trails of Western Michigan. Scale the iconic steps of Mt. Baldhead and celebrate your achievement at a festive post-race party in downtown Saugatuck.

Experience the natural beauty and elevation of Hidden Lake Gardens at the 16th annual Run for the Hills. Choose from a timed 5K run or walking options on a scenic course in the heart of the Irish Hills.

Honor veterans and first responders at this annual 5K trail run through Fillmore County Park. Participants enjoy a timed unpaved course with finisher medals and proceeds benefiting local veteran services.

The Dirty Mitten Trail Run is a 5k trail event at YMCA Camp Manitou-Lin in Michigan. It features a mix of single-track, fields, and gravel roads. This run is part of a larger weekend of off-road events.

Midwest Everest is a multi distance trail event at Cannonsburg Ski Hill in Belmont, Michigan on Sept 26 to 27, 2026. It features a 100 mile course with over 30,000 feet gain, a 50 mile race, plus 10K and 20K options.

Trail races near Big Rapids, Michigan on Sep 26, 2026 offering 50 Miler, 45K and 15 Miler through the Manistee National Forest with winding single track and a Powerlines section.

A family-friendly orchard trail run at Diehl's Cider Mill on September 26, 2026, offering a 5K and a 1-mile fun run with event shirts, medals, finish-line cider and donuts, prize gift certificates, and a post-race hayride.

Experience the wooded trails of North Ottawa Dunes in this community trail run featuring 10K and 5K courses. Finishers receive a unique locally grown pumpkin medal to support local charitable organizations.

Experience a scenic 5K trail run or walk through pine forests and restored prairies in Lowell. Enjoy live folk and rock music along the route followed by fresh homemade cinnamon rolls.

Experience a scenic run or walk through the wooded trails and gravel roads of Fitzgerald Park. This event features a diverse course across grass and varying elevations with professional timing and age group awards.

Join a family-friendly 5K trail race and kids' event in Kentwood, Michigan, supporting Lori's Voice. All proceeds help families of children with neuromuscular diseases cover essential costs. Walk, roll, or run along neighborhood streets and..

This trail event in Holland, Michigan, features a 5K run and a 2K walk to support the cancer community. Organized by Shields of Hope, it honors individuals impacted by the disease. Participants of all backgrounds are welcome, including firs..

Miles at the Moose features a 5K and a 1K kids run on the scenic grounds of Moose Ridge Golf Course. The event supports the Rogel Cancer Center Breast Cancer Program and includes a commemorative hat and finisher medal with registration. Par..

Experience the peak of Michigan fall colors at Independence Oaks Park with a selection of three trail races. Run through hardwood forests and around Crooked Lake on courses featuring wood chip paths and rolling hills.

The Lori's Voice 5K is a trail race starting at the Kentwood Community Center. It supports families of children with neuromuscular diseases. Participants can walk, roll, or run along neighborhood trails.