Trail Running calendar near Michigan City 2025-2026

The Chupacabra Endurance 10-hour Run is held at Bluhm County Park in Westville, Indiana. This challenging event features a 3.4-3.5 mile trail loop with minimal pavement, which runners must complete within one hour per loop or face elimination. The race lasts 10 hours, testing endurance and speed, wi..

The Farm Fresh 5k and 1 mile at Gast Family Farms takes place in Saint Joseph, Michigan (5165 Lincoln Avenue). The event offers two distances—a 5k trail run and a 1-mile option—through farm fields on an informal, made-up route that can twist and turn depending on harvest activity. Runners and walker..

The Naperville Trails Half Marathon & 10K, organized by All Community Events, takes place in the Danada Forest Preserve near Naperville, Illinois, finishing on grass around a horse race track. The USATF-certified courses offer two distances: half marathon and 10K, with virtual options available. The..

Mt. Baldhead Challenge in Saugatuck, Michigan, is the Midwest’s premier multi-terrain race. Participants choose the 10K+ (about 7 miles) or the Half Marathon (13.1 miles), weaving through woodlands, dunes, waterfront views, and the friendly streets of Saugatuck–Douglas to the Mt.Baldhead summit. The..

Timely Nonsense is an urban ultramarathon held at a 58-acre park in Chicago, at the intersection of California and Montrose. The course features a 0.75-mile paved loop that runners complete for the 6-hour or 12-hour timed events. An aid station at the Start/Finish provides typical ultrarunning fare,..

Half Day at the Lake is a unique ultra-running event held in Evanston, Illinois, featuring 6- and 12-hour race options. The race takes place on a scenic 2-mile loop along Chicago’s north shore lakefront path, passing through Evanston’s lakefront and Northwestern University’s campus. The course is a..

The Tryon Farm 50k is a trail running event held at Tryon Farm in Michigan City, Indiana. The course features an 8-loop 4-mile trail combining open grassy fields, single-track dirt trails, and small pavement sections. The event also offers shorter distances including 2-mile, 4-mile, 8-mile, and 25k..

Limestone Rocks! 8-Hour or 4-Hour Race takes place at Limestone Park in Kankakee, Illinois. Runners choose an endurance 8-Hour or a 4-Hour option, competing on a 1.65-mile loop course. The surface is mostly crushed limestone with sections of asphalt; the course is roughly half flat and half hilly, f..

Bloomingdale Trail 5K is an annual, family-friendly running event in Chicago, Illinois. The day features a timed 5K race along with ¼- and ½-mile dashes for young runners. The event location is 1834 N Lawndale Ave, Chicago, IL 60647, and the site describes a welcoming atmosphere for runners of all a..

Anderson Humane's Walk4Animals & 5K Run takes place in Batavia, Illinois, centered at the Peg Bond Center at 100 N Island Ave along the Batavia Riverwalk. The event offers a 5K Run (timed), a 1.5-mile Walk, and a T-Shirt Only option. The Walk4Animals route is a 1.65-mile loop around the Batavia Rive..

The Fenn Valley Vine Wine'd is an annual running event held at Fenn Valley Vineyards and Wine Cellar in Fennville, Michigan. Celebrating its 13th year in 2025, the race offers a scenic 5K trail run and a 1-mile untimed course through premium wine grape vineyards, meadows, and diverse forested ecosys..

Glory Days 5K Community Run at The Portage Invitational takes place in Portage, Michigan, on Moorsbridge Rd. The 5K course offers participants a chance to run a real cross-country route that has been used by thousands of student athletes. The event is open to the entire community, including spectato..

Fire Zone 5k is a first-time event hosted by the Lockport Fire Foundation in Lockport, Illinois. The 5k takes place on a Forest Preserve trail, with a single full marked loop starting at the Hassert Park parking lot across from Lockport Township Fire Station Six and ending back there. Runners and wa..

The Des Plaines River Trail Races, held in Lake County, Illinois, offer a scenic and fast trail running experience with distances including a Half Marathon, Marathon (Boston Qualifier), 50K, and 50 Mile ultra. Starting and finishing at Half Day Forest Preserve, the course features a flat, wide, crus..

Indiana Trail 100 is an Ignite Trail Series ultramarathon held at Chain O’Lakes State Park in Albion, Indiana, on October 11–12, 2025. The event offers 100-mile, 75-mile, and 50-mile race distances run on a multi-loop trail course. It serves as a Western States qualifier and is renowned for its enth..

The Sandhill Crane All Trail Half Marathon is an annual running event held at Dr. T. K.Lawless County Park in Vandalia, Michigan. The 17th edition, scheduled for October 11, 2025, features a scenic, non-repetitive all-trail course through 820 acres of forest and fields, including six bridge crossing..

NIJC Community for Immigrant Justice 5K is a 5K run/walk organized by the National Immigrant Justice Center. It offers in-person participation on race day at Millrace Trail in Goshen, Indiana, or a virtual option through the race week. Participants can run a 5K on the Millrace Trail course or on the..

St. Pats 24 Hour Race is a timed trail event held at St. Patrick’s County Park in South Bend, Indiana.It offers 12- and 24-hour options on scenic dirt and grass trails, with three short asphalt segments mixed into the loop. Runners may extend their efforts with a final 0.25-mile out-and-back during..

The Buckley 5 Miler is a scenic and challenging cross-country trail race held at the Buckley Homestead in Lowell, Indiana. The 5-mile course features a 2-mile loop on the north side of the park followed by a 3-mile loop through the park, finishing at the pioneer farm. Runners encounter a picturesque..

Palos Park Spooky Shuffle 2025 is a 5K and 10K trail run/walk held at Swallow Cliff South Forest Preserve in Palos Park, IL, organized by the Palos Park Department of Recreation & Parks in partnership with the Forest Preserves of Cook County. Runners traverse the Sag Valley Trail System on wide, unp..