Trail Running calendar near Pingree Grove 2026-2027

Experience an adventurous trail race through the historic Lemont Quarries. Run across wooded single track trails and gravel paths featuring natural terrain and seasonal mud for a true outdoor challenge.

Zip Thaw is a spring canicross event on the scenic, wooded trails of Lake Geneva Ziplines and Adventures. Choose a 4 or 8 mile course to run with your dog using approved harness gear. Enjoy post run refreshments indoors and receive a finish..

Event Overview Tour de Trails is a series of four winter trail runs held on Saturdays from December 2025 to March 2026. Each race is held at a different forest preserve or park in the Rockford, Illinois area. Participants can register for i..

The Fight for Air Stair Climb returns to Milwaukee's 411 East Wisconsin Center on March 21, 2026. Participants can choose to climb the 30-story building once, twice, or take on the Power Hour challenge. A virtual option is also available fo..

Conclude the winter series with a 10K trail race at the Hickory Knolls Discovery Center. Navigate dirt paths and limestone trails to earn your finisher medal and final pieces of the challenge series gear.

Race against the clock on a 2.25-mile alternating loop trail in Lowell Park. Choose the 8-hour 806, the 3-hour 314, or form a relay team. Finishers within the time limit earn unique apparel.

Join a long-standing Waukesha tradition featuring marathon and shorter distances plus new rucking categories. Support local parks while enjoying a professionally managed event on scenic city trails.

Hit the trails for Chauncey's 4 at The Farm, a 4-mile stampede through the historic St James Farm. It's the kick-off event for the 2026 trail running series. Runners can tackle the rolling limestone and wooded paths for a chance at awards a..

Celebrate Earth Day on the trails at Veteran Acres park. Choose from a 50K, 15-mile, or 5-mile loop on scenic single-track. The event focuses on being landfill-free and offers awards for top finishers.

Run through the scenic rolling trails of the Morton Arboretum on a USATF certified 10K course. Enjoy a lively post race party with live music and refreshments while supporting vital tree conservation and research.

A whimsical trail run in Deer Grove Forest Preserve featuring four distances on a wide, non-technical looped course. The event, organized by CUSS Running, includes inclusive community initiatives. One aid station at the start/finish support..

Run or walk to support Anderson Humane at their largest fundraiser. Choose a timed 5K run or bring your dog for a 1.5-mile walk along the Batavia Riverwalk. The event includes awards, a lure course, and activities for animal lovers.

Experience the Three Ravines Course at Wolf Road Woods with distance options of 3.1 or 5.4 miles. This family friendly trail event features a mix of single track terrain and a post race celebration with craft brews.

Test your discipline in this 6 hour trail challenge where you must complete a 5K every hour to stay in the race. Earn unique patches and medals while navigating the natural terrain of Deer Grove East.

Run a flat, out-and-back course on the historic Great Western Trail. Choose from a half-marathon or 10K distance. Your registration supports local mental health charities.

Experience the largest undeveloped nature preserve in Cook County on these wide horsetrail courses. Choose between a full marathon or a 10 mile run featuring significant elevation gains and a supportive two way traffic layout.

A low-impact trail event at Lapham Peak Park offering distances from a Kiddos 1K to a half marathon, with ruck and walk options, cupless aid stations, and proceeds benefiting Tall Pines Conservancy.

Experience the beauty of spring at Bristol Woods County Park with a hilly trail run or hike. Support environmental education while enjoying peak wildflower season on scenic dirt paths in Wisconsin.

Navigate the single track routes and wooded hills of the Outback Trail at Imagination Glen. This event features a 12K race and a 3K kids run through shaded terrain with mud and water crossings.

The Sugar Badger 50 Miles is a trail ultramarathon scheduled for May 2026. Organized by Ten Junk Miles Racing, it focuses on a community atmosphere on the trails. The event is a single 50-mile distance challenge.