Trail Running calendar near Crystal Lake 2025-2026

Run the twisty winter trails at Saw Wee Kee Park with bib timing and wave starts; terrain can shift from muddy footing to wildflower lined sections. Part of a four race series where each finish earns a medal piece and seasonal swag.

Muddy Shamrock at The Forge in Lemont is a scenic but technical trail race with half and quarter options over wooded single and double track, rocks, roots and mud. Chip timing, a race shirt, age group awards and a festive post race party aw..

Take on the Skunk Ape 806 314 Trail Race at Lowell Park with 33.75 mile and 13.5 mile solo options or a team 806 relay. Alternate wooded loops, enjoy hearty aid station fare and finisher swag, and chase podium awards and great camaraderie.

Trailbreaker : March 29, 2026, Waukesha, WI The Trailbreaker is scheduled for March 29, 2026, in Waukesha, WI, with the main venue at the Schuetze Recreation Center / Frame Park Baseball Stadium. The event has been hosted by the Park Founda..

Join the Earth Day trail run at Veterans Acres in Crystal Lake offering 50K, 15 mile and 5 mile options on a rolling 5 mile single track loop around the pond. Enjoy homemade aid station treats and a friendly, eco minded race atmosphere.

Run 10K, 25K, 50K or 50 Miler loops at Deer Grove Forest Preserve West in Palatine. Mostly wide non technical trails, a single aid station, pacers allowed for 50 Miler after four loops, and on course shenanigans promise a fun day.

Join the Saw Wee Kee Spring Trail Run on April 25, 2026 at Saw Wee Kee Park for a scenic, twisty course over soft spring trails that may be muddy or flower strewn. Wave starts, bib timing and a piece of a collectible multi part medal.

Test your limits on scenic loops through Southern Kettle Moraine at the Prickly Pine Jackpot 24 Hour in Dousman, WI. Choose 3, 6, or 9 mile loops for 6, 12 or 24 hour solo and relay races and chase a cash jackpot for top finishers.

Run scenic trails at Teason's Woods in Palos Hills on May 9, 2026 with marathon or 10 Mile options over rolling terrain and shared two way trails. Enjoy event apparel, a wooden sunflower medal for finishers, plus post race chili and beer.

Take on a 4 mile loop through Wolf Road Woods in the Palos Preserves with 7 hour and 11 hour timed options. Enjoy rolling single track, hearty aid station fare and live lap scoring as you chase your endurance goals.

Join the Sugar Badger 50/50 and Half in Belleville, WI for flat, scenic out and back runs on the Badger State and Sugar River State Trails with 50 mile, 50K and half marathon options. Expect trestle bridges, a quarter mile tunnel, aid stati..

Backyard Nonsense on June 6, 2026 invites runners to scenic trails at Richard Bong State Recreation Area with rolling hills and lakeside sections. Enjoy a welcoming community and choose timed options from 3 hour to a full 24 hour ultra.

Enjoy the Saw Wee Kee Summer Trail on June 6 at Saw Wee Kee Park, featuring soft, twisty trails, rolling elevation and seasonal surprises from mud to blooms. Bib timed wave starts, seasonal swag, and a piece of a four race series medal.

Kettle Moraine returns June 13 and 14 2026 in LaGrange Wisconsin, offering 100 mile, 100K and shorter trail distances with plenty of Ice Age Trail scenery. The 100 mile serves as a Western States qualifier, making this a prime summer ultra.

Run the scenic Ice Age Trail near Rice Lake in Whitewater, Wisconsin on June 20, 2026. Choose a 10K, 21K half marathon or 50K and tackle varied, rewarding single track through classic summer forest scenery.

Tackle rugged trails at the GristMill Grind in Franklin Creek State Natural Area, featuring 5K and 10K routes with creek crossings, bluffs and forest canopy. All proceeds support Franklin Creek conservation and park improvements.

Timely Nonsense is a playful timed ultrarun in Chicago offering 3, 6, and 12 hour options on a roughly one mile paved loop inside a scenic 58 acre park. Hourly challenges, team relays, and a lively aid and vendor area keep the day fun for r..

Test your limits at Last Dot Standing and the 24 hour and 48 hour races in Belleville, WI September 18 to 20, 2026. Run the scenic out and back course, chase mileage buckles and cash prizes in this endurance festival.

Run the scenic 104 mile Hennepin Canal State Trail from Sterling to Colona on a flat and fast all trail course. Choose 100 mile relay, 50 mile, or Mule 50K night run and earn memorable finish swag.

Enjoy a scenic fall trail run at Saw Wee Kee Park with twisting soft paths, ups and downs and seasonal mud or wildflowers. Chip timed wave starts, unique series medal piece and seasonal swag for early registrants.