Trail Running calendar near Lemont 2025-2026

Tombstone trail runs at Sunset Hill Farm in Valparaiso on March 14, 2026 feature a reworked hilly course and a new 50 mile option. Enjoy scenic singletrack, lively aid, cowboy themed swag, and finish buckles.

Tackle the woodsy single track at Soldiers Memorial Park in LaPorte on March 21, 2026 with a 10K or a challenging half. Enjoy winding switchbacks, lake views, and a custom finisher award for every runner.

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.

Save the Drama for your Llama is a spirited 6 hour trail run at Luhr County Park in La Porte where runners loop a marked 1.7 mile course to log as many laps as possible. Enjoy a friendly inclusive vibe and scenic trails between laps.

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.

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 JH Memorial 5 Mile Trail Run on May 25, 2026 at Stoney Run Park for a rugged trail with marked turns, a water station, and an optional pond crossing. Finishers receive snacks, medals for top places, and a free water bottle.

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.

Run the Trail Golf Endurance Challenge at Trailyard Outpost in Valparaiso with 50K or 10M loop courses and relay teams. Unique golf style scoring by Hole turns every loop into a strategic race that rewards speed and smart pacing.

Tackle scenic single track and winding trails at the Oakadoke Trail Runs in Valparaiso on August 1, 2026, with 4, 9, and 18 mile options. Enjoy creek crossings, farmland views and a friendly post race gathering for all finishers.

Take on the Chupacabra Endurance 10 hour Run in Westville, IN, a looped trail challenge with an hourly clock that keeps the pace intense. Enjoy aid stations, a limited edition shirt and a wooden medal while racing for prizes and pride.

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..

Run scenic trails at Tryon Farm in Michigan City with distances from a 2 mile fun run to a 50k ultra. Enjoy grassy fields, single track and friendly aid stations while supporting the Tryon Farm Institute and the Crazy Legs Race Series.

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.