Gary
Trail Running Calendar near Gary 2026-2027
Explore the top trail runs near Gary for 2026-2027! We've gathered 22 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
A 10 hour endurance run at Bluhm County Park on August 29, 2026, using a 4 to 4.1 mile loop with hourly cutoffs and a chip based prize system.
September 2026
A memorial stair climb and one mile walk at Lake County Fairgrounds honoring 9/11 heroes, with wristbands naming a fallen first responder.
A timed ultrarun in Chicago with 3 hour, 6 hour and 12 hour options on a roughly one mile loop, hourly playful challenges, on-course aid and relay team choices.
An obstacle course race at Indiana Dunes National Park on September 13, 2026, featuring 10k, 5K and a K9 3.1-mile event. The course uses varied landscapes to reflect terrains associated with military service.
Experience the Bloomingdale Trail Run in Chicago featuring a timed 5K and short dashes for youth. This annual event offers a variety of distances on an urban trail for a family friendly day of running.
Community 5K run and 2K walk at Lake County Fair Grounds supporting oral cancer awareness; timed 5K, non-competitive walk, and event awards.
October 2026
Trail races on a 4-mile loop at Tryon Farm, offering distances from a 2 mile fun run up to a 50k, with aid stations and mapped course repeats.
Trail event in Valparaiso offering a 5K trail run and a 30K team relay with chip timing, aid stations, and team results.
A 2 to 3 mile run or walk on October 3, 2026 in Midlothian Meadows with a guided visit to Bachelors Grove cemetery and a post-event beer and raffle.
A community 5K in Flossmoor with a parallel virtual 5K that raises funds and collects goods to support local families experiencing hidden homelessness and provide school supplies for homeless children.
A 5K timed race and an untimed 2K through the hilly 144-acre Camp Triangle Hills at Crossroads YMCA, held as part of Fall Fest with family activities like rock climbing, archery, tractor rides and a petting zoo.
5K and 10K trail run and walk at Swallow Cliff South Forest Preserve in Palos Park, featuring gravel trails, sustainable race kits, and age group awards.
Trail races at Deer Grove Forest Preserve on Oct 24, 2026 offering 50K, 25K and 5-mile options on a runnable 5.5 mile loop with stocked aid stations and cash prizes.
A Halloween themed nighttime run and walk at Lake County Fairgrounds in Crown Point on October 30, 2026. The event features a 5K and a non timed shorter course, costume prizes, awards, and entry to the Hometown Hocus Pocus Market.
November 2026
Bigfoot Half Trail Run at Stoney Run County Park in Hebron, IN on November 14, 2026 features two loops over grass, gravel, pavement and single-track with aid stations and on-course signage.
Trail races at Wolf Road Woods with 8 mile two loop and 4 mile one loop options, post race chili and craft brews, plus age group and overall awards.
A 2.5 mile chip timed cross country Turkey Trot on Thanksgiving morning in Orland Park, with long sleeve race shirts, a post race raffle, and prize turkeys for top finishers.
December 2026
A 4.5 mile trail race at Schiller Woods West with crushed limestone and single/double track, on-site packet pick-up, finish-line chili and post-race raffle.
March 2027
Trail event at Sunset Hill Farm County Park offering 30k, 50k and 50 mile distances, one aid station, and unique finisher awards.