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Trail Running Calendar near Brighton 2026-2027

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Explore the top trail runs near Brighton for 2026-2027! We've gathered 24 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Multi-distance trail event in the Southern Kettle Moraine State Forest offering 200M, 150M, 100M, 50M, 50K and a 15K fun run; proceeds fund forest projects.
Trail runs and a 2.25 mile walk through rolling park trails and wooded sections in West Allis.
A trail event at Pringle Nature Center on November 7, 2026 offering a 5K run and 2 mile walk with fees supporting environmental education.
Trail trail race at Lake Geneva Ziplines on Nov 14 2026 with 5K–30K options, relay teams, shirts, medals, chip timing, and aid stations.
Regional cross country championships in Kenosha, WI on Nov 28, 2026 with multiple grade specific 5K races and a youth 3K; top 10 advance to Brooks XC Nationals.
December 2026
Cold Coding is a mid December canicross event in Lake Geneva WI with a 4 mile loop or two loops for 8 miles, dog friendly and offering awards for top dog teams.
A progression run on a 443 m indoor track at Pettit National Ice Center on 12/26/2026 where pace increases every three laps until one runner remains.
January 2027
Winter trail race in Crystal Lake, IL featuring a hilly single-track 10K loop and a 50K made of five laps, with aid stations, finisher medals, and age-group awards.
A winter obstacle race in Lake Geneva with kids courses, fun runs, a 20K Yeti challenge, and a competitive 10K offering cash prizes and age group awards.
April 2027
Trailbreaker returns to Waukesha on April 4, 2027 with races from a 1K kids run to a full marathon, plus ruck options and a walk. Proceeds support the Park Foundation of Waukesha and local parks and recreation.
Trail trail race in Crystal Lake on April 17, 2027 offering 50K, 15 mile and 5 mile options on a 5 mile loop with aid station and age group awards.
Seven trail races in the Kettle Moraine Forest near Eagle, Wisconsin running April 24 to October 16, 2027 with full series and per race registration options.
May 2027
Nighttime obstacle race in Pingree Grove, IL with multiple 5K heats and a 30K unlimited laps option, illuminated obstacles, live entertainment, and onsite parking.
Trail event on May 29, 2027 at Scuppernong Trailhead offering 50K, 30K and 10K loops with a stocked aid station and a cupless policy.
June 2027
McHenry County Patriot Run on June 6, 2027 features a patriotic community gathering with a 5K, 10K and 1 Mile fun run at Three Oaks Recreation Center.
July 2027
Kishwauketoe 5K Run / Walk in Williams Bay featured a 5K and a quarter mile kids run, with 280 finishers and community volunteers restoring trails after a storm.
August 2027
A Scottish Highlander themed obstacle race in Pingree Grove on August 7, 2027 offering 50K, 15K, 5K, family 3K, a torch lit night run and a haunted 5K.
Tough Mudder Chicago is a weekend obstacle event at Richardson Adventure Farm on August 28 and 29, 2027 featuring 5K and 15K courses, Infinity laps, and on-site festival amenities.
September 2027
A family friendly fundraiser on September 18, 2027 at Petrifying Springs Park with 1 mile and 2.25 mile routes and a virtual option supporting Rey de Reyes Ministry.
Timed trail event at Richard Bong State Park on September 25, 2027, offering 3, 6 and 12 hour options on repeated 0.97 mile loops with hourly challenges.
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