Williams Bay
Trail Running Calendar near Williams Bay 2026-2027
Explore the top trail runs near Williams Bay for 2026-2027! We've gathered 19 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
The Momemtum Fall Classic on October 31, 2026 in Janesville features a 1 mile and a 5k on Optimist Community Park trails, with proceeds supporting the Momentum Track and Cross Country Club.
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.
Multiple distances at Fort Atkinson High School including a 12K mixed-terrain course, a 5K through neighborhood streets, and a 1-mile fun walk/run.
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.
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.
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.
Winter trail ultramarathon near Palmyra, WI offering a two loop 100K and a new single 50K loop on Ice Age, Whitewater and Scuppernong trails.
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
Trail races in Crystal Lake, Illinois offering 50k, 15 mile and 5 mile distances on a 5.2 mile loop through single track, prairie and pine forest.
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.
Historic Wisconsin trail ultramarathon on glacial terrain offering 50 miles, 50K and a half marathon; registration opens December 13, 2026.
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 136 Miler on the Ice Age State Trail near Whitewater WI on Sep 24 2027 with nine aid stations, required FarOut offline maps, and defined pacer and crew rules.
October 2027
A 10-hour endurance walking challenge at Alpine Valley Resort in Elkhorn, WI with 7, 14, 21 or 28 mile options and optional weighted rucks.