Williams Bay
Trail Running Calendar near Williams Bay 2026-2027
Explore the top trail runs near Williams Bay for 2026-2027! We've gathered 25 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Trail races at Lake Geneva Ziplines & Adventures on 11/14/2026 offering 5K, 10K, 15K, a 30K solo option and team relays with on-course water stations and race amenities.
December 2026
Cold Coding is a canicross-focused trail event on December 13, 2026 in Lake Geneva, WI offering a 4 mile loop or two loops for 8 miles, with dog-specific awards and on-course aid.
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 event in Palmyra WI offering 100K, 50K and 10K loops on the Ice Age Trail with aid stations and required safety gear.
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 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.
May 2027
A night obstacle race in Pingree Grove with illuminated obstacles, technical rigs, archery, live entertainment, bonfires, food, and finisher shirt and medal.
Historic Wisconsin trail ultramarathon on glacial terrain offering 50 miles, 50K and a half marathon; registration opens December 13, 2026.
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.
Trail races on the Ice Age Trail near Whitewater Wisconsin offering 10K, half marathon and 50K on rolling hills and varied singletrack.
July 2027
A community 5K run and kids quarter mile at Kishwauketoe Nature Conservancy on July 4, 2026, held after volunteers cleared trails following a July 3 storm.
Cross country races at Kishwauketoe in Williams Bay with a 5K and kids quarter mile events on grass trails through woods and prairie.
August 2027
Mud run at Richardson Adventure Farm on August 28 and 29, 2027, offering 15K and 5K courses, Infinity laps, spectator passes, and finisher medals and shirts.
September 2027
Trail races at historic Oleson Cabin with 3.5, 7, 12 and a 22.5 mile combined option on Ice Age Trail single track courses and cup less aid stations.
A 136 mile trail ultramarathon along the Ice Age State Trail near Whitewater WI with nine aid stations, a 55 hour limit and mandatory FarOut offline maps.