Janesville
Trail Running Calendar near Janesville 2026-2027
Explore the top trail runs near Janesville for 2026-2027! We've gathered 13 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Nature-based out-and-back event in Roscoe, IL offering a 5K run or 2 mile walk on mixed gravel and crushed limestone, starting at Roscoe Middle School and passing a water station twice.
October running event at Optimist Community Park in Janesville offering 1 mile and 5K courses with proceeds to Momentum Track and Cross Country Club.
November 2026
A multi-distance trail event in Southern Kettle Moraine State Forest offering ultra distances, a 50K and a 15K Fun Run, with aid stations, pacing rules, finisher awards, and proceeds funding forest projects.
The 14th annual Frosty Rock Challenge in Fort Atkinson offers a 12k, a 5k and a free 1 mile walk run with proceeds supporting local and international Rotary projects.
54th Annual Rockford Road Runners Turkey Trot is an approximate 5K trail race at Atwood Park with chip timing, day of packet pickup, and donations for local charities.
December 2026
Night-time out-and-back runs on a flat crushed limestone trail in Lake Mills WI, with approximately 17.5 and 31 mile options and required lights and reflective gear.
A four race winter trail series around Rockford IL with distances from 3 to 12 miles, race swag, mailed awards, and a series option that includes a sweatshirt.
May 2027
One of the oldest continuously running ultras in the country, Ice Age Trail 50 runs through glacial terrain and offers 50 mile, 50K and half marathon distances.
Out-and-back trail event in Belleville, Wisconsin offering 50 mile, 50K, and Half Marathon distances on the Badger and Sugar River rail trails with regular aid stations.
July 2027
Experience the natural beauty of the Kishwauketoe Nature Conservancy in Williams Bay during this annual 5K and kids fun run held on the scenic trail system.
September 2027
Alternating hourly 4.2 mile runs between Belleville Community Park and Dot's Tavern until one runner remains; 8 hour, 24 hour and 48 hour options are also offered.
A roughly 136 mile ultramarathon on the Ice Age Trail near Whitewater WI with nine aid stations, a 55 hour limit, required FarOut offline maps and specific pacer and crew rules.