Brookfield
Trail Running Calendar near Brookfield 2026-2027
Explore the top trail runs near Brookfield for 2026-2027! We've gathered 20 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Trail runs and a 2.25 mile walk through rolling park trails and wooded sections in West Allis.
Mixed four-person teams each run a 3000 meter leg in a USATF championship relay with Youth, High School, and Open divisions in Brookfield, WI.
December 2026
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 ultramarathon near Palmyra, WI offering a two loop 100K and a new single 50K loop on Ice Age, Whitewater and Scuppernong trails.
February 2027
A winter timed ultra in the Southern Kettle Moraine Forest offering 6, 12 and 24 hour loop options for solo runners and relay teams. The field is limited to 160 participants and the 6 hour option is available in AM and PM waves.
March 2027
A stair-climbing fundraiser on March 13, 2027 at 411 E Wisconsin Center in Milwaukee, featuring a 30-floor climb and a $100 per person fundraising minimum.
April 2027
Trail series in Oconomowoc offering 5K, 10K, 13.1 mile, walk and ruck events from April to October 2027; registration opens October 16, 2026.
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
Multi-duration ultrarun in Kettle Moraine State Forest with three loop options, Jackpot prizes for 24-hour solo and relay, on-site camping, and event-specific swag.
Historic Wisconsin trail ultramarathon on glacial terrain offering 50 miles, 50K and a half marathon; registration opens December 13, 2026.
August 2027
A 24 hour event at Nashotah Park with solo and relay options plus a range of fixed distance runs and ruck events, camping and evening activities.
Community run and walk at Kettle Moraine Lutheran High School featuring a two-loop 5 km, a 2 mile walk, and a 400 m kids run.
October 2027
Timed 6, 12 and 20 hour trail ultraruns in Eagle Wisconsin with solo and relay options across three loop distances and manual lap timing.
A fall event in Oconomowoc with multiple running and ruck options, featuring 3.1 mile courses, a 0.5 mile hill race, and a free kids climb.