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Trail Running Calendar near West Allis 2026-2027

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Explore the top trail runs near West Allis 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
A fall trail event at Lapham Peak State Forest featuring timed 5K and 10K runs, accessible walk options, and a free 1K Smokey Bear run for children age 10 and under; participant shirts, awards, and post-event treats are included.
A community 5k and a 54 yard dash on October 4, 2026 in Glendale with an out-and-back course on the Oak Leaf Trail. Registration includes all-day entry to Milwaukee's Original Oktoberfest at Old Heidelberg Park.
Community running, rucking, and family walking event on October 10, 2026 in Oconomowoc, with proceeds supporting children with special needs.
Six, 12 and 20 hour trail ultras in the Southern Kettle Moraine Forest with three loop options, solo or relay teams, and a village basecamp.
A community fundraiser on October 10, 2026 at Petrifying Springs Park benefiting Rey de Reyes Ministry, with in-person trail distances and a virtual participation option.
Trail runs and a 1-mile walk at Fox Hill Nature Preserve on 10/11/2026, held to support conservation in the Cedar Lakes region; varied distances include 5K, 10K, a 1-mile walk, and a Kiddos 1K.
National Sweetest Day at Nashotah Park on October 17, 2026 offers running, walking, and ruck events from a kids 1K to a half marathon. Entry fees vary and several events include post race treats.
Experience the historic Ice Age Trail during this autumn ultramarathon in the Southern Kettle Moraine Forest. Choose between 50k and 100k distances featuring on site branded wooden medals and scenic fall colors.
November 2026
Trail runs and a 2.25 mile walk through rolling park trails and wooded sections in West Allis.
Bucks & Does 13.1 Pointer is a multi-distance running, walking, and ruck event at Nashotah Park on 11/14/2026. Distances range from a youth Bambi Run to a 13.1 Pointer, and every finisher receives a wooden finisher medal.
Regional cross country meets in Kenosha WI on November 28, 2026, with high school championship 5Ks, a youth 3K, and an open 5K; top 10 advance to Brooks XC Nationals.
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.
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
Stair climb fundraiser at 411 E Wisconsin Center in Milwaukee on March 13, 2027, supporting the American Lung Association with a $100 fundraising minimum.
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.
May 2027
Trail races at Scuppernong Trailhead in Dousman, WI offering 50K, 30K and 10K on a 10K+ loop with an aid station, cupless policy, and proceeds supporting Kettle Moraine projects.
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 10 hour trail event at Alpine Valley, Elkhorn WI with clearly marked single track loops of 7, 14, 21 and 28 miles and optional weighted divisions.
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