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Trail Running Calendar near West Bend 2026-2027

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Explore the top trail runs near West Bend for 2026-2027! We've gathered 16 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Sep
27
Su

Procrastination Run

Trail Run 3 mi 6 mi 13 mi
Join this trail event at Minooka Park featuring half marathon 10K and 5K distances. Participants can choose between running walking and rucking on a scenic course with shaded trails and a notable hill challenge.
October 2026
Oct
3
Sa

Lapham Peak Colorama Run/walk

Trail Run 3 mi 6 mi
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.
Oct
4
Su

The Milwaukee Beer Run 5k

Trail Run 5 km
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.
Oct
10
Sa

Zachariah's Acres Fall Run, Walk & Roll

Trail Run 3 mi 6 mi 13 mi
Community running, rucking, and family walking event on October 10, 2026 in Oconomowoc, with proceeds supporting children with special needs.
Oct
10
Sa

Backyard Run / Walk for the Animals

Backyard Ultra
Looped fundraising run and walk at Another Chance Ranch in Neosho, WI offering distances from a few miles to a marathon and beyond, with a $35 registration donation.
Oct
11
Su

Race for Open Space - West Bend

Trail Run 5 km 10 km
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.
Oct
11
Su

Glacial Trail 50

Trail Run 50 km 50 mi
A fall ultramarathon on the Ice Age Trail near Greenbush, Wisconsin offering 50 mile and 50K out and back courses. Aid stations are spaced four to eight miles and the event is cupless with reusable cups provided at check in.
Oct
17
Sa

National Sweetest Day

Trail Run 3 mi 6 mi 13 mi
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.
Oct
31
Sa

Greenbush Trick or Trail 10K

Trail Run 5 km 10 km
Trail running event on October 31, 2026 at the Greenbush trail system near Glenbeulah, WI. Choose a 5K one loop or a 10K two loop course; chip timing is provided and a park sticker or daily pass is required.
November 2026
Nov
7
Sa

Warrior 5K & 8K Through the Park

Trail Run 5 km 8 km
Trail runs and a 2.25 mile walk through rolling park trails and wooded sections in West Allis.
Nov
14
Sa

Bucks & Does 13.1

Trail Run 3 mi 6 mi 13 mi
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.
April 2027
Apr
3
Sa

NK50k

Trail Run 25 km 50 km
Experience a point to point tour of the Northern Kettle Moraine Ice Age Trail with 25 km and 50 km routes featuring diverse forest terrain and technical trails.
Apr
4
Su

Trailbreaker

Trail Run 3 mi 6 mi ... 20 mi 26 mi
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.
Apr
24
Sa

Moonlight Meltdown

Road Race Trail Run 5 km 10 km 13 mi
Moonlight Meltdown on April 24, 2027 in Belgium WI features chip timed 5k, 10k and 13.1 courses with scenic park sections and proceeds to local rescue and snowmobile groups.
June 2027
Jun
26-27
Sa - Su

MammothMarch Wisconsin

Trail Run
Two days of long‑distance hiking in Northern Kettle Moraine State Forest offering 20 and 30 mile single loops with aid stations, medals, certificates, and on site parking.
August 2027
Aug
14-15
Sa - Su

Run S'more 24

Road Race Trail Run Backyard Ultra 3 mi 6 mi ... 50 km 50 mi
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.
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