Running races in Wisconsin in May 2027

38 races in date order

Prickly Pine 24 Hour Jackpot Solo/Relay
May 2027 · Dousman, WI · 24 Hour · 12 Hour · 6 Hour

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RC2 Community Runs- 5k, 10K & Half Marathon
May 2027 · Ripon, WI · Half Marathon · 10K · 5K
Along the converted rail bed of the Mascoutin Trail

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Hammer Down 5K
May 2027 · Wisconsin Rapids, WI · 5K

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La Crosse Marathon
Sat 1 May 2027 · La Crosse, WI · Marathon · Half Marathon · 5K
A marathon along the Mississippi River through La Crosse

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The Willow 10 & 20 miler
May 2027 · Hudson, WI · 20 Miler · 10 Miler
Runs past the gorge and falls of Willow River park

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NAMI Oshkosh 5K
Sat 1 May 2027 · Oshkosh, WI · 5K

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Donald Dash Trail Run
Sat 1 May 2027 · Mount Horeb, WI · 15K · 5K · 1.6 km
Singletrack and hilly trail from Pop's Knoll

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Lake Monona 20K & 5K Presented by SSM Health
Sat 1 May 2027 · Monona, WI · 20K · 5K

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Door County Half Marathon and Nicolet Bay 5K
Sat 1 May 2027 · Baileys Harbor, WI · Half Marathon · 5K
A closed-road half marathon through a Door County park

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Celebrate a Nurse 5K Run/Walk
May 2027 · Reedsburg, WI · 5K · 1 Mile Walk

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Sweet Home Milwaukee 5k
May 2027 · Milwaukee, WI · 5K
Along Lake Michigan's shoreline at Veterans Park

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WausaUltra Limitless
May 2027 · Wausau, WI · 6.7 km

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6th Annual 5K Run Walk
May 2027 · Waterford, WI · 5K
Starts at Waterford's Cotton Exchange

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Ice Age Trail 50
May 2027 · Glenbeulah, WI · 50 MILES · 50K · HALF MARATHON
Among the oldest continuously run ultras, through glacial terrain

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ONE MOTHER OF A RUN 2026
May 2027 · Lodi, WI · 17.7 km · 5K Luau Run/Walk · 1.6 km
11-mile Mother's Day weekend island challenge run

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Milwaukee Mother's Day Half Marathon, 10K, & 5K
Sun 9 May 2027 · Milwaukee, WI · Half Marathon · 10K Run/Walk · Virtual Run - 10K · 5K Run/Walk · 5K · Virtual Run - 5K
Along Milwaukee's Lake Michigan lakefront

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Hixon Trail Series
May 2027 · La Crosse, WI · Hixon 50 · Hixon 50 - 25K · Ruck Run · Hixon 50 - 10K · Hixon 50 - 5K · 4 km
Trail races through La Crosse's Hixon Forest

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Syttende Mai Classic Run
Sat 15 May 2027 · Stoughton, WI · Half Marathon · 5K · 2-Mile Lil' Run
Norwegian heritage half marathon winding through small-town Wisconsin

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Run Tosa Run
May 2027 · Wauwatosa, WI · 5K · Kids' Run
Tree-lined streets of Wauwatosa's Tosa East Towne

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Annual Super Hero Shuffle 5k/10k Run/walk
May 2027 · Lake Geneva, WI · 10K Run · 5K Run/Walk · 1 mile
Costumed run through Big Foot Beach State Park

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5th Annual O'so Guardian Fun Run/Walk 5k
May 2027 · Plover, WI · 5k
A 5K beside Plover's Lake Pacawa

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Rumble on the Ridge
Sat 15 May 2027 · Arena, WI · Marathon
Backyard ultra on a farm loop, Driftless Area

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Blue Springs
May 2027 · Palmyra, WI · Golden Gauntlet · Long Course · Mid Course · Short Course
Runs the Nordic ski trails at Palmyra, Wisconsin

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WHEEL RUN FOR MEALS 10k RUN & 5k RUN/WALK
May 2027 · Beloit, WI · 10K · 5K
Crosses the Ken Hendricks Bridge over the Rock River

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EPIC Marathon & Running Festival
Sun 16 May 2027 · Green Bay, WI · Marathon · Marathon Relay · Half Marathon · 5K · Kids Run
Green Bay marathon festival with live concerts at every finish line

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Furry Friends 5k
May 2027 · Jefferson, WI · 5k

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Green Bay Marathon
Sun 16 May 2027 · Green Bay, WI · Marathon · Half Marathon · 5K
Finishes on the field at Lambeau Field

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Madeline Island Marathon
Sat 22 May 2027 · Madeline Island, WI · Marathon · Half Marathon
Boston-qualifying marathon looping a remote Lake Superior island

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Operation Finally Home 5K
May 2027 · Menomonee Falls, WI · 5K
Raises funds for mortgage-free homes for veterans

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Eagles Wings 5K Run/Walk
May 2027 · Brillion, WI · 5K · 1K Kid's Race
Runs Brillion's wooded Friendship Trail

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The Dormie Challenge
May 2027 · Stevens Point, WI · 12-Hour Endurance · 6-Hour Challenge
Portage County's first-ever ultra marathon

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Ray of Hope Run 2026
May 2027 · Wauwatosa, WI · Marathon · Half Marathon · 10K · 5K

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Cedarburg Half Marathon | 5K
Sat 29 May 2027 · Cedarburg, WI · Half Marathon · 5K
Finishes past Wisconsin's last covered bridge

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2026 Sugar Badger
Sat 29 May 2027 · Belleville, WI · 50 mile · 50K · Half Marathon
Out-and-back along the Sugar River's old rail trestles

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Brat Fest Run
Sat 29 May 2027 · Madison, WI · 10K Bun Run · 5K Bun Run · 5K Hot Dog Jog · 5K Brat Walk · 1K Lil' Brats Run
Run at the self-proclaimed World's Largest Brat Fest

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Bunk House Trail Runs
Sat 29 May 2027 · Dousman, WI · 50K · 30K · 10K
Rolling glacial trails through Kettle Moraine Forest

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Tomorrow River Trail Half-Marathon
May 2027 · Plover, WI · Half Marathon
Crushed-limestone rail-trail finishing at a brewery

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Run Madtown
Sun 30 May 2027 · Madison, WI · Half Marathon · 10K · Twilight 5K · 1.6 km

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← Wisconsin Oct Nov Dec Jan 2027 Feb 2027 Mar 2027 Apr 2027 Jun 2027 Jul 2027 Aug 2027 Sep 2027 Oct 2027

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Every race here is published by its organiser; RunCalendar checks the date and the entry window against the organiser's own page and rebuilds this calendar every night. A confirmed date shows its day; a provisional one shows only its month. Last updated 22 October 2026.