Running Races in Oconomowoc, WI

Oconomowoc, Wisconsin has 9 upcoming running races, from 5Ks to marathons. Browse by vibe, difficulty, and community fit to find the right race for you.

9 upcoming races listed

Fun races Scenic races Competitive races Quirky races Festive races For a Cause races Beginner-friendly

Wisconsin Trail Series

Explore Wisconsin's scenic trails over seven months with a series offering varied distances, walker-friendly options, and a unique rucking challenge.

Fun
Scenic
Competitive
Quirky

Fri, Apr 10, 2026, 9:00 AM CDT13.1 MilesOconomowoc, WI

Steady EffortRUN

Course · Flat · Timed race

The Non Cancelled Marathon

Born from resilience, this laser-flat, certified marathon is a top choice for runners aiming for PRs and Boston qualification.

Fun
Competitive
Quirky

Sat, Apr 25, 2026, 8:00 AM CDT26.2 MilesOconomowoc, WI

Steady EffortRUN

Course · Rolling · Timed race

Yellow Brick Road 5K

Follow the Yellow Brick Road in Oconomowoc for a scenic 5K run or walk, celebrating the magic of The Wizard of Oz.

Fun
Scenic
Competitive
Quirky
Festive

Sat, Jun 6, 2026, 8:00 AM CDT3.1 MilesOconomowoc, WI

EasygoingRUN

Course · Flat · Walkers welcome

Lake Country Freedom 5K & 10K

Celebrate freedom and community in Oconomowoc with a scenic, family-friendly run, walk, or ruck, complete with unique woodles and hot dogs.

Fun
Scenic
Competitive
Quirky
Festive

Sat, Jul 4, 2026, 9:00 AM CDT15.5 MilesOconomowoc, WI

Steady EffortRUN

Course · Rolling · Walkers welcome

Lake Country Half Marathon

Experience the beauty of Lac La Belle on a picturesque course, from downtown Oconomowoc to sweeping water views and a fast finish.

Scenic

Sat, Aug 29, 2026, 8:00 AM CDT13.1 MilesOconomowoc, WI

Steady EffortRUN

Course · Flat · Timed race

DoLittle Marathon

Chase a PR or enjoy a scenic, supported run on the laser-flat, lightning-fast DoLittle Marathon course in Oconomowoc, WI. Spectator-friendly.

Fun
Scenic
Competitive
Quirky

Sat, Sep 12, 2026, 8:00 AM CDT26.2 MilesOconomowoc, WI

Steady EffortRUN

Course · Flat · Timed race

Zachariah's Acres Fall Run, Walk & Roll

Support children with special needs and their families at this fall event, offering a run, walk, roll, and even rucking in Oconomowoc.

For a Cause

Sat, Oct 10, 2026, 9:00 AM CDT13.1 MilesOconomowoc, WI

Steady EffortRUN

Course · Flat · Walkers welcome

OPEF Trick or Trot

Run a 1 or 2-mile "Trick or Trot" to support Oconomowoc schools, complete with costumes, music, candy, and prizes.

Fun
Quirky
Festive
For a Cause

Thu, Oct 29, 2026, 4:30 PM CDTOconomowoc, WI

RUN

Course · Flat · Timed race

Chilly Willy Winter Run Series - SEVEN Events!

Bundle up and lace up for the Chilly Willy Winter Run Series, where hot competition meets the frost across seven unique events, including rucking.

Fun
Competitive
Quirky

Sat, Nov 7, 2026, 9:00 AM CST13.1 MilesOconomowoc, WI

Steady EffortRUN

Course · Flat · Timed race

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Browse by distance in Oconomowoc, WI

5Ks in Oconomowoc, WI 10Ks in Oconomowoc, WI Half Marathons in Oconomowoc, WI Marathons in Oconomowoc, WI