What race distances can I run in Oconomowoc?
Oconomowoc has 5K (12), 10K (6), Half Marathon (5). The 5K is usually the easiest entry point if you are new, and the links above jump straight to each distance.
Wisconsin · Race calendar
Running Races in Oconomowoc, Wisconsin
Upcoming running races in and near Oconomowoc, Wisconsin - 5Ks, 10Ks, half marathons and more, with dates, pricing, finish-time stats, start-line maps, and local run clubs to train with.
15 upcoming races · 9 with finish-time stats
By the numbers
The Biggest and Longest-Running
The Oconomowoc races that stand out on the numbers: the biggest field, and the longest unbroken run of editions.
Sat, Aug 29, 2026Lake Country Half Marathon Oconomowoc, WIFrom $75Details Sat, Sep 5, 2026Mama K's Cookie Run Oconomowoc, WIFrom $38Details Sat, Sep 12, 2026DoLittle Marathon Oconomowoc, WIFrom $35Details Sat, Sep 26, 2026St. Jerome Jog to Feed the Hungry Oconomowoc, WIFrom $35Details Sat, Oct 10, 2026Zachariah's Acres Fall Run, Walk & Roll Oconomowoc, WIFrom $40Details Sun, Oct 25, 2026Winter Run Series™ Oconomowoc, WIFrom $40Details Sun, Oct 25, 2026Pumpkin Run Oconomowoc, WIFrom $40Details Thu, Oct 29, 2026OPEF Trick or Trot Oconomowoc, WIFrom $20Details Sat, Oct 31, 2026Run Like a Rubber Clucker Oconomowoc, WIFrom $30Details Sun, Nov 1, 2026OconoWattaWoc Oconomowoc, WIFrom $33Details Sat, Nov 7, 2026Chilly Willy Winter Run Series - SEVEN Events! Oconomowoc, WIFrom $190Details Thu, Nov 26, 2026Great Gobble Wobble Oconomowoc, WIFrom $35Details Sat, Dec 5, 2026Naughty or Nice List Oconomowoc, WIFrom $33Details Thu, Dec 31, 2026Noon Year's Eve Oconomowoc, WIFrom $30Details Sat, Mar 13, 2027Shake Your Shamrocks Oconomowoc, WIFrom $33Details
How we calculate these stats: RunSesh calculates these figures from the most recent published results of past editions, sourced from RunSignup. We show aggregates only: field size, winning and median times, and the cutoff. We never publish individual finisher tables. Last updated Jul 27, 2026.
Common Questions About Racing in Oconomowoc
When is race season in Oconomowoc?
October is the busiest month for races in Oconomowoc, with 5 of the 15, followed by September with 3. If you are flexible on the date, that is the quickest way to narrow things down.
How early should I register for a race in Oconomowoc?
15 of the 15 races in Oconomowoc already have a price increase scheduled, so entry gets more expensive the longer you leave it. Race pricing almost always steps up as the date approaches, and signing up early is usually the cheapest option.
Are Oconomowoc races beginner-friendly?
Yes, for the most part. Across the 9 races in Oconomowoc with published results, the typical median finish is around 33:25, which means half of every one of those fields came in slower than that. Recreational runners and walk-runners are the bulk of these fields, not the exception.
Where can I train for a race in Oconomowoc?
Browse Oconomowoc run clubs on RunSesh to find a training group at your pace.