Running Races in Oconomowoc, Wisconsin — 2026

There are 18 running races in Oconomowoc, Wisconsin in 2026. The next is the Yellow Brick Road 5K on June 6. Distances include 5K races, 10K races, half marathons.

Yellow Brick Road 5K

Sat, Jun 6 · Oconomowoc, WI Oconomowoc

Road Kids Fun RunTwo Mile Walk5K Run

From $0 Open Closing Soon

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Silver Circle Trivia - Ocon

Thu, Jun 18 · Oconomowoc, WI Oconomowoc

Trivia

From $0 Open

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Lake Country Freedom 5K, 10K & 25K

Sat, Jul 4 · Oconomowoc, WI Oconomowoc

Road Freedom 2 Mile WalkFreedom 5KFreedom 5K Ruck +3

From $0 Open

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Headbanger Half

Sun, Jul 12 · Oconomowoc, WI Oconomowoc

Road Little BangersWalk5K +5

From $0 Open

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Lake Country Triathlon

Sat, Jul 25 · Oconomowoc, WI Oconomowoc

Triathlon Sprint RelaySprintOlympic Relay +3

From $60 Open Closing Soon 50 spots left

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Silver Circle Sunday Funday

Sun, Aug 16 · Oconomowoc, WI Oconomowoc

Sign Me Up for Sunday Funday (adult)!Sign Me Up for Sunday Funday (child)!

From $0 Open

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Lake Country Half Marathon

Sat, Aug 29 · Oconomowoc, WI Oconomowoc

Road 8 Mile Ruck8-Mile RunHalf Marathon

From $50 Open Closing Soon

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Mama K's Cookie Run

Sat, Sep 5 · Oconomowoc, WI Oconomowoc

Road Little Cookie 1K🍪5K Run 🍪5K Walk 🍪 +1

From $5 Open

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DoLittle Marathon

Sat, Sep 12 · Oconomowoc, WI Oconomowoc

Road 5K Walk5K5K Ruck +8

From $32.5 Open

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Zachariah's Acres Fall Run, Walk & Roll

Sat, Oct 10 · Oconomowoc, WI Oconomowoc

Road 5K Ruck5KHalf Marathon +1

From $25 Open

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Winter Run Series™

Sun, Oct 25 · Oconomowoc, WI Oconomowoc

Road The Pumpkin Run - 5K/10KLuck of the Irish 5K/10KThe Cupid Shuffle 5K/10K +11

From $0 Closed

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Pumpkin Run

Sun, Oct 25 · Oconomowoc, WI Oconomowoc

Road Pumpkin Run 5KPumpkin Run 10KThe Winter Run Series™ - 6 Event Series Registration

From $30 Closed

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OPEF Trick or Trot

Thu, Oct 29 · Oconomowoc, WI Oconomowoc

Road 2 Mile1 Mile

From $20 Open

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Run Like a Rubber Clucker

Sat, Oct 31 · Oconomowoc, WI Oconomowoc

Road Little Clucker 1K Run2 Cluck Walk5 Cluck Run +1

From $5 Open

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Chilly Willy Winter Run Series - SEVEN Events!

Sat, Nov 7 · Oconomowoc, WI Oconomowoc

Road Chilly Willy Winter Run Series 5KChilly Willy Winter Run Series 5KChilly Willy Winter Ruck Series 5K +7

From $120 Open

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Great Gobble Wobble

Thu, Nov 26 · Oconomowoc, WI Oconomowoc

Road 1K Kiddo's Race5K Walk5K Ruck +2

From $5 Open

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Naughty or Nice List

Sat, Dec 5 · Oconomowoc, WI Oconomowoc

Road Kiddo's 1KNice List - 2 Mile WalkNaughty List - 2 Mile Walk +4

From $20 Open

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Noon Year's Eve

Thu, Dec 31 · Oconomowoc, WI Oconomowoc

Road 1.5 Mile Walk5K Ruck5K Run

From $30 Open

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