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Oconomowoc Chili Fest

January 29 @ 11:00 am - 4:00 pm

Downtown Oconomowoc Chili Fest 2022

Don’t miss the Epic 13th Annual Oconomowoc Chili-Fest in January 29th, 2022!


* Chili Tasting Contest

* Bloody Mary Tastings Contest

* Beer Garden

* Bags Tournament

* Family Skate

* And so much more


The 13th Annual Chili Festival.  January 29,2022.  Presented by Downtown Oconomowoc Business District.  

2021 Schedule Below (details for 2022 schedule not yet released)

Chili Tasting Contest: Noon – 3pm. 

  • 5 tickets for $5, 10 tickets for $8, 15 tickets for $10.
  • 15+ participating Downtown Businesses.  One ticket is good for one 2 oz sample cup of chili at any tasting location. Patrons will be provided ballots to vote on their favorites.

Bloody Mary Tastings Contest: Noon -3pm. 

  • $25 for 10 9oz Bloody Mary tastings.
  • 10+ Downtown Businesses.  Patrons 21 years of age and older can purchase a wristband. Limited wristbands available.

Treasure Hunt: Noon – 3pm. 

  • $5 for treasure bags and maps.
  • Children ages 4 – 10 will enjoy touring downtown with their adults and receiving small treasures along the way. Limited bags are available. Each participating child must have a bag to receive the “treasures” at marked locations.

Beer Garden: 11am – 4pm.

  • Warm your insides with a cold brew while enjoying the friendly bags competition and live music in our heated Village Green Tent.

Brat Fry: 11am – 4pm.

  • Top off your chili with a Fox Bros Brat.  Brat and Hotdog meals will be available for purchase on the Village Green.  Sweet treats and fireside S’mores available with a cash donation to the Oconomowoc Food Pantry.

Bags Tournament: 11am – 4pm.  

  • $50 per team of 2
  • This is an OUTDOOR WINTER BAGS TOURNAMENT.  Two person teams, double elimination, random draw to determine play. Cash prizes through 3rd Place!  Limited to 50 teams.

Family skate: 11am – 4pm. 

  • Elmo & Cookie Monster 11am-12pm
  • The Princesses 12pm-1pm
  • The Super Heroes 1pm-2pm
  • Bring your skates and join princesses, super heroes and other beloved characters on the ice.  Lasting memories and fun for the whole family!

Find more wintertime fun in the Lake Country area here.


January 29
11:00 am - 4:00 pm
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Downtown Oconomowoc
Wisconsin Ave and Main St
Oconomowoc, WI 53066 United States
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