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Year in and year out, people across the country go crazy for March Madness. This year Downtown Waukesha is getting involved again with Main Street Madness. Every Monday – Thursday starting in March, head over to the Downtown Waukesha Facebook or Instagram page to vote for your favorite Downtown Waukesha experience!

As the winners are announced, we’ll update this page so check back often! Bracket will be released soon, check back to see who is up to win the crown this year!

Hall of Champions
2023 – Tossin’ Bags at Bosco’s Social Club
2024 – Chillin’ with Gelato at Divino Gelato Cafe
2025 – ???

2025 Bracket

2025 Bracket Coming Soon!

A few upcoming events...

Paczki Sale, Fat Tuesday- Chef Pam’s Kitchen

  • 280 W Main Street

3/4 Paczki Sale – Tuesday March 4, 2025 – Fat Tuesday A paczki (pronounced POONCH-kee) is a traditional...

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Thai Cuisine Night- Chef Pam’s Kitchen

  • 280 W Main Street
  • $69

3/6 Thai Cuisine Night $69 Thai cuisine is one of the most popular cuisines in the nation with...

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Vanya and Sonia and Masha and Spike- Waukesha Civic Theatre

  • 264 W Main Street
  • Adult — $27
    Senior (60+) & Military — $24
    Subscriber & Group (10+) & Under 18 — $21

Vanya and Sonia and Masha and Spike – Waukesha Civic Theatre Middle-aged siblings Vanya and Sonia share a...

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