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Explore Downtown Waukesha

There are so many places to explore in Downtown Waukesha that it’s hard to know where to start.
Whether you’re looking for a place to grab a bite (or a brew), shop, or hang out, our downtown district has what you’re looking for!

Winter in Waukesha

Winter in Waukesha

Downtown Waukesha will be transforming into a winter wonderland with twinkling lights, festive decorations, and plenty to explore! Bundle up and enjoy browsing unique shops or savoring seasonal treats at cozy cafes and restaurants. The city’s vibrant arts scene offers holiday markets, live music, and galleries to explore!

Downtown Waukesha Holiday Bingo

Get out in Downtown Waukesha this holiday season and play our Downtown Waukesha Holiday Bingo game! We’ve compiled a list of events and experiences to get you in the holiday spirit that you can do in Downtown Waukesha. Get five in a row and you’ve got bingo! Submit your bingo card at any of Santa’s mailboxes in Downtown or at Burlap and Lace Marketplace (272 W Main Street) to be entered into a drawing for some Downtown Waukesha swag!

Help Support Public Art

As part of an effort to enhance the art and music culture of Waukesha, the Public Art Commission has established the Public Art Fund as part of the Waukesha County Community Foundation. Donations to the Public Art Project Fund go towards public art projects in Waukesha! All donations are tax-deductible and help keep the arts thriving in our community.

It’s always a good time for some “you” time. Whether you’re looking to freshen your entire look or just hit the refresh button, Downtown Waukesha salons and spas are ready to be of service!

Pamper & Polish

When in Southeast Wisconsin, you'll find there's no better location to wine and dine than Downtown Waukesha! Our one-of-a-kind downtown district is home to many perfect-for-date-night restaurants & bars.

Wine & Dine

Rock out. Cozy up. Read more. Whatever your plans may be, Downtown Waukesha has everything you're looking for and more. Check out our recommendations for devoting your day to coffee and classics.

Coffee & Classics

Our trendy district is home to an eclectic mix of attractions, from shops to art galleries, cafes, restaurants, and other unique boutiques. It shouldn't surprise anyone, then, to learn that it's also a destination where you can get the best brews and tattoos in the metro area.

Brews & Tattoos

Everyone knows that Downtown Waukesha is historic, charming, and awesome. But did you know that we’re also classy? Our downright delightful downtown is your destination for discovering passions, learning new skills, and turning talent into works of art.

Keep it Classy

Looking for a place to begin your happily ever after? Charming Downtown Waukesha is a delightful destination to host your wedding!

Get Hitched

Upcoming Events

Legally Blonde the Musical- Waukesha Civic Theatre

  • 264 W Main Street
  • Adult — $33
    Senior (60+) & Military — $30
    Subscriber & Group (10+) — $27
    Under 18 — $24
    Educational Group (10+) — $18

Legally Blonde the Musical – Waukesha Civic Theatre Music and Lyrics by Laurence O’Keefe & Nell Benjamin book...

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Advance, Live Music- Nice Ash Cigar Bar

  • 323 W Main Street

Calendar – Nice Ash Cigar Bar Performs the best of Rock and Roll Classics… songs you’ll recognize instantly and enjoy...

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The Black Sheep, Live Music- Maddy’s Bar & Music Lounge

  • 200 Madison Street

Monthly Calendar of Events | Maddy’s

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