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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!

Mother’s Day Gifts

Mother’s Day is coming up on May 12, 2024. Find something for the moms or mom figures in your life! Downtown Waukesha has flowers, chocolates, pampering experiences and more to help you show them you appreciate them!

Outdoor Dining

The weather is starting to warm up and we know that in Wisconsin you have to enjoy the weather outside while you can! We’ve compiled a list of restaurants downtown that offer outdoor seating so you can eat some delicious food and enjoy the weather at the same time!

Summer in the ‘Sha

Downtown Waukesha is getting ready to host loads of events this summer! We’ve taken out some of the leg work and compiled the biggest events for you! We hope to see you out and about!

Friedman Alley

Activate Friedman Alley

The City of Waukesha is creating a design concept for Friedman Alley that will make it a more lively and interesting space that is uniquely Waukesha! Stay up-to-date on potential ideas and designs.

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

Xeno and Joe, Live Music- Nice Ash Cigar Bar

  • 323 W Main Street

Calendar – Nice Ash Cigar Bar (theniceash.com) A rock duo like none other. Xeno and Joe combine the...

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Boeing, Boeing- Waukesha Civic Theatre

  • 264 W Main Street
  • Adult: $30
    Senior (60+) / Military: $27
    Subscriber / Group (10+): $24
    Under 18: $21
    Educational Group (10+): $15

Boeing, Boeing – Waukesha Civic Theatre This 1960’s French farce adapted for the English-speaking stage features self-styled Parisian...

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The Noisy Neighbors- Maddy’s Bar & Music Lounge

  • 200 Madison Street

Weekend Music Lineup | Maddy’s (maddysbarandmusiclounge.com)

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