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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!

Outdoor Dining

Soak up the sunshine and savor the flavors of Downtown Waukesha, where great food meets fresh air and vibrant vibes. From cozy patios to lively sidewalks, grab a seat, raise a glass, and enjoy the best of Downtown!

A promotional graphic for “Summer in the ’Sha” features curved white text reading “SUMMER IN THE ’SHA” surrounding a central circular emblem with a lightning bolt symbol inside a ring of stars. Decorative clusters of red, white, and blue star shapes frame the edges of the image. Below the central emblem are two logos: “Downtown Waukesha” and “WI America 250,” indicating event partners or sponsors.

Summer in the ‘Sha

Summertime is here and there is so much to do in Downtown Waukesha. Whether you’re looking to rock the night away during Friday Night Live, get some locally grown produce and goods at the Waukesha Farmers’ Market, or spend some family time with Monday Night Movies in the Park, there’s always something going on to help you get out and enjoy the summer!

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

Give Me Moonlight- Waukesha Civic Theatre

  • 264 W Main Street
  • Adult: $22
    Senior (60+) / Military/ Subscriber / Group (10+) / : $19
    Under 18: $16
    Educational Group (10+): $13

Give Me Moonlight – Waukesha Civic Theatre Stuck in the desert of a happily ever after that is...

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The Consequence- Nice Ash Cigar Bar

  • 323 W Main Street

Calendar – Nice Ash Cigar Bar

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Night Fever- Maddy’s Bar & Music Lounge

  • 200 Madison Street
  • $5

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