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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!

Friday Night Live in Downtown Waukesha

Friday Night Live

Fridays, June 6 – August 29, 2025 (Except July 4, 2025)

6:30 p.m. – 9:00 p.m. | Downtown Waukesha

Friday Night Live outdoor music event takes place every summer Friday night in downtown Waukesha. Thousands of people come to our beautiful downtown to enjoy the weather, dining, shopping, and a wide variety of live music as we close down the streets for our weekly summer music festival. If you like block parties, you won’t want to miss this one!

Waukesha Farmers’ Market

Saturdays, Starting May 3, 2025

8:00 a.m. – 12:00 p.m. | Southwest Corner of St. Paul Avenue & Madison Avenue (Near 130 W. St. Paul Avenue)

Who is ready for the start of the Waukesha Summer Farmers’ Market? For over 20-years the Waukesha Farmers’ Market has been a thriving asset to our community and is one of the largest farmers’ markets in the state. It features Wisconsin-grown products and businesses and has become a Saturday morning ritual for thousands of people every May-October.

A riverside rhythms musician performing.

Riverside Rhythms

Wednesdays, June 11 – August 27, 2025 (Except July 2, 2025)

11:30 a.m. – 1:00 p.m. | 29 Riverfront Street

Take in some musical selections every Wednesday during lunch right on the Riverwalk! Grab a bite to eat from the featured local food truck of the week, enjoy a meal at one of the many downtown restaurants, or bring a lunch to enjoy riverside! There’s no better way to spend the afternoon!

Movie at Les Paul Performance Center in Waukeha

Monday Night Movies In The Park

June 16, 2025; July 21, 2025; August 18, 2025

7:15 p.m. – 9:00 p.m. | Les Paul Performance Center – 321 Wisconsin Avenue

Bring the family and enjoy family-friendly movies under the stars on the third Monday of the month at the Les Paul Performance Center in Cutler Park.

Come out early before each movie for pre-movie activities that start at 6:00 p.m.

  • Monday, June 16, 2025: Moana 2
  • Monday, July 21, 2025: The Wild Robot
  • Monday, August 18, 2025: Sonic the Hedgehog 3

Waukesha Civic Band

Waukesha Civic Band

Thursdays, June 19 – July 31, 2025 (Except July 3, 2025)

8:00 p.m. – 9:00 p.m. | Les Paul Performance Center – 321 Wisconsin Avenue

Come and enjoy a wide variety of music during the Civic Band Concert Series featuring local musicians. The Civic Band is celebrating their 81st season this year and each week features rousing marches and music from movies and musicals. This is a program that is sure to delight the entire family. Concerts begin at 8:00 p.m., unless otherwise noted.

  • Thursday, June 19, 2025: Hooray for Hollywood
  • Thursday, June 26, 2025: An American Salute
  • Thursday, July 10, 2025: A Spooktacular Concert
  • Thursday, July 17, 2025: Down to the Sea
  • Thursday, July 24, 2025: Pop Goes the Band
  • Thursday, July 31, 2025: Jazz Express

Tribute Tuesday Concert in Waukesha

Tribute Tuesday

June 10, 2025; July 8, 2025; August 12, 2025; September 2025

7:00 p.m. – 9:00 p.m. | Les Paul Performance Center – 321 Wisconsin Avenue

Head out for a night of music on the second Tuesday of the month, where we feature bands paying tribute to some legendary musicians! Concessions offered beginning at 5:30 p.m.; concerts begin at 7:00 p.m. and run until 9:00 p.m.

  • June 10, 2025: Sparks Fly—The Taylor Swift Experience
  • July 8, 2025: Separate Ways—The Journey Experience
  • August 12, 2025: Joseph Hall – Tribute to Elvis
  • September 9, 2025: The Crown Jewels—A Tribute to Queen

Independence Day Parade

July 4, 2025

11:00 a.m. | Downtown Waukesha

Bring your friends and family to a traditional hometown celebration featuring marching bands, floats, and a sea of bikes, trikes and wagons. Don’t forget to bring your STAR OF HOPE to line the parade route.

Jazz @ Cutler Park

Wednesdays, July 2, 9, 16, 23, & 31, 2025

7:00 p.m. – 9:00 p.m. | Les Paul Performance Center

Come early to enjoy concessions in the park, starting at 6:00 p.m. We’ll be counting off the tunes from 7:00 p.m. to 9:00 p.m. with a great line-up of jazz music. Don’t miss this amazing series, which is only here in July. It’s your chance to enjoy more amazing jazz music with top-notch vocalists and musicians.

Waukesha Art Crawl

August 2, 2025 & October 4, 2025

2:00 p.m. – 8:00 p.m. | Downtown Waukesha

Make a stop in Historic Downtown Waukesha to enjoy an evening of fine art in a walkable community. Many studios and galleries and arts-supporting businesses showcasing dozens of area artists! Check out a wide array of unique galleries filled with decorative and functional art; paintings, pottery, jewelry, clothing, glassware, custom wood work, casted concrete furnishings, photography and more!

Run with the Cops logo

Run with the Cops: 5K Fun Run/Walk

August 15, 2025

7:30 p.m. | Downtown Waukesha

Come out to Friday Night Live on August 9th and finish out the night for the 8th Annual Run with the Cops: 5K Fun Run/Walk. This event is a way for the Waukesha Citizens Police Academy Association to unite the Waukesha Police Department with the citizens of Waukesha for a fun, light-hearted night.

Oktoberfest Frame Park Logo

Oktoberfest

September 19-20, 2025

Frame Park – 1150 Frame Park Drive

Join us on September 19-20, 2025, in Frame Park for the 9th Annual Oktoberfest.

Times will be announced as the event approaches.

There are so many other events going around all the time Downtown, check out our Events Calendar for a full list of events coming up to help you plan your time downtown!

Be Sure to Tag Your Posts and Pictures with #SummerInTheSha

A few upcoming events...

Outskirts Theatre Co’s Stayin’ Alive: A Night of Disco- Waukesha Civic Theatre

  • 264 W Main Street
  • Adult — $21
    Senior (60+) & Military
    & Subscriber & Group (10+) — $18
    Under 18 — $15
    Educational Group (10+) — $12

Outskirts Theatre Co.’s Stayin’ Alive: A Night of Disco – Waukesha Civic Theatre Get ready to groove with...

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Mark Sallmann, Live Music- Nice Ash Cigar Bar

  • 323 W Main Street

Calendar – Nice Ash Cigar Bar

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Spring Fling 2025- Club 400

  • 322 Williams Street

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