21st Annual Windy City Classic April 17-19, 2026. Sponsored by New Balance Basketball logo, Lady P32 logo. US Junior Nationals logo

APRIL 17-19, 2026 - USJN Annual Windy City Classic Basketball Tournament heats up in Milwaukee. 20+ court venue - 325+ teams and over 200 college coaches in 2025! ABOC Division I Officials Camp will be in attendance covering half of the event yet again for the 4th year, to keep the quality of competition some of the best in the country!

Groups of seasonal Wisconsin State Fair Park staff members

APRIL 18, 2026 - Wisconsin State Fair Park is seeking Public Safety and Facilities Staff. Hours available include weekdays, nights, and weekends.

Original & Orange Dream Cream Puffs - Cream Puff Spring Fling - April 24-26 - two cartoon cream puffs in each flavor making a heart with their hands against a spring background

Cream Puff Spring Fling Drive-In

April 24 @ 9:00 am - April 26 @ 3:00 pm CDT

APRIL 24-26, 2026 - Follow your nose to the Cream Puff Spring Fling Drive-In, Friday, April 24 - Sunday, April 26! Dig into the classic Original you know and love or try our new delicious Orange Dream flavor that tastes just like a creamy vanilla and orange popsicle.

Groups of seasonal Wisconsin State Fair Park staff members

APRIL 25, 2026 - Wisconsin State Fair Park is seeking Public Safety and Facilities Staff. Hours available include weekdays, nights, and weekends.

Young girl dancing on stage in front of Spotlight logo backdrop

Spotlight Dance Cup

April 25 - April 26

APRIL 25-26, 2026 - Spotlight Dance Cup is a popular national competition series showcasing a wide variety of dance genres and talent from across the nation.

Groups of seasonal Wisconsin State Fair Park staff members

MAY 2, 2026 - Wisconsin State Fair Park is seeking Public Safety and Facilities Staff. Hours available include weekdays, nights, and weekends.

5th Annual Honoring the Heartbeat Mental Health and Wellness Powwow May 9, 2026. Woman dancing on the left and strawberries on the right

MAY 9, 2026 - Honoring the Heartbeat: Mental Health & Wellness Powwow connects to traditional cultural practices to highlight mental health and wellness. Our cultural practices have been part of resilience and wellness for Native communities for generations. Honoring the Heartbeat highlights the resilience of cultural healing – where community, spirituality, and tradition play key roles in supporting individual and collective well-being. 

Milwaukee Auto Show presented by ADAMM - May 14-17 at Wisconsin State Fair Park Expo Center - New Dates & Location. Visit AutoShowMilwaukee.com

Milwaukee Auto Show

May 14 - May 17

MAY 14-17, 2026 - Whether you’re in the market for your next ride or just love being around the newest vehicles, this show has something for everyone. Explore sleek sedans, rugged pickups, family-ready SUVs, versatile crossovers, and the latest in electric and hybrid technology—all in one place and at your own pace.

Swim Spa, Hot Tub, Sauna Show with people in hot tub. Phone: 1-800-SPASALE. Website: 800SPASALE.COM

MAY 29-31, 2026 - Come view our vast selection of swim spas, hot tubs, and saunas at one of our many shows throughout the year! We offer different brands, makes, and models of all of your favorite spa brands - at up to 60% off retail price.

Brew City Street Drags. June 12th, 2026. Milwaukee Mile - Main Straight. Street racing. All makes welcome, limited drive spots. Register now at BrewCityBanger.com

JUNE 12, 2026 - Experience the thrill of drag racing on the historic Milwaukee Mile during Brew City Street Drags. Drivers will go head-to-head in 1/8-mile runs down the main straightaway, racing their friends and other competitors in a controlled, track environment FASTER THAN EVERY BEFORE.

Person riding a bull with full bleachers behind

JUNE 13, 2026 - Come witness the ultimate showdown at the West Allis Stampede! Be prepared for heart-stopping action as Next Level Pro Bull Riding takes over. This event is a must-see for adrenaline junkies and rodeo fans alike. Get ready for a wild ride and experience the thrill of the real cowboy competition up close and personal.

Brew City Banger Underground - Win this car - silver and maroon Brew City Banger logo's car with graphics - Get tickets now - presented by Track Day direct, ClubFR, Drift GLD

JUNE 13, 2026 - Brew City Banger: Underground is taking over the Milwaukee Mile for an all-day drift event. From HIGH SPEED drifting to stunt shows to car show to vendors, music, and more.

Millers at Milwaukee Vintage Indy Car Event logo

JULY 10-11, 2026 - This is an exhibition only driving event featuring up to 60 pre and post-WWII Indy cars and open wheel Champ cars, Indy Roadsters which also includes pre-WWII open wheel Grand Prix cars.

Cream Puff 5K Banner showing participants in Fair-themed attire and athleisure wear - Wednesday, July 15, 2026. Proceeds benefit the Wisconsin State Fair Park Foundation

JULY 15, 2026 - Get ready for the Annual Cream Puff 5K, the most delicious run/walk of the year! Run or walk to benefit the Wisconsin State Fair Park Foundation and receive sweet benefits including a ticket to the 2026 State Fair, an Original Cream Puff, a cool T-Shirt, and more.

Young woman eating cheese curd with long cheese pull

AUGUST 6-16, 2026 - The State Fair offers a unique experience to all who attend and is an exceptional value with dozens of FREE entertainment stages, exciting rides and games, thousands of animals, endless family activities, events, contests, vendors, and culinary delights. See wistatefair.com/fair/home for complete details.

Snap-on INDYCAR Weekend at the Milwaukee Mile - Start Your Engines with an image of an INDYCAR race car

Snap-on INDYCAR Weekend

August 28 - August 30

AUGUST 28-30, 2026 - The historic Milwaukee Mile will host the only INDYCAR doubleheader on the schedule! We can’t wait to welcome you back as these races play a pivotal role in the championship chase as drivers fight for every last point for the NTT INDYCAR SERIES.

Harvest Fair logo

Harvest Fair

October 2 - October 4

OCTOBER 2-4, 2026 - The entire family will love including Harvest Fair favorites, delicious eats, great shopping, and more. Come hungry and ready to shop!