Your Guide to Weekend Fun in Milwaukee & Waukesha CountiesSeptember 25–27, 2026Looking for something fun to do this weekend? Milwaukee and Waukesha Counties are packed with fall festivals,
Dated: September 15 2026
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Your Guide to Weekend Fun in Milwaukee & Waukesha Counties
Looking for something fun to do this weekend? From fall festivals and farmers markets to live entertainment and outdoor adventures, Milwaukee and Waukesha Counties have plenty happening September 18–20!
Saturday, September 19 | 10:00 AM–4:00 PM
Downtown Mukwonago | Free admission
Celebrate fall with more than 100 crafters, vendors and local businesses! Enjoy food, live music, a chili cook-off, pumpkin painting, Bounce Land, performances and specials at downtown shops and restaurants. View event details.
Saturday, September 19 | 9:00 AM–4:00 PM
Retzer Nature Center | S14W28167 Madison Street, Waukesha
Spend the day enjoying local vendors, fall treats, live entertainment and family-friendly activities while celebrating Waukesha County’s apple-growing heritage. View event details.
Friday, September 18–Sunday, September 20
Veterans Park | 130 N. Harrison Street, North Prairie
This free community festival features live music, food and drinks, a carnival midway, parade, fireworks, craft vendors, contests and family fun throughout the weekend. Proceeds benefit several local organizations. View the full schedule.
Saturday, September 19 | 8:00 AM–12:00 PM
125 W. St. Paul Avenue, Waukesha | Free admission
Start your Saturday shopping for fresh produce, baked goods, handmade items and locally produced favorites at this downtown tradition. View event information.
Saturday, September 19 | 8:00 AM–4:00 PM
2000 N. Calhoun Road, Brookfield
Browse gently used books for all ages, puzzles, CDs, DVDs and audiobooks—all priced to move! View Brookfield’s event calendar.
Saturday, September 19–Sunday, September 20
Henry Maier Festival Park, Milwaukee
Enjoy a lakefront weekend filled with world-class wines, craft beverages and culinary creations. The festival includes celebrity chefs, local favorites, tastings, live chef challenges and entertainment. View schedules and ticket information.
Friday, September 18 | 6:00–11:00 PM
Radio Milwaukee
Celebrate the changing season with rooftop drinks and bites followed by “Karaoke for a Cause,” featuring community leaders performing with a live band. View event details.
Saturday, September 19 | 7:30–9:30 PM
Wehr Nature Center
Discover the facts, fiction and folklore surrounding bats during an indoor presentation followed by an evening bat hike with Wehr Nature Center staff. View Milwaukee County Parks events.
Sunday, September 20 | 7:00 AM–1:00 PM
Milwaukee County Zoo
Choose a family-friendly ride around the zoo or take on a longer bicycle route while supporting the Zoological Society of Milwaukee. View event information.
Sunday, September 20
Al McGuire Center, Milwaukee
Cheer on two local teams as the Marquette Golden Eagles face the UWM Panthers in an exciting Milwaukee matchup. View event details.
Whether you’re ready for fall festival fun, great food, live entertainment or time outdoors, there is something for everyone this weekend!

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