Your Guide to Weekend Fun in Milwaukee & Waukesha Counties September 18-20

Dated: September 15 2026

Views: 325

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!

Waukesha County Events

Mukwonago Fall Fest

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.

Apple Harvest Festival

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.

North Prairie Harvest Festival

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.

Waukesha Farmers’ Market

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.

Friends of the Brookfield Public Library Book Sale

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.

Milwaukee County Events

Freshwater Food & Wine Festival

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.

88Nine Fall Ball

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.

Bat Night for Adults

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.

Ride on the Wild Side

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.

Marquette vs. UWM Women’s Volleyball

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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Jennifer Hupke

Jennifer has been a trusted name in Southeastern Wisconsin real estate since 2003. With over two decades of experience, she brings a strategic, detail oriented approach to every transaction, whether i....

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