Foodies and music lovers will rejoice in September, with plenty of events to choose from! We’ve rounded up 11 of our favorite fests happening in September throughout Wisconsin.
By Kristen Rouse | Photo by Holly Leitner; pictured: Geneva Lake Antique & Classic Boat Show
Strollin’ Middleton Jazz Festival
Sept. 5-6 | Middleton
Strollin’ Middleton Jazz Festival is returning to Downtown Middleton for its 10th year on Friday, Sept. 5, and Saturday, Sept. 6. Join us for two nights of jazz, food and fun for all ages! Bring your blankets, lawn chairs and picnic baskets, or enjoy food and drinks from local restaurants, shops and participating food trucks. This festival is free!
artlitlab.org/events/strollin-middleton-jazz-festival
8th Annual Franksville Food Truck Festival
Sept. 5-6 | Franksville
The 8th Annual Franksville Food Truck Festival sponsored by the Franksville Craft Beer Garden, Enjoy Mount Pleasant and Visit Racine County is coming back even bigger and better for 2025, and is still free to attend!
This year’s festival will once again have 20+ of your favorite food trucks, live music, craft beer, Miller Lite, White Claw, wine and more! Plus huge bounce houses and playgrounds for the kids! It’s definitely the place you’ll want to be!
hopheadscraftbeer.com/beer-garden
Wo-Zha-Wa Fall Festival
Sept. 12-14 | Wisconsin Dells
Come celebrate the end of summer and the beginning of autumn with the Wisconsin Dells Wo-Zha-Wa Fall Festival! As one of the largest festivals in all of Wisconsin, Wo-Zha-Wa is a three-day extravaganza with delicious food, a 100-unit parade, live music, a flea market, a street carnival, and arts and crafts that everyone can enjoy. The festival also holds Wisconsin’s oldest long-distance race in history: the Wo-Zha-Wa Run. The run includes both a 10K run and 5K run/walk options. All activities take place throughout downtown Wisconsin Dells and Bowman Park.
36th Annual Downtown Eau Claire Fall Festival
Sept. 13 | Eau Claire
The leaves are turning color, the air is getting crisper and fall is in full swing! Celebrate one of Wisconsin’s most beautiful seasons at the 36th Annual Downtown Eau Claire Fall Festival. The 2025 Fall Festival is scheduled for Saturday, Sept. 13 on South Barstow Street. Join us for a wide variety of music, food vendors, retailers, performances, kids activities and more! Admission is free — bring the whole family!
visiteauclaire.com/events-and-festivals/annual-events/fall-festival/
Town Food Truck Festival
Sept. 17 | Brookfield
Discover Brookfield is partnering with The Corners of Brookfield to bring back its Town Food Truck Festival for 2025! Guests can join in on the fun from 4:30 p.m. – 8 p.m. There will be live music, local food vendors, craft beer and kid-friendly activities. The Brookfield Chamber of Commerce will be serving beer. This event has been a huge hit in the past and we can’t wait to welcome you back to the Town!
discoverbrookfield.com/events/town-food-truck-festival-2025-september/
4th Annual Elktoberfest
Sept. 20 | Elkhart Lake
Prost! Put on your lederhosen or dirndl, raise your stein, and celebrate German heritage at Elkhart Lake’s 4th Annual Elktoberfest! This festive twist on Oktoberfest features a 5K Wine & Beer Run/Walk, live music, Hammerschlagen and much more. Don’t miss out on your commemorative Elktoberfest stein at Siebkens Stein Social.
Downtown Beloit Fall Festival
Sept. 20 | Beloit
Downtown Beloit Fall Festival takes place on the 300 block of State Street. The opening band performs 5:30 – 7:30 p.m. At 8 p.m., the headliner hits the stage. Check the website for admission fees. Downtown Beloit businesses stay open late and local eateries will be on site.
52nd Annual Warrens Cranberry Festival
Sept. 26-28 | Warrens
The Warrens Cranberry Festival is excited to present its 52nd annual festival. Experience craft and food vendors, flea markets, entertainment, a parade and plenty of shopping over this three-day weekend. Join us for a berry good time!
Geneva Lakes Annual Antique & Classic Boat Show
Sept. 26-28 | Fontana on Geneva Lake
See over 150 wooden boats on display, 50 of which will be in the water. The invitation-only reception is on Friday night, with a public viewing on Saturday from 10 a.m. – 4 p.m. with a boat parade starting at 4 p.m., and Sunday from 10 a.m. – 3 p.m, at The Abbey Marina in Fontana.
Appleton’s Octoberfest
Sept. 27 | Appleton
Join us Saturday, Sept. 27 for Appleton’s Octoberfest. Music starts as early as 9 a.m., along with arts and crafts, and the Family Fun Area. And don’t forget about all the great food booths; local not-for-profits put in a lot of time and hard work to raise money for their organizations during this one-day event. We hope to see you Octoberfest weekend!
Elkhorn Antique Flea Market
Sept. 28 | Elkhorn
Discover a vast array of unique and timeless treasures, with over 500 antique and vintage dealers showcasing their finest offerings. Enjoy free parking in our designated lots and treat yourself to delectable local food options throughout the day. The Walworth County Fairgrounds features paved walkways for a comfortable shopping experience.
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