The Best Fall Festivals in the Midwest

The Best Fall Festivals in the Midwest

The Best Fall Festivals in the Midwest

  • Illinois
  • Wisconsin
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Summer gets all of the credit for having the best festivals, but what about fall? The people who live in the Midwest generally experience short summers and like to stretch out outdoor activities as long as possible. That’s why there are so many fall festivals! Sure the temperatures aren’t as warm as summer, but it’s still not cold enough to keep Midwesterners inside. Check our CreditBox’s list of the best fall festivals to enjoy before winter hits!

Chicago, IL  

Riot Fest & Carnival, September 14-16
Riot Fest is a multi-day musical festival that generally features rock, punk, alternative rock and hip-hop music. In addition to the great music, this fall festival offers carnival rides and great food vendors! Early September is generally still nice weather in the Midwest, making it a perfect time to host this outdoor fest. Starting in 2005, Riot Fest has only been getting bigger and better every year. In the previous years, it has been held in the Chicago neighborhoods of Humboldt Park and Douglas Park.

West Town Food Truck Social, October 5
Chicago is known for its diverse food scene. One of the best festivals to showcase this is the West Town Food Truck Social. Located at Noble & Chicago in West Town, this fall festival will be held in conjunction with the West Town Art Walk, so you will get two festivals in one! This festival will feature over 15 food truck showcasing their specialties from empanadas to pierogis. For some of the best food samplings in the Midwest, don’t miss this festival!

Des Moines, IA

World Food & Music Festival, September 14-16
If you want to enjoy culinary culture from around the world but you live in Iowa, no problem! The World Food & Music Festival is right in the heart of downtown Des Moines for three days of great food and live music. There are even on-site cooking demonstrations, wine and craft beers, and cultural dance! Taste diverse food from over 25 countries or even prove your cooking skills at the Nationwide Cooking Challenge. The best part, admission is free!

Oktoberfest, September 28-29
Everyone loves a good Oktoberfest! For Iowa’s fall festival, enjoy the Craft Beer Village, Lederhosen Lane, and the Silent Disco party Plaza! If you dress in authentic German attire, you have the opportunity to win prizes, including beer tickets, so come prepared! Tickets are only $5 if you buy ahead of time or $10 at the door. The price also includes a commemorative mug. What more could you want?


Wo-Zha-Wa Days Fall Festival, September 14-16
Located in the Wisconsin Dells, this Midwest festival boasts a 75-unit parade as well as an arts and crafts fair. In addition, there is also a street carnival with food and drinks and the Wo-Zha-Wa Run. What is Wo-Zha-Wa exactly? It means “time of fun” in the Ho-Chunk language, a Native American tribe in the Wisconsin area.

Warrens Cranberry Festival, September 28-30
Known as the World’s Largest Cranberry Festival, this fall festival is one you don’t want to miss! With over a thousand arts & crafts, antique, and farmer’s market booths, there is sure to be something for everyone.

Enjoy the best festivals in the Midwest with CreditBox. We provide next-generation lending and instant pre-approvals online. Apply today!
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