Fall Fest Pumpkin Laikin Fall Festival Lake Country

Lake Country Family Fun Fall Fest Guide

🍂 Discover the Best Fall Festivals in Lake Country & Waukesha County 🍎

Fall in Wisconsin is magical—cool crisp air, vibrant leaves, apple orchards, pumpkin patches, and family traditions that make this season unforgettable. If you’re searching for the best fall festivals, harvest events, and family-friendly activities in Lake Country and Waukesha County, you’ve come to the right place!

From pumpkin farms and corn mazes to Oktoberfest celebrations and craft fairs, we’ve rounded up everything you need to plan your perfect autumn weekend. Whether you’re sipping hot cider, picking apples, or enjoying live music, this Fall Festival Guide will help you make the most of the season.

Keep scrolling to explore can’t-miss fall fun near Milwaukee, Madison, and right here in Lake Country—because fall only comes once a year, and you don’t want to miss a moment!


Please thank our Fall Festival Guide Sponsor:
Lake Country Brian

Brian was born and raised in the Lake Country area, living just off of Hwy C, steps from Nashotah Park. Growing up, he explored the many trails, rivers, lakes and everything else the beautiful area provides. Now, Brian and his wife Amber are raising their four kids in the Lake Country area, providing the same memorable experiences. As a local real estate agent, Brian enjoys giving back to his community and helping others experience all that Lake Country has to offer! Follow him on Instagram (@LakeCountry.Brian) or Facebook (6th Degree Properties) for tips and family friendly adventures. Be sure to reach out for all of your real estate needs!
 
 

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Tap for $3,000 off closing costs (or $3,000 donation to charity of choice) when you close by 12/31/2025.


 

Fall Festivals in 2025

  • St. Joan of Arc’s Fall Festival

    St. Joan of Arc’s Fall Festival All are welcome to St. Joan of Arc’s fall festival in Nashotah. …

    November 1 @ 5:00 pm8:00 pm

We love the Oconomowoc Fall Fest!


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Looking for more FALL Fun?
Check out our FALL FUN PAGE with guides to Haunted Houses, Pumpkin Farms, Fall festivals and more!

Want to be included in this Guide?

If you are hosting a Fall Festival and want to be included in our guide, please email us at erin@lakecountryfamilyfun(dot)com with your fall festival information. You can also email us via the contact form.

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