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
Fall Festivals in 2025
Apple and Sunflower Fest
6th annual Apple and Sunflower Fest is coming soon at Basse’s Taste of Country! The sunflower …
August 30 @ 10:00 am – 6:00 pmApple and Sunflower Fest
6th annual Apple and Sunflower Fest is coming soon at Basse’s Taste of Country! The sunflower …
August 31 @ 10:00 am – 6:00 pmApple and Sunflower Fest
6th annual Apple and Sunflower Fest is coming soon at Basse’s Taste of Country! The sunflower …
September 1 @ 10:00 am – 5:00 pmSt. Charles Fall Fest
September 5-7 2025, St. Charles Fall Fest in Hartland will host Lake Country’s favorite 3-day …
September 5 @ 12:00 pm – 11:00 pmApple and Sunflower Fest
6th annual Apple and Sunflower Fest is coming soon at Basse’s Taste of Country! The sunflower …
September 5 @ 3:00 pm – 7:00 pmOconomowoc Fall Festival
Downtown Oconomowoc’s main street (Wisconsin Ave.) will close as vendors line both sides selli…
September 5 @ 4:00 pm – 9:00 pmSt. Luke Fall Festival
St. Luke Fall Festival is located at 18000 W. Greenfield in Brookfield and will be held on Friday, S…
September 5 @ 4:00 pm – 11:00 pmLightning Night Fall Fest at LCL High School
Lightning Night Fall Fest at LCL High School is coming up in September 2025! Enjoy an evening of fun…
September 5 @ 5:00 pm – 9:00 pmOconomowoc Fall Festival
Downtown Oconomowoc’s main street (Wisconsin Ave.) will close as vendors line both sides selli…
September 6 @ 9:00 am – 9:00 pmApple and Sunflower Fest
6th annual Apple and Sunflower Fest is coming soon at Basse’s Taste of Country! The sunflower …
September 6 @ 10:00 am – 6:00 pmSt. Charles Fall Fest
September 5-7 2025, St. Charles Fall Fest in Hartland will host Lake Country’s favorite 3-day …
September 6 @ 12:00 pm – 11:00 pmApple and Sunflower Fest
6th annual Apple and Sunflower Fest is coming soon at Basse’s Taste of Country! The sunflower …
September 7 @ 10:00 am – 6:00 pmSt. Charles Fall Fest
September 5-7 2025, St. Charles Fall Fest in Hartland will host Lake Country’s favorite 3-day …
September 7 @ 12:00 pm – 6:00 pmApple and Sunflower Fest
6th annual Apple and Sunflower Fest is coming soon at Basse’s Taste of Country! The sunflower …
September 12 @ 3:00 pm – 7:00 pmNorth Prairie Harvest Festival
Bring your family to the North Prairie Harvest Festival on September 12, 13, and 14, 2025! This is …
September 12 @ 5:00 pm – 11:00 pmNorth Prairie Harvest Festival
Bring your family to the North Prairie Harvest Festival on September 12, 13, and 14, 2025! This is …
September 13 @ 8:00 am – 11:00 pmApple and Sunflower Fest
6th annual Apple and Sunflower Fest is coming soon at Basse’s Taste of Country! The sunflower …
September 13 @ 10:00 am – 6:00 pmDelafield Brewhaus Oktoberfest
The Delafield Brewhaus is hosting an inside and outside party celebrating Oktoberfest! Put your danc…
September 13 @ 11:00 am – 11:00 pmDelafield Wine Walk and Brew Fest
Join the Delafield Area Chamber of Commerce in Downtown Delafield for their 6th Annual Wine Walk and…
September 13 @ 4:00 pm – 7:00 pmSeptemberfest
Kick-off fall with Septemberfest – a free event with RiverGlen Church. Bring the whole family,…
September 13 @ 4:00 pm – 7:00 pmSeptemberfest
Kick-off fall with Septemberfest – a free event with RiverGlen Church. Bring the whole family,…
September 14 @ 10:00 am – 1:00 pmNorth Prairie Harvest Festival
Bring your family to the North Prairie Harvest Festival on September 12, 13, and 14, 2025! This is …
September 14 @ 10:00 am – 5:00 pmApple and Sunflower Fest
6th annual Apple and Sunflower Fest is coming soon at Basse’s Taste of Country! The sunflower …
September 14 @ 10:00 am – 6:00 pmAnnual Waukesha Oktoberfest
Join in for the 9th annual Waukesha Oktoberfest event for a taste of German in the heart of Waukesha…
September 19 @ 5:00 pm – 10:00 pmLouie Fest
Mark your calendars for Louie Fest 2025. Louie’s second Epic Summer Party is taking over WBC Park …
September 19 @ 5:30 pm – 11:00 pmRetzer Nature Center Apple Harvest Festival
ENTER TO WIN A FREE CARLOAD PASS TO THE RETZER NATURE CENTER APPLE HARVEST FESTIVAL BELOW. Find mo…
September 20 @ 9:00 am – 4:00 pmLouie Fest
Mark your calendars for Louie Fest 2025. Louie’s second Epic Summer Party is taking over WBC Park …
September 20 @ 9:00 am – 11:00 pmNorth Lake Harvest Fest and Parade
Join us for the 32nd Annual North Lake Harvest Fest & Parade! . The festival is back and bigger …
September 20 @ 10:00 am – 10:00 pmAbundant Life Church Fall Festival
Abundant Life Church Fall Festival 2025 from 10am-1pm This year’s Fall Festival is filled with…
September 20 @ 10:00 am – 1:00 pmMukwonago Fall Fest
Bring your family to the Mukwonago Fall Fest presented by the Mukwonago Area Chamber of Commerce and…
September 20 @ 10:00 am – 4:00 pmCedarburg Wine and Harvest Festival
Come celebrate a sweet and savory weekend at the 51st Annual Cedarburg Wine and Harvest Festival in …
September 20 @ 10:00 am – 6:00 pmThree Pillars Fest
Mark your calendars for Three Pillars Fest. It will be 11:00 am to 3:00 pm on Saturday, September 20…
September 20 @ 11:00 am – 3:00 pmAnnual Waukesha Oktoberfest
Join in for the 9th annual Waukesha Oktoberfest event for a taste of German in the heart of Waukesha…
September 20 @ 12:00 pm – 10:00 pmCedarburg Wine and Harvest Festival
Come celebrate a sweet and savory weekend at the 51st Annual Cedarburg Wine and Harvest Festival in …
September 21 @ 10:00 am – 5:00 pmLouie Fest
Mark your calendars for Louie Fest 2025. Louie’s second Epic Summer Party is taking over WBC Park …
September 21 @ 12:00 pm – 3:00 pmPiala’s Nursery Fall Fest
Join Piala’s Nursery for their FIFTEENTH Annual Fall Fest! Piala’s Nursery Fall Fest wil…
September 27 @ 9:00 am – 4:00 pmFall Harvest Festival – Multi Farm Event
Fall Harvest Festival – Multi Farm Event Fall is coming! Glacier Rock Farms is kicking off the…
September 27 @ 9:00 am – 4:00 pmPopesfest at Pius XI Catholic High School
Popesfest at Pius XI Catholic High School Pius XI Catholic High School is excited to host its 4th an…
September 27 @ 12:00 pm – 7:00 pmPiala’s Nursery Fall Fest
Join Piala’s Nursery for their FIFTEENTH Annual Fall Fest! Piala’s Nursery Fall Fest wil…
September 28 @ 10:00 am – 3:00 pmDayspring Fall Harvest Fest
Dayspring Fall Harvest Fest is back in 2025! One of our favorite LAKE COUNTRY FALL FESTS is back! Jo…
October 5 @ 3:00 pm – 6:00 pmOur Lady of Lourdes Oktoberfest
Join Our Lady of Lourdes Catholic Church on October 10-12, 2025 to celebrate the gifts of their vibr…
October 10 @ 4:00 pm – 9:00 pmOur Lady of Lourdes Oktoberfest
Join Our Lady of Lourdes Catholic Church on October 10-12, 2025 to celebrate the gifts of their vibr…
October 11 @ 11:00 am – 9:30 pmPumpkin Party in the Park
Pumpkin Party in the Park: On behalf of the Kiwanis Club of Greater Hartland, the Hartland Public Li…
October 11 @ 4:00 pm – 8:00 pmOur Lady of Lourdes Oktoberfest
Join Our Lady of Lourdes Catholic Church on October 10-12, 2025 to celebrate the gifts of their vibr…
October 12 @ 9:00 am – 1:00 pmDayspring Fall Harvest Fest
Dayspring Fall Harvest Fest is back in 2025! One of our favorite LAKE COUNTRY FALL FESTS is back! Jo…
October 12 @ 3:00 pm – 6:00 pmPewaukee Halloween Fun Fest
Join one of our favorite annual events in Pewaukee: Halloween Fun Fest! It’s back for 2025! Hallow…
October 18 @ 12:00 pm – 1:45 pmHalloween in Delafield
The Delafield Area Chamber of Commerce invites the community down to see the amazing carvings by our…
October 18 @ 5:00 pm – 8:00 pmMenomonee Falls Public Library Fall Family Fest
Menomonee Falls Public Library Fall Family Fest Celebrate the fall season at the library, with a mor…
October 25 @ 10:00 am – 11:30 am
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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