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
Sherper’s 90th Anniversary Celebration
Sherper’s 90th Anniversary Celebration and Sale Fun Fact: When we run giveaways at Lake Countr…
October 10 @ 2:00 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 10 @ 4:00 pm – 9:00 pmDowntown West Bend Fall Fest/ Trick or Treating
Friday October 10, 2025 5 p.m – 7 p.m. Little ghosts and goblins take over West Bend in th…
October 10 @ 5:00 pm – 7:00 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 pmSherper’s 90th Anniversary Celebration
Sherper’s 90th Anniversary Celebration and Sale Fun Fact: When we run giveaways at Lake Countr…
October 11 @ 12:00 pm – 9:00 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 pmSherper’s 90th Anniversary Celebration
Sherper’s 90th Anniversary Celebration and Sale Fun Fact: When we run giveaways at Lake Countr…
October 12 @ 10:00 am – 3:00 pmApplefest at New Berlin Historical Society
Bring your family to Applefest / Beer Garden at New Berlin Historical Park on Sunday, October 12th f…
October 12 @ 1:00 pm – 4:00 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 pmFall Festival Pewaukee
Christ Evangelical Lutheran Church in Pewaukee plans to offer a variety of outdoor family activities…
October 17 @ 5:00 pm – 7:00 pmBoo at the Zoo
Visit the Milwaukee County Zoo for a ghoulishly fun event and enjoy the leaves changing color, the c…
October 17 @ 5:30 pm – 9:00 pmJack-O-Lantern Jaunt & Halloween Haunt, Mukwonago
Jack-O-Lantern Jaunt & Halloween Haunt, Mukwonago is BACK in 2025!! The Jaunt/Haunt returns to F…
October 17 @ 6:00 pm – 9:30 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 pmBoo at the Zoo
Visit the Milwaukee County Zoo for a ghoulishly fun event and enjoy the leaves changing color, the c…
October 18 @ 5:30 pm – 9:00 pmJack-O-Lantern Jaunt & Halloween Haunt, Mukwonago
Jack-O-Lantern Jaunt & Halloween Haunt, Mukwonago is BACK in 2025!! The Jaunt/Haunt returns to F…
October 18 @ 6:00 pm – 9:30 pmBoo at the Zoo
Visit the Milwaukee County Zoo for a ghoulishly fun event and enjoy the leaves changing color, the c…
October 19 @ 5:30 pm – 9:00 pmBoo at the Zoo
Visit the Milwaukee County Zoo for a ghoulishly fun event and enjoy the leaves changing color, the c…
October 24 @ 5:30 pm – 9:00 pmPumpkin Palooza Watertown
Pumpkin Palooza Watertown, Wisconsin is back in 2025! Come on down to Main Street on Saturday, Octob…
October 25 @ 9:00 am – 3:00 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 amBoo at the Zoo
Visit the Milwaukee County Zoo for a ghoulishly fun event and enjoy the leaves changing color, the c…
October 25 @ 5:30 pm – 9:00 pmBoo at the Zoo
Visit the Milwaukee County Zoo for a ghoulishly fun event and enjoy the leaves changing color, the c…
October 26 @ 5:30 pm – 9:00 pm
We love the Oconomowoc Fall Fest!
Pin this Guide:
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.
Related articles
Corn Maze Guide
SE Wisconsin has so many awesome Corn Mazes. Use this guide to find fall fun. Sponsored by Basses.
Fall Festival Guide
Families love attending the areas fall festivals. Sponsored by Old World Wisconsin.
All Things FALL
This is your go-to-guide for all things Fall in Lake Country, Waukesha County and SE Wisconsin. Sponsored by University Lake School.
Trick or Treat Guide
Covers the Trick or Treat times in Waukesha County and Metro Milwaukee. Sponsored by Bug & Goose Play Cafe in Elm Grove.
Apple Picking Farms
Great list of U-pick farms in SE Wisconsin. Locations listed by county. Sponsored by Peck & Bushel.
Haunted houses
Looking for a scare this season? Check out the list of Haunted Houses. Sponsored by American Ghost Walks.
