The Advisor Blog

September in Wisconsin: Festivals, Fairs, and Events You Can’t Miss

As the vibrant summer days begin to fade, September signals a time of transition for Wisconsinites. It’s the season when back-to-school excitement is in the air, the leaves begin their colorful transformation, and the humid heat of July and August gives way to cooler, more comfortable days. Yet, even as we inch closer to fall, the summer spirit is still alive and well across the state. From classic car shows to festive harvest celebrations, there’s no shortage of events to enjoy. Here are our top recommendations for festivals, fairs, and happenings in Lake Geneva, Door County, and Milwaukee this September.

Lake Geneva

Photo by Ryan Arnst on Unsplash

17th Annual Car Show
September 7, American Legion Frank Kresen Post 24
Rev up your engines and head to Lake Geneva for the 17th Annual Car Show. This event is a must-see for auto enthusiasts, showcasing a stunning array of classic cars. More Info

Lake Geneva Taco Fest
September 13-15, Lake Geneva House of Music
Get ready to indulge in some of the best tacos around at the Lake Geneva Taco Fest. This three-day festival promises delicious food, live music, and a fun atmosphere. More Info

Drag Days Fantasy Festival
September 27-29, Various Locations
Experience the magic of Lake Geneva’s Drag Days Fantasy Festival, a vibrant celebration filled with costumes, parades, and lively performances throughout the city. More Info

26th Annual Apple Fest
September 28, Apple Barn Orchard and Winery
Embrace the taste of autumn at the 26th Annual Apple Fest. This family-friendly event offers apple picking, delicious treats, and fun activities for all ages. More Info

Geneva Lakes Antique and Classic Boat Show
September 28 & 29, The Abbey Resort Marina
Step back in time at the Geneva Lakes Antique and Classic Boat Show. Marvel at the beautifully restored boats, enjoy a day by the water, and meet one of our agents, Amber Bautz, who is a Bronze sponsor of the show. More Info

Door County

Photo from Sisterbay.com

Marina Fest
August 31-September 1, Sister Bay Marina
Kick off September with Marina Fest in Sister Bay. Enjoy live music, great food, and a waterfront setting perfect for the whole family. More Info

Trails & Ales
September 7, Crossroads at Big Creek
Combine your love of nature and craft beer at Trails & Ales. This event offers guided hikes followed by a refreshing beer tasting experience. More Info

Autumn Fest 2024 | Pin-Ups & Pistons
September 14, County Road F
Autumn Fest in Baileys Harbor brings together classic cars, live music, and a vintage pin-up contest in one lively event. More Info

Sunflower Fest
September 14, Martin Park
Celebrate the end of summer at Sunflower Fest in Baileys Harbor. With arts and crafts vendors, food, and entertainment, it’s the perfect family outing. More Info

Harvest Fest & Street Art Auction
September 21, Downtown Sturgeon Bay
Join the fun at Harvest Fest, featuring a street art auction, live entertainment, and plenty of local flavor in downtown Sturgeon Bay. More Info

Fourth Annual Fine Arts & Antiques at the Barn Show
September 21, 6610 Hwy 42, Egg Harbor
Explore unique art and antique treasures at this charming barn show in Egg Harbor. It’s a perfect way to spend a day in Door County. More Info

Milwaukee

Photo by Visit Milwaukee

Milwaukee Labor Fest
September 2, Henry Maier Festival Park
Celebrate Labor Day at Milwaukee Labor Fest, featuring a parade, live music, and activities for all ages at the lakefront. More Info

Tosa Fest
September 6 and 7, The Village of Wauwatosa
Tosa Fest is a beloved community event with food, music, and family-friendly fun in the heart of Wauwatosa. More Info

5th Annual Shorewood Feast
September 14, Oakland Avenue, Milwaukee
Enjoy a day of local cuisine, live entertainment, and a bustling market at the Shorewood Feast. It’s a true celebration of Milwaukee’s vibrant community spirit. More Info

Wine and Harvest Festival
September 21-22, Downtown Cedarburg
Head to Cedarburg for the Wine and Harvest Festival, a two-day event featuring grape stomping, wine tasting, and plenty of harvest-themed fun. More Info

Harbor Fest
September 29, 600 East Greenfield Avenue, Milwaukee
Close out the month at Harbor Fest, where you can explore Milwaukee’s Harbor District with boat tours, live music, and hands-on activities. More Info

Whether you’re a local or just visiting, these September events showcase the best of what Wisconsin has to offer. Mark your calendar and enjoy the festivities!

Discover more from Mahler Sotheby's International Realty

Subscribe now to keep reading and get access to the full archive.

Continue reading