Oconomowoc Fall Fest 2026: Your Guide to a Weekend of Fall FunFall is just around the corner in Lake Country, and one of Oconomowoc’s favorite seasonal events is returning to downtown for two
Dated: July 31 2026
Views: 97
There's something special about a Wisconsin summer evening. The windows are down, the sun is beginning to set, and the only question is, "Where should we go for ice cream?"
One of the best parts of living in Waukesha County is discovering the locally owned ice cream shops, frozen custard stands, and neighborhood favorites that have become traditions for generations. Whether you're spending the day on the lake, exploring a charming downtown, or simply enjoying a warm summer night, there's always a sweet stop nearby.
If you're thinking about making Waukesha County your home, these local favorites are just one more reason to love the communities throughout Lake Country.
18880 W Bluemound Rd
A Wisconsin icon since 1950, Kopp's is famous for its rich frozen custard, giant burgers, and rotating Flavor of the Day. It's a tradition for generations of families and a must-visit destination in Brookfield.
4615 N 132nd St
Serving delicious treats since 1971, Lee's is one of Brookfield's most recognizable landmarks. The octagon-shaped building, retro hand-painted menu boards, glowing neon sign, and iconic ice cream cone-shaped garbage cans create a nostalgic experience that's just as memorable as the ice cream.
Don't miss the famous 32-ounce Monster Shake or Malt, or choose from more than 40 sundae toppings.
12505 W Burleigh Rd
A locally owned favorite serving fresh frozen custard, burgers, sandwiches, and classic Wisconsin comfort food in a welcoming neighborhood atmosphere.
2205 N Calhoun Rd
Scratch-made artisan ice cream featuring creative seasonal flavors inside Folklore Mercantile.
Locally owned and serving premium ice cream with more than 30 flavors, specialty treats, and custom ice cream cakes in the heart of downtown Delafield.
Located at the Smiley Barn, Mullen's serves its handcrafted, dye-free super-premium ice cream made with an all-natural 14% butterfat mix.
Located in the Shoppes at Nagawaukee, The Chocolate Factory is known for frozen custard, ice cream treats, sandwiches, soups, and salads, making it a favorite destination for lunch or dessert.
133 N Main St
A charming neighborhood shop serving coffee, baked goods, and Purple Door Ice Cream in the heart of downtown Dousman.
540 Hartbrook Dr
Fresh frozen custard is made daily alongside burgers, sandwiches, and classic drive-in favorites.
Located in downtown Hartland, The Twisted Scoop serves premium Chocolate Shoppe Ice Cream from Madison with rotating seasonal flavors.
N88W16498 Main St
Opened in 2024, this downtown location offers the same frozen custard, sandwiches, and sweet treats that have made The Chocolate Factory a Wisconsin favorite.
W282N7220 Main St
During the warmer months, Scratch Ice Cream serves handcrafted ice cream from its seasonal truck outside Folklore Mercantile.
W189S7839 Racine Ave
Frozen Frog makes its ice cream in-house and has become a favorite summer destination for Muskego residents. Seasonal flavors, handcrafted ice cream, and a welcoming atmosphere make it a perfect stop after enjoying Muskego's lakes and parks.
S74W17026 Janesville Rd
A longtime Muskego favorite, The Milk Can is known for its classic frozen custard, generous sundaes, shakes, malts, and old-fashioned drive-in charm. Whether you're stopping in after a day on Little Muskego Lake or simply enjoying a summer evening, it's a local tradition that has been bringing families together for generations.
N59W39459 Laketon Ave
While Kim's is well known for its pizza, locals know it's also one of Lake Country's hidden gems for frozen custard. Choose from eight flavors served in dishes, cake cones, or waffle cones, along with shakes and classic root beer floats.
N48W36154 E Wisconsin Ave
A Lake Country tradition featuring classic drive-in service. Open seasonally and still operating cash or check only, Kiltie reopened for the 2026 season under new ownership.
120 E Wisconsin Ave
Serving handcrafted ice cream and Nathan's Famous Hot Dogs in downtown Oconomowoc. Mullen's has been crafting premium ice cream since 1932 and now features a dye-free, all-natural recipe.
1077 Summit Ave
A family favorite serving frozen custard, sandwiches, soups, salads, and sweet treats just minutes from downtown.
163 E Wisconsin Ave
Serving coffee and ice cream since 2006, Whelan's is a favorite stop while strolling through historic downtown Oconomowoc.
1276 Capitol Dr
Serving fresh frozen custard since 1998, Bubba's has become a local tradition after a day on Pewaukee Lake.
161 Wisconsin Ave
Located near downtown Pewaukee, The Chocolate Factory is another great stop for frozen custard, sandwiches, and ice cream after enjoying the lakefront.
240 W Summit Ave
Serving high-quality frozen custard and food since 1980, LeDuc's is one of Waukesha County's most beloved destinations. Be sure to ask about their popular Sundae Kits To-Go.
21165 E Moreland Blvd
A longtime Waukesha favorite known for fresh frozen custard, award-winning burgers, and generous portions. After rebuilding following the 2024 fire, Oscar's welcomed customers back in 2026 with a beautiful new restaurant, expanded patio, and double drive-thru.
2120 E Moreland Blvd
Conveniently located on Moreland Boulevard, this location serves frozen custard, sandwiches, soups, salads, and classic Wisconsin treats.
Finding the perfect home is about more than square footage - it's about finding a community that fits your lifestyle. Whether it's walking downtown for an ice cream cone, treating the kids after a baseball game, or ending a summer evening with frozen custard, these traditions become part of what makes a neighborhood feel like home.
From Brookfield to Oconomowoc, Waukesha County is filled with local businesses that help create lasting memories for residents and visitors alike.
At Berkshire Hathaway HomeServices Lake Country Realty, we know Waukesha County because we live and work here every day. From vibrant downtowns and lake communities to quiet neighborhoods and rural landscapes, we're passionate about helping buyers and sellers find the place that's right for them.
Whether you're searching for your first home, your forever home, or your next investment, our experienced team is here to guide you every step of the way.
Ready to explore everything Waukesha County has to offer? Contact Berkshire Hathaway HomeServices Lake Country Realty and let us help you find a home you'll love - perhaps just minutes from your new favorite ice cream stop.

Oconomowoc Fall Fest 2026: Your Guide to a Weekend of Fall FunFall is just around the corner in Lake Country, and one of Oconomowoc’s favorite seasonal events is returning to downtown for two
A Dog Owner’s Guide to Waukesha County: Where to Run Play & SwimIf your dog considers a good walk, a big field or a chance to jump in the water the highlight of the day, Waukesha County
Badgerland Water Ski Shows On Okauchee LakeThere are few things that say summer in Lake Country quite like spending an evening on the water, and the Badgerland Water Ski Show Team is giving you four
Light Up Lac La Belle Saturday, August 15, 2026 - Oconomowoc, WIOne of Lake Country's favorite summer traditions returns as Light Up Lac La Belle celebrates the grand finale of Oconomowoc