When most people think of Wisconsin winters, they imagine endless shoveling, frozen eyelashes, and the eternal hunt for the left glove. But locals know something the rest of the world doesn't: when you stop fighting winter and start leaning into it, that's when the magic happens.
In this episode, The Traveling Cheesehead takes you on a heart-warming tour of Wisconsin's coziest escapes — proving that when the snow flies, adventure (and pie) are never far behind. From crackling fireplaces in classic supper clubs to glittering ice castles, this is a love letter to the season that defines the Midwest spirit.
Highlights from this episode: Supper Club Sanctuary:
Step inside legendary spots where fireplaces flicker, the old fashioneds flow, and winter nights stretch long and happy. It's where the art of comfort meets the heart of Wisconsin hospitality.
Outdoor Adventure, Wisconsin-Style:
Trade your slippers for snowshoes and trek through Devil's Lake, Governor Dodge, or Blue Mound State Park. Afterwards, warm up with a latte from Bella Goose Coffee or a steaming bowl of soup in a local café.
Winter Wonders:
Explore the glowing tunnels and crystalline sculptures of Lake Geneva's Ice Castles, where families and photographers alike find their winter fairy tale. End the night at The Baker House, sipping cocktails in a Victorian parlor surrounded by laughter and candlelight.
Cabins, Retreats & Cozy Hideaways:
Discover where to hibernate in style — from the forest-framed luxury of Canoe Bay in Chetek to the Scandinavian-inspired Wild Rice Retreat in Bayfield. Or keep it simple with a tiny cabin getaway, a spa weekend at Heidel House Resort, or a family Airbnb in the Northwoods.
Comfort Food & Fireside Flavor:
No Wisconsin winter is complete without a culinary road trip: Green Bay Booyah, Door County fish boils, and cherry pie from The White Gull Inn top the list. Sip a winter cocktail from Driftless Glen Distillery or try a hot buttered rum in Plover — because warmth can come in a glass, too.
Festivals & Winter Traditions:
Celebrate the season at Cedarburg's Winter Festival, the high-energy Apostle Islands Sled Dog Races, or Madison's Frozen Assets fundraiser on Lake Mendota. For a dash of Nordic flair, brave a Door County sauna and cold plunge — you'll feel reborn, I promise.
Updated Big Takeaway line: Wisconsin doesn't wait for spring to have fun. It toasts marshmallows in snowbanks, turns lakes into ice bars, and finds joy in frozen mornings. Whether you're sipping a brandy old-fashioned in a glowing supper club or watching the northern lights dance above the Northwoods, there's always a way to find your cozy.
So grab your mittens, your appetite, and a little wanderlust — because when winter wins, Wisconsin wins right back.
Host & Producer: Dannelle Gay – The Traveling Cheesehead
Production: Andrew Gay
Summary:
From fireside suppers and snowshoe trails to glowing ice castles and luxury cabins, Dannelle Gay explores the best ways to embrace Wisconsin's coldest months in comfort and style. Discover the art of hygge, the joy of frozen festivals, and the flavors that make winter feel like home.