If you’re planning winter road trips from Chicago, Wisconsin offers charming stops, outdoor adventures, and unforgettable stays at unique destinations like Adeline’s House of Cool.
This guide will help you craft the perfect itinerary, balancing scenic exploration with cozy comforts for the whole family.
The indoor hot tub, “The Big Dipper,” is a highlight, offering a perfect way to unwind after exploring the snowy outdoors. With multiple fireplaces, spacious living areas, and pet-friendly accommodations, Adeline’s is a cozy retreat where everyone—from kids to pets—can feel at home.
When it comes to destination road trips from Chicago Adeline’s House of Cool isn’t your typical vacation rental—it’s a lakeside haven filled with charm and personality.
Located near Lake Puckaway, this six-bedroom property is designed for relaxation and fun.
Families love its eclectic decor, including a vintage jukeboxe, pinball machine, and a pool table that guarantee hours of entertainment.
Snowshoeing and Wildlife Watching
Kick off your journey with a visit to Horicon Marsh, a serene natural haven just two hours from Chicago. The snow-covered trails provide a perfect backdrop for snowshoeing, while wintering birds and peaceful vistas make it a haven for photographers and nature lovers.
Explore the Interpretive Center
Before heading out, stop by the Horicon Marsh Interpretive Center to learn about the area’s unique ecosystem. It’s an educational and engaging experience, especially for families with curious kids.
Antique Shopping and Hidden Gems
Princeton is a must-stop destination for anyone who loves unique finds. Its year-round flea market and antique shops are treasure troves of vintage decor, handmade crafts, and quirky keepsakes. Spend a few hours browsing with a warm drink in hand—perfect for a relaxed afternoon.
Princeton also boasts cozy cafes and bakeries where you can indulge in sweet treats or hearty soups to warm up before continuing your journey.
Frozen Waterfalls at Quarry Park
Just a short drive from Adeline’s, Montello’s Quarry Park offers the unique sight of frozen waterfalls in winter. These glistening ice formations are a magical sight and make for a picture-perfect outing.
Explore Local Shops
Montello’s charming downtown area features local shops where you can pick up handcrafted gifts, cozy winterwear, or delicious baked goods to enjoy back at the house.
Ice Skating and Snow Play
Lake Puckaway transforms into a snowy playground during winter. Families can enjoy ice skating on the frozen surface or build snow forts by the shore. The quiet beauty of the lake offers an idyllic setting for outdoor fun.
Ice Fishing for All Ages
For a more adventurous activity, try ice fishing as a family. Lake Puckaway is known for its walleye and northern pike, making it an excellent spot for beginners and experienced anglers alike. Local guides and gear rentals make it easy to get started.
Pack Smart for the Cold
Wisconsin winters are beautiful but brisk, so bring warm layers, snow boots, and gloves to keep everyone comfortable. A thermos filled with hot cocoa or coffee is always a great addition to your outdoor adventures.
Make Weekday Reservations
For those planning winter road trips from Chicago, weekday stays at Adeline’s offer quieter surroundings and better availability. Midweek visits also mean fewer crowds at local attractions, making your trip even more relaxing.
Plan for Balance
Alternate your itinerary between active adventures like snowshoeing and ice skating and quiet moments by the fire or in the hot tub. This balance ensures a fun and rejuvenating trip for the whole family.
Conclusion
For families seeking the ultimate winter road trips from Chicago, Adeline’s House of Cool and its surrounding attractions provide the perfect mix of adventure and comfort. Whether you’re marveling at frozen waterfalls in Montello, ice fishing on Lake Puckaway, or unwinding in the cozy embrace of Adeline’s unique property, this road trip promises memories that will last a lifetime.
Pack your bags, gather the family, and let Adeline’s House of Cool make your winter escape truly special.
