Snowy Escapes: Best Winter Road Trips from Chicago for Families

For those planning winter road trips from Chicago, Wisconsin’s charming small towns and unique destinations like Adeline’s House of Cool provide the perfect combination of excitement and relaxation.

Best Winter Road Trips from Chicago for Families

Winter road trips from Chicago fun for everyone

When it comes to winter road trips from Chicago, Adeline’s House of Cool and its nearby attractions offer a unique blend of adventure and comfort. Whether you’re skating on Lake Puckaway, marveling at frozen waterfalls, or relaxing in the cozy embrace of Adeline’s, this road trip promises memories your family will treasure forever.

Wisconsin Winter Road Trip Destination 

Adeline’s House of Cool is a Wisconsin destination in itself. With six bedrooms, this quirky property with a private pier and channel access to Lake Puckaway offers plenty of space for families to spread out and relax. Its eclectic decor includes vintage pinball machines, a jukebox, and a pool table, ensuring fun for all ages.

After a day of outdoor exploration, families can gather around one of the property’s fireplaces or soak in the massive 20-foot indoor hot tub, affectionately named “The Big Dipper.” Adeline’s pet-friendly accommodations ensure that even furry family members can join the fun.

Start Your Journey with Nature at Horicon Marsh

Winter Walks and Snowshoeing

Horicon Marsh is a must-visit for nature-loving families. The tranquil snow-covered trails make it ideal for snowshoeing or simply walking while taking in the beauty of the frozen landscape. Birdwatching opportunities abound, with eagles and other wintering birds making the marsh their seasonal home.

Educational Fun at the Interpretive Center

The Horicon Marsh Interpretive Center offers interactive exhibits that teach visitors about the area’s unique wildlife and ecology. It’s an engaging way for kids to learn while having fun.

Explore Princeton’s Local Treasures

Antique Shops and Unique Finds

Princeton is home to a vibrant antique scene, where you can hunt for one-of-a-kind treasures. The town’s year-round flea market and charming shops make it a delightful stop for families who enjoy browsing and discovering vintage gems.

Cozy Cafes and Bakeries

Warm up after exploring with a visit to one of Princeton’s inviting cafes or bakeries. Savor fresh-baked treats or hearty soups while relaxing before continuing your winter road trip.

Winter Thrills at Lake Puckaway

Ice Skating and Building Snow Forts

The frozen expanse of Lake Puckaway provides endless opportunities for winter fun. Lace up your skates for a twirl on the ice, or let the kids’ imaginations run wild as they build snow forts along the shore.

Try Ice Fishing Together

Introduce the family to ice fishing, a classic Wisconsin winter activity. Lake Puckaway is teeming with northern pike and walleye, making it a rewarding spot for beginners. Local outfitters can provide all the gear and guidance you need.

Discover Montello’s Unique Charm

Quarry Park’s Frozen Waterfalls

Montello’s Quarry Park is a stunning winter destination. The park’s frozen waterfalls are a magical sight and provide an unforgettable family outing. The short hike to the falls is accessible for all ages, making it a must-see.

Local Shops for Cozy Finds

Montello also offers quaint shops filled with handcrafted goods, cozy winter wear, and delicious baked treats. It’s the perfect place to pick up a souvenir or a warm loaf of bread to enjoy back at Adeline’s.

Plan Your Perfect Winter Adventure

Pack Smart

Wisconsin’s winters are best enjoyed when you’re prepared. Layer up with warm clothing, snow boots, and gloves to keep everyone comfortable during outdoor adventures.

Weekday Stays for More Peace

For those planning winter road trips from Chicago, consider booking weekday stays at Adeline’s House of Cool. Quieter surroundings, better availability, and fewer crowds make midweek trips especially appealing for families.

Mix Adventure with Relaxation

Strike a balance between outdoor fun and cozy downtime. Spend the day ice fishing or exploring trails, then recharge in the hot tub or with a family movie night by the fire.

Conclusion

Pack your bags, hit the road, and let Wisconsin’s winter magic make your family getaway truly unforgettable.