The holiday season is here, and what better way to embrace the magic of winter than with a scenic road trip? Wisconsin is a treasure trove of charming towns, breathtaking landscapes, and festive events that make it a perfect destination for a holiday getaway. Here are some of the best road trip destinations to explore this season:
1. Door County: A Winter Wonderland
Known as the “Cape Cod of the Midwest,” Door County transforms into a picturesque winter escape. The snow-covered landscapes, quaint villages, and festive lights create a magical ambiance. Highlights include:
- Sturgeon Bay’s holiday lights tour.
- Ice skating and hot cocoa in Sister Bay.
- Visiting the charming gift shops and bakeries in Egg Harbor.
Travel Tip: Drive along Highway 42 for scenic views and stop at Peninsula State Park for winter hiking or snowshoeing.
2. Lake Geneva: Holiday Elegance
Lake Geneva offers a sophisticated yet cozy holiday experience. The area is famous for its Winterfest and the U.S. National Snow Sculpting Championship.
- Stroll through the downtown area, adorned with holiday decorations.
- Take a cruise on the Santa Cause charity boat tour.
- Relax at one of the many spa resorts.
Travel Tip: Check out the Grand Geneva Resort for its annual “Christmas in the Country” lights display.
3. Wisconsin Dells: Family Fun
While the Dells is famous for summer waterparks, it’s also a great winter destination with indoor and outdoor activities.
- Explore holiday-themed events at the Dells’ resorts.
- Go snow tubing or skiing at Cascade Mountain.
- Visit the Downtown Dells for unique holiday shopping and dining.
Travel Tip: Don’t miss the Dells’ Riverwalk lit up with holiday lights.
4. Bayfield and the Apostle Islands: A Frozen Paradise
Bayfield is a small town that packs big holiday charm. It’s the gateway to the Apostle Islands, where you can witness the stunning ice caves (weather permitting).
- Attend the Holiday Spirit Gallery Tour.
- Take a sleigh ride through the snow-covered countryside.
- Enjoy fresh seafood at local restaurants.
Travel Tip: Dress warmly and bring a camera to capture the natural beauty of Lake Superior.
5. Milwaukee: Urban Festivities
If you prefer a city vibe, Milwaukee has plenty to offer during the holidays.
- Visit the Milwaukee Holiday Lights Festival.
- Explore the festive displays at the Milwaukee Public Market.
- Take the kids to see the holiday-themed exhibits at Discovery World.
Travel Tip: End the day with a warm beverage at one of Milwaukee’s cozy cafés or breweries.
6. Minocqua: The Northwoods Escape
Minocqua is a winter haven for outdoor enthusiasts and those looking for a serene getaway.
- Go cross-country skiing or snowmobiling on the area’s many trails.
- Visit the Wildwood Wildlife Park and Nature Center.
- Experience a cozy cabin stay by a frozen lake.
Travel Tip: Check out local shops for unique holiday gifts and handcrafted items.
Packing Tips for Your Road Trip:
- Dress in layers and pack winter essentials like gloves, hats, and scarves.
- Bring a thermos for hot drinks and snacks to keep you energized.
- Ensure your vehicle is winter-ready with snow tires, an emergency kit, and a full tank of gas.
Whether you’re looking for a festive family outing or a peaceful winter retreat, Wisconsin has something for everyone. Hop in your car, turn up the holiday tunes, and let the adventure begin!


