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Road Trips to Kick Off the New Year: Best Drives to Start 2025

Published on Dec 26, 2024 by Matthew Kroll

January brings the promise of a fresh start, and what better way to celebrate the new year than by hitting the open road? Whether you're chasing snow-dusted landscapes, cozy small towns, or invigorating outdoor adventures, Wisconsin and its surrounding states offer road trip destinations that are perfect for starting 2025 on a high note. Here are some scenic routes and must-visit destinations for your January road trip itinerary.

Door County, Wisconsin

Door County transforms into a serene winter wonderland in January. The peninsula’s charming towns like Fish Creek and Ephraim are quieter this time of year, making it ideal for peaceful exploration. Enjoy snowshoeing in Peninsula State Park, visit local wineries, or cozy up with a warm drink at a lakeside inn. For a unique experience, try ice fishing or attend the Fire & Ice Festival in Sturgeon Bay.

The Great River Road, Wisconsin & Minnesota

The Great River Road along the Mississippi River offers stunning views of ice-clad bluffs and river landscapes. Start in La Crosse and make your way to Red Wing, Minnesota, stopping at quaint river towns like Winona and Wabasha. Enjoy scenic overlooks, historic sites, and opportunities for eagle watching—January is peak season for spotting bald eagles along the river.

Lake Geneva, Wisconsin

Lake Geneva is a classic winter destination with activities to delight every traveler. From the sparkling Ice Castles display (weather permitting) to snowshoeing at Big Foot Beach State Park, this town combines outdoor fun with cozy charm. Indulge in spa treatments, shop along the historic downtown, or simply admire the snow-covered shoreline.

Devil’s Lake State Park and Baraboo, Wisconsin

Start the new year surrounded by natural beauty at Devil’s Lake State Park. The park’s dramatic cliffs and tranquil frozen lake make for breathtaking hikes and snowshoe adventures. Nearby, Baraboo offers quirky attractions like the Circus World Museum, and foodies will love local eateries serving hearty winter fare.

The North Shore, Minnesota

For a more rugged adventure, head to Minnesota’s North Shore along Lake Superior. Begin in Duluth and follow Highway 61 to discover frozen waterfalls, snow-covered forests, and picturesque towns like Two Harbors and Grand Marais. Bundle up for cross-country skiing, or take in the quiet majesty of Split Rock Lighthouse under a winter sky.

Milwaukee to Sheboygan Coastal Drive, Wisconsin

This short but scenic route hugs Lake Michigan and offers plenty of opportunities to enjoy winter’s quiet beauty. Stop in Port Washington for its charming lighthouse and harbor views, then continue to Sheboygan for a warm bowl of soup at a local café. Visit the John Michael Kohler Arts Center for a dose of creativity before heading back.

Galena, Illinois

This historic Illinois town is a postcard-perfect destination in January. Explore Galena’s 19th-century downtown, tour the home of Ulysses S. Grant, or hit the slopes at Chestnut Mountain Resort. The cozy inns and bed-and-breakfasts make it an ideal retreat for couples or families.

The Ice Age Trail, Wisconsin

The Ice Age Trail spans 1,200 miles across Wisconsin, offering winter hiking and snowshoeing options for all skill levels. Sections like the Kettle Moraine State Forest are particularly beautiful in January, with frozen ponds and snow-draped trees creating a peaceful atmosphere.

Traverse City, Michigan

While a bit farther, Traverse City is worth the drive for its wintertime wine tours, cozy downtown, and access to Sleeping Bear Dunes National Lakeshore. Try fat-tire biking on snow-covered trails or sample award-winning cherry products at local markets.

Madeline Island, Wisconsin

If the weather cooperates, you can drive across the famous ice road from Bayfield to Madeline Island. This unique experience takes you across a frozen section of Lake Superior to the largest of the Apostle Islands. Once there, enjoy quiet hikes, stunning views, and the ultimate sense of adventure.

Tips for a Safe and Enjoyable January Road Trip

  • Check the weather: Midwest winters can be unpredictable, so keep an eye on forecasts and road conditions.
  • Prepare your vehicle: Ensure your car is equipped with winter tires, an emergency kit, and plenty of windshield washer fluid.
  • Layer up: Bring warm clothing, hats, gloves, and sturdy boots to stay comfortable during outdoor activities.
  • Plan ahead: Some attractions and accommodations may have limited hours in the off-season, so call ahead to confirm availability.

Kick off 2025 with a sense of adventure and exploration! Whether you’re seeking tranquility, thrilling outdoor activities, or a mix of both, these Midwest road trips promise a refreshing start to the year.

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