Winter in Chicago can be brutal, but that doesn’t mean you have to stay cooped up indoors! A road trip is the perfect way to explore some of the nearby destinations and take in the beauty of the season. Here are a few ideas for where to go on a road trip from Chicago in winter.
1. Galena, Illinois
Located about 160 miles west of Chicago, Galena is a charming town known for its historic architecture and picturesque surroundings.
In winter, it becomes a winter wonderland with plenty of opportunities for skiing, snowmobiling, and ice skating.
What to do:
- Visit Chestnut Mountain Resort for skiing and snowboarding
- Explore the quaint shops and restaurants on Main Street
- Take a scenic drive through nearby countryside
2. Lake Geneva, Wisconsin
Just 90 miles north of Chicago, Lake Geneva is a popular resort town with plenty of winter activities. The lake itself freezes over, creating a magical setting for ice fishing, skating, and even kite skiing.
What to do:
- Go ice fishing on Lake Geneva
- Ski or snowshoe at Grand Geneva Resort & Spa
- Tour the historic estates along the lakefront
3. Saugatuck, Michigan
Saugatuck is an artsy beach town located about 140 miles northeast of Chicago. While summer is peak season here, winter offers its own charms – including cozy bed and breakfasts and beautiful snowy landscapes.
What to do:
- Take a horse-drawn carriage ride through town
- Visit the area’s many art galleries and studios
- Stroll along the snowy shores of Lake Michigan
4. Indianapolis, Indiana
If you’re looking for a city escape, Indianapolis is just three hours south of Chicago.
While the city may be known for its famous speedway, it also has plenty to offer in winter – including a world-class zoo and several museums.
What to do:
- Visit the Indianapolis Zoo for its Christmas at the Zoo event
- Explore the Children’s Museum of Indianapolis
- Take a stroll through White River State Park
No matter where you choose to go on your road trip from Chicago in winter, be sure to pack warm clothes and plenty of snacks for the journey. And most importantly, enjoy the beauty of the season!