, Midwest States
Explore our unique collection of exceptional lodging options in the Midwest. Enjoy stunning natural beauty, warm hospitality, and top-notch amenities.
Just a few hours from Chicago, Chestnut Mountain Ski Resort delivers one of the most exciting winter adventures in Illinois. Perched high above the Mississippi River Valley in Galena, this mountain-style resort offers a refreshing change of pace for Midwest travelers craving snow, elevation, and outdoor fun without long-distance travel.
Chestnut Mountain Ski Resort is known for its impressive terrain by Illinois standards, featuring 19 runs across more than 3,500 feet of skiable terrain. From beginner-friendly slopes to challenging black diamond trails, the resort welcomes skiers and snowboarders of all experience levels. A 475-foot vertical drop, consistent snowmaking, and well-groomed runs create reliable conditions throughout the winter season, making it one of the top destinations for skiing in Illinois and a favorite for those seeking skiing near Chicago.
Beyond the slopes, Chestnut Mountain adds to the adventure with night skiing, terrain parks, and scenic overlooks that showcase sweeping river views. Cozy dining spots and warming areas make it easy to recharge between runs, whether you’re planning a full weekend or a spontaneous winter escape.
Galena itself enhances the experience with its historic downtown, lively Main Street, and variety of things to do in winter. After a day on the mountain, visitors can explore local boutiques, enjoy wine tastings, or dine at inviting restaurants that highlight the town’s character. Outdoor enthusiasts can extend the adventure with winter hiking at nearby preserves or scenic drives through rolling countryside dusted with snow.
After a full day of skiing and exploring, Galena’s bed and breakfasts and boutique inns offer a welcome retreat. Properties affiliated with the Midwest Association of Independent Inns provide comfortable accommodations, thoughtful amenities, and personalized service you won’t find at larger hotels. Many are located close to downtown or just a short drive from Chestnut Mountain, making it easy to balance slope time with relaxation.
If you’re planning a winter adventure filled with skiing, small-town charm, and memorable Midwest scenery, Chestnut Mountain Ski Resort and Galena offer a combination that keeps visitors coming back season after season.