10 Hidden Winter Gems in Illinois: From Chicago’s Ice Skating to Galena’s Snowy Slopes!

Published on December 29, 2025

Winter in Illinois can often be a brisk affair, but for those willing to embrace the chill, the state offers a range of winter experiences that are undeniably rewarding. From festive ice rinks and holiday lights in Chicago to snow-covered trails, ski slopes, and small-town charm, Illinois provides plenty of opportunities to enjoy the beauty of the season. Travelers who enjoy bundling up can explore a variety of locations that promise to make the winter months not only tolerable but truly memorable.

In this article, 10 of the best winter destinations in Illinois have been selected to help plan a winter getaway that maximizes enjoyment during the colder months.

1. Old Ryan’s Red Round Barn

Located in Johnson-Sauk Trail State Park, the Old Ryan’s Red Round Barn transforms into a picturesque winter landmark. Its striking red color stands out beautifully against the snow-covered landscape, creating the perfect scene for photographers and history buffs alike. As snow blankets the ground, the barn becomes a visual contrast to the serene winter setting, inviting visitors to snap photos or simply enjoy the peaceful, remote beauty of this iconic structure. The surrounding park offers walking trails, making it a quiet spot to reflect and enjoy the natural beauty of the area.

2. Villa Olivia

For those in the Chicago suburbs, Villa Olivia provides a convenient winter escape without venturing far. This ski resort is perfect for beginners and families, offering seven runs, a snow tubing hill, and lessons for skiers and snowboarders. Though smaller in size compared to some major ski resorts, its proximity to Chicago and affordable pricing make it a popular choice for those new to winter sports. After a day on the slopes, visitors can warm up in the cozy on-site restaurant, making it an ideal choice for a relaxed winter getaway.

3. Matthiessen State Park

Near Oglesby, Matthiessen State Park offers a quieter winter alternative to more crowded locations in northern Illinois. The park is famous for its rugged sandstone formations, steep stairways, and narrow canyons, which look even more dramatic in winter. Snow accentuates the contours of the rock, and ice forms along creek beds and ledges, providing a photogenic landscape for those looking to explore the natural beauty of the area. This park offers a perfect setting for hiking and photography, especially in winter when the trails are less crowded and the surroundings are at their most peaceful.

4. Springfield

When Springfield is mentioned, many people immediately think of the fictional home of The Simpsons. However, the real Springfield, with its rich history and abundance of attractions, offers plenty of charm during the winter months. Visitors can tour the Abraham Lincoln Presidential Library and Museum, explore the Dana Thomas House, designed by Frank Lloyd Wright, or enjoy the town’s thriving coffee and craft beer scene. Springfield’s combination of history and local flavor makes it a delightful stop during the winter months, offering both cultural depth and cozy warmth.

5. Galena & Eagle Ridge Resort and Spa

Galena, a historic town located near the Iowa border, once served as the home of Ulysses S. Grant. Today, it’s a charming destination known for its museums, galleries, and distilleries. The town also provides a great base for winter sports. For skiing and snowboarding, visitors can head to Chestnut Mountain Resort, which offers 19 slopes and lessons for beginners. For those interested in more tranquil winter activities, Eagle Ridge Resort and Spa offers snowshoeing and cross-country skiing at the Nordic Center, combining outdoor adventure with relaxing spa treatments.

6. Snowstar Winter Park

For families seeking a fun-filled winter experience, Snowstar Winter Park, located near the Quad Cities, is a fantastic destination. The park features 15 trails, 11 snow tubing lanes, and a large freestyle terrain area. Visitors of all skill levels can enjoy the slopes, and the park also offers ski lessons for those new to the sport. With nearby dining and lodging options, Snowstar Winter Park ensures that every visitor has a comfortable and exciting stay.

7. Great Wolf Lodge Annual Celebration

For families who prefer an indoor winter adventure, Great Wolf Lodge in Gurnee is the perfect destination. This indoor water park offers plenty of fun and warmth, even on the coldest days. In addition to the water attractions, the resort hosts themed activities and a special annual winter celebration that brings extra holiday cheer to the experience. With cozy accommodations and a variety of kid-friendly activities, Great Wolf Lodge makes for a memorable and comfortable family getaway.

8. Garden of the Gods, Shawnee National Forest

For those looking to truly escape the hustle and bustle, the Garden of the Gods in Shawnee National Forest offers a serene winter retreat. This stunning area, known for its jaw-dropping views and rock formations, is even more majestic under a blanket of snow. There are over 21 miles of hiking trails, where visitors can explore the winter landscape. However, travelers are advised to wear sturdy shoes as the stones can become slippery when covered with snow. The peaceful setting provides a perfect winter getaway for nature lovers looking to disconnect.

9. Chicago

While Chicago is known for its iconic attractions year-round, winter brings a special charm to the city. From the holiday lights to the ice skating rinks, Chicago offers a variety of activities that are perfect for the winter months. Visitors can take in the views from The Gwen’s rooftop bar, enjoy cocktails in the heated beer garden at Kaiser Tiger, or go ice skating at Maggie Daley Park, a romantic spot for couples. The festive atmosphere in the city makes Chicago a must-visit during the winter season.

10. Starved Rock State Park

For the more adventurous traveler, Starved Rock State Park offers an adrenaline-pumping experience. Known for its ice climbing, the park features four climbable canyons, with Wildcat Canyon being the tallest at over 90 feet. Experienced climbers can take on the challenge, while beginners can enjoy a more accessible option at the Nice Ice Tower in Monee, a 35-foot man-made tower designed for all skill levels. For those seeking winter sports with a bit of thrill, Starved Rock is the ideal destination.

Conclusion

Illinois’ winter offerings are diverse, ranging from tranquil nature walks to thrilling ski slopes and indoor water parks. Whether visitors seek quiet seclusion in natural parks, vibrant urban experiences, or family-friendly adventures, the state has something for everyone. These ten destinations demonstrate that winter in Illinois can be not only bearable but an unforgettable season filled with exciting activities, scenic beauty, and memorable experiences.