WINTER BEAUTY | Top Winter Outdoor Activities in Chicagoland for 2025
- Glancer Magazine
- Jan 2
- 4 min read
Updated: Jan 24

Winter is Magical! Here are Some Top Winter Outdoor Activities to Enjoy in Chicagoland for 2025
Winter in Chicagoland is magical. From sparkling light displays to cozy outdoor adventures, this season offers a delightful mix of activities for everyone. Whether you're bundling up with your loved one or planning a family-friendly outing, the next couple of months have plenty in store. Here’s a guide to the Top Winter Outdoor Activities in Chicagoland to help you make the most of the season.
1. Enjoy Ice Skating at Millennium Park
CHICAGO–A visit to Millennium Park's McCormick Tribune Ice Rink is a winter must. Located beneath the iconic Cloud Gate (aka "The Bean"), this rink offers a picture-perfect skating experience. Whether you're gliding hand-in-hand with your partner or cheering on your little ones, the atmosphere here is magical. If you're looking to sharpen your skating skills, free lessons are available on weekends! Best of all, skating is free if you bring your skates, though rentals are also reasonably priced. Come early to avoid long lines, especially on clear, sunny afternoons.
2. Hit the Trails at Herrick Lake Forest Preserve
WHEATON–If you're craving a more adventurous winter experience, Herrick Lake Forest Preserve offers idyllic options for cross-country skiing and snowshoeing. Grab your gear and explore the snowy trails that wind through this serene haven surrounded by nature. Herrick Lake’s peaceful beauty in winter is unmatched, making it an excellent destination for those seeking fresh air and a break from the hustle and bustle.
3. Attend Naperville Winter Ale Fest on February 22
NAPERVILLE–Craft beer lovers, mark your calendars for the annual Winter Ale Fest at Frontier Park. This outdoor event celebrates local and regional breweries, offering a fantastic variety of seasonal ales, stouts, and ciders– featuring over 150 craft beers. Attendees can also enjoy live music and hearty food from popular food trucks. Be sure to dress warm—it’s an outdoor festival—but don’t worry, there will be fire pits to keep you cozy!
4. Take in the Beauty of Morton Arboretum
LISLE–Discover the magic of winter at Morton Arboretum in Lisle, where snowy trails and serene landscapes await. Strap on snowshoes or glide through the crisp air on cross-country skis while surrounded by the beauty of trees blanketed in snow. Take in the Arboretum’s breathtaking winter scenery with a peaceful walk or join a guided hike to learn about nature in its quietest season. Whether for adventure or tranquility, the Arboretum offers a perfect winter escape to celebrate the season’s charm and natural beauty.
5. Have Fun at Frosty Fest at Red Oak Nature Center on January 25
AURORA–Red Oak will host its annual Frosty Fest where participants are encouraged to experience winter after the excitement of the holidays have past. Two different self-guided trails will keep you busy and your senses engaged. One, a storybook hike where you can read a story with a frosty theme or follow our illuminated snowflake trail before you finish with a hot cup of cocoa and warming up at the campfire to roast a marshmallow or two. Don’t forget to find Frosty himself and take a photo before he melts away! Everyone 3yrs and up must purchase a ticket for entry. This event is best experienced after the sunset.
6. Frolic & Play at Lake Geneva Winterfest January 29–February 2
LAKE GENEVA–Lake Geneva Winterfest 2025, celebrating its 30th anniversary. This free event, held at Riviera Plaza and Flat Iron Park, features America's Snow Sculpting Invitational, where past champions compete in creating stunning snow sculptures. Visitors can enjoy a Downtown Ice Sculpture Walk, bonfires on the beach, live entertainment, and a Cocoa Crawl. The event also includes a Children's Snow Sculpture Garden and various family-friendly activities. With comfort food, hot beverages, and unique attractions like an Ice Bar and Freaky Tiki Winterfest, it's a winter wonderland for all ages.
7. Be Amazed at the Downers Grove Ice Festival 2025 January 31-February 2
DOWNERS GROVE–This annual event transforms the town into a winter wonderland, featuring live ice carving demonstrations, intricate ice sculptures, and a variety of family-friendly activities. Visitors can enjoy ice slides, winter games, and delicious treats from local vendors. The festival also includes live music performances, interactive workshops, and a chance to win prizes by sharing festival photos with #dgicefest. It's a celebration of winter's beauty, offering a magical experience for all ages in the heart of Downers Grove.
8. Make the Season Memorable with Sledding
NAPERVILLE–There is great sledding for the entire family right on the Naperville Riverwalk! The Riverwalk Sled Hill at Rotary Hill is located next to the Millennium Carillon at 443 Aurora Avenue. The Riverwalk Sled Hill is lighted and closes at 10:00 p.m.
The following hills are non-lighted and available for use from sunrise until one hour after sunset.
Arrowhead Park, 711 Iroquois Avenue
Brook Crossings, 1015 95th Street
Country Lakes Park, 1835 North Aurora Road
Gartner Park, 524 W Gartner Road
Weigand Riverfront Park, 2436 S. Washington Street
May Watts Park, 804 S. Whispering Hills Drive
Wolf's Crossing Community Park, 3252 Wolf's Crossing Road
9. Take Up Skiing at Four Lakes Village
LISLE–Chicagoland's most convenient (and fun) place to ski and snowboard is located in Lisle. They have day and night skiing and snowboarding serviced by seven tow ropes. There is a complete lodge with restaurant, bar and cafeteria with WiFi. It's been a favorite for locals for many years and this year Four Lake Snow Sports is celebrating 64 years! Join in on the celebration and visit today. Plan to ski the day away!
10. Experience the Perfect Escape to Villa Olivia
BARTLETT–Villa Olivia offers the perfect winter escape just a short drive from the city! Enjoy downhill skiing, snowboarding, and snow tubing on seven ski runs with a chair lift, six tow ropes, and a tubing hill. Open until March 7, it makes its own snow to keep the fun going. Kids can learn through the Snow Kids program, while Sunday Family Fun Night packages bring everyone together. Check the website for daily updates and conditions. Enjoy!
