Chicago is buzzing with energy this weekend, offering a diverse lineup of events and activities for every kind of traveler. Whether you’re a foodie, an adventurer, or a culture enthusiast, there’s something happening that will make your time in the Windy City unforgettable. The Chicago Hotel Collection’s centrally located properties—Mag Mile, River North, and Wrigleyville—ensure you’re never far from the action.
Here are five must-do activities to add to your itinerary this weekend.
1. Chicago Winter Whiskey Tasting Festival
Date: January 25
Location: Lincoln Park
Kick off your weekend with a visit to the Chicago Winter Whiskey Tasting Festival. This event is perfect for whiskey enthusiasts and casual sippers alike. Held in the vibrant Lincoln Park neighborhood, the festival features a curated selection of bourbons, scotches, and whiskeys from top distilleries. Sip and savor as you enjoy live music and delicious food pairings in a lively, social atmosphere.
Whether you’re refining your palate or just enjoying a unique winter outing, this festival offers a cozy way to explore the rich world of whiskey.
Why Go: Indulge in premium whiskey tastings while mingling with other enthusiasts in a warm, welcoming environment.
Nearby CHC Hotels: The Mag Mile location offers convenient access to Lincoln Park, ensuring you can enjoy the festival and retreat to a relaxing stay afterward.
2. Mac and Cheese Crawl
Date: January 25
Location: Wrigleyville
Who doesn’t love mac and cheese? The Mac and Cheese Crawl in Wrigleyville transforms this comfort food classic into a gourmet adventure. Participating bars and restaurants will serve up their most creative takes, including options like jalapeño-infused mac, truffle mac, and even loaded mac with bacon and crispy breadcrumbs. Pair these cheesy delights with craft beers or cocktails as you explore the lively Wrigleyville neighborhood.
This event is perfect for food lovers and anyone looking to spend the day indulging in a little fun and flavor.
Why Go: Comfort food meets creativity in one of Chicago’s most vibrant neighborhoods.
Nearby CHC Hotels: The Wrigleyville location is just steps from the action, making it the ideal home base for this tasty crawl.
3. Polar Adventure Day
Date: January 25
Location: Northerly Island
For an outdoor adventure that embraces the beauty of winter, head to Northerly Island for Polar Adventure Day. This family-friendly event is packed with fun activities, from snowshoeing and ice sculpting demonstrations to wildlife encounters featuring Siberian huskies and birds of prey. With stunning views of Lake Michigan and hot cocoa to keep you warm, it’s the perfect way to enjoy a winter’s day in Chicago.
Whether you’re looking for a unique outing with the kids or simply want to reconnect with nature, Polar Adventure Day offers an experience you won’t forget.
Why Go: It’s a blend of adventure, education, and seasonal charm that everyone can enjoy.
Nearby CHC Hotels: River North is conveniently located for a short ride to Northerly Island, and it provides a cozy retreat after a day of outdoor fun.
4. SoxFest Live: 125th Anniversary Celebration
Dates: January 24–25
Location: Ramova Theatre
Calling all Chicago White Sox fans! SoxFest Live is a revamped version of the classic fan festival, celebrating 125 years of team history. Held at the historic Ramova Theatre, the event features appearances by players, including new manager Will Venable, interactive exhibits, and nostalgic moments from the team’s storied legacy.
Even if you’re not a die-hard baseball fan, the event offers a chance to soak in Chicago’s rich sports culture and community spirit. It’s a unique celebration that’s perfect for families, friends, and fans of all ages.
Why Go: Celebrate the history and future of one of Chicago’s iconic sports teams in a fun, interactive setting.
Nearby CHC Hotels: The Mag Mile and River North locations make it easy to enjoy SoxFest and return to stylish accommodations after the festivities.
5. Chicago Magic Lounge: A Night of Mystery and Illusion
Date: January 25
Location: Chicago Magic Lounge, Andersonville
Step into a world of wonder at the Chicago Magic Lounge, where magic meets the glamour of a 1920s speakeasy. This immersive venue offers close-up magic at your table, dazzling stage performances, and a menu of creative cocktails and small bites to enjoy throughout the night. Perfect for couples, friends, or anyone looking for a unique evening out, this show is guaranteed to leave you mesmerized.
Why Go: Experience jaw-dropping illusions and intimate sleight-of-hand performances in a truly one-of-a-kind setting.
Nearby CHC Hotels: River North offers easy access to Andersonville, giving you a cozy and convenient home base after an evening of enchantment.
Make Your Chicago Weekend Unforgettable with The Chicago Hotel Collection
Chicago is bursting with exciting activities this weekend, from whiskey tastings and comfort food crawls to outdoor adventures and cultural celebrations. Wherever your interests lie, there’s something to make your stay in the Windy City truly special.
Enhance your experience by booking with The Chicago Hotel Collection. Our properties in Mag Mile, River North, and Wrigleyville offer modern, stylish accommodations with unbeatable convenience. Plus, enjoy our exclusive Guest Benefits Package, which includes discounts on Chicago attractions and complimentary perks to make your stay even better.
Book directly on our website today to secure the best rates and start your Chicago adventure!
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