The holiday season in Chicago is nothing short of magical, and there’s no better way to celebrate than visiting the city’s top Christmas-themed bars and restaurants. The city comes alive with twinkling lights, festive window displays, and the comforting aroma of hot cocoa and holiday treats around every corner. Whether you’re catching a glimpse of the snow-dusted skyline or exploring the vibrant streets adorned with garlands and wreaths, the holiday cheer is contagious.
From festive décor to seasonal cocktails and cozy atmospheres, these holiday hot spots are perfect for creating unforgettable memories with family and friends. Whether you’re looking to toast with a peppermint martini, indulge in classic Christmas comfort food, or simply soak in the joy of a beautifully decorated venue, Chicago has it all.
Staying at one of The Chicago Hotel Collection’s prime locations — Mag Mile, River North, or Wrigleyville — means you’re never far from the action. Our hotels place you right in the heart of Chicago’s most festive neighborhoods, offering not just a place to stay but a gateway to everything the holiday season has to offer. Whether you’re traveling as a couple, a family, or a group of friends, the proximity to these iconic holiday destinations ensures your trip is as convenient as it is memorable. After a day spent exploring Chicago’s winter wonderland, you can retreat to the warmth and comfort of our thoughtfully designed accommodations, ready to recharge for another day of festive fun.
1. Butch McGuire’s – River North
Located just minutes from our River North location, Butch McGuire’s has been a holiday staple for decades. The bar transforms into a winter wonderland with garlands, twinkling lights, and even a train that runs along the ceiling. Their Christmas-themed drinks, like peppermint hot chocolate cocktails and eggnog specials, are the perfect way to warm up during the season. Whether you’re stopping in for a quick drink or celebrating with friends, Butch McGuire’s festive atmosphere is hard to beat.
Why It’s Great: Walking distance from The Chicago Hotel Collection’s River North location, this bar is a must-visit for anyone looking to get into the holiday spirit.
2. Santa Baby Bar – Wrigleyville
Just a short stroll from our Wrigley location, Santa Baby Bar takes Christmas cheer to the next level. Known for its over-the-top decorations, themed cocktails, and pop-up dining experience, this holiday bar offers everything from life-sized Santas to candy-cane adorned walls. Reservations fill up quickly, so plan ahead to secure your spot.
Why It’s Great: Our Wrigleyville location makes it easy to enjoy Santa Baby Bar’s holiday magic without the hassle of long commutes or parking.
3. The Walnut Room – Mag Mile
Located in the historic Macy’s on State Street, The Walnut Room is a Chicago Christmas tradition. Known for its iconic Great Tree, elegant dining, and classic holiday menu, this is the perfect place for a festive family outing or a romantic meal. Just a short distance from our Mag Mile location, The Walnut Room offers an unforgettable dining experience filled with nostalgia and charm.
Why It’s Great: Staying at our Mag Mile location gives you quick access to this Chicago landmark, perfect for holiday brunch or dinner.
4. Frosty's Christmas Bar – River North
Frosty’s Christmas Bar is another can’t-miss pop-up located near our River North location. This multi-level bar features floor-to-ceiling holiday decorations, Christmas music, and specialty cocktails like spiked hot cocoa and Christmas punch. With photo ops around every corner, Frosty’s is the ultimate holiday bar for snapping Instagram-worthy shots.
Why It’s Great: Our River North location keeps you close to the festive action, whether you’re meeting friends for a holiday night out or celebrating with coworkers.
5. Christkindlmarket – Daley Plaza and Wrigleyville
No Chicago Christmas is complete without a visit to Christkindlmarket, and lucky for you, there are two locations — one near our Mag Mile and River North hotels and another in Wrigleyville. Inspired by traditional German Christmas markets, Christkindlmarket features charming wooden stalls selling handcrafted goods, hot mulled wine (Glühwein), and festive treats like roasted nuts and bratwurst. Whether you’re shopping for unique gifts or enjoying a cup of warm cider, Christkindlmarket delivers holiday cheer in spades.
Why It’s Great: Both the Wrigleyville and downtown locations are convenient to our hotels, so you can explore this Chicago tradition without worrying about travel logistics.
Why Stay at The Chicago Hotel Collection?
Our Mag Mile, River North, and Wrigleyville locations place you right in the heart of Chicago’s holiday festivities. Each hotel offers modern, comfortable accommodations that make your holiday stay as stress-free and memorable as possible. Plus, our Guest Benefits Package includes immediate access to discounts for Chicago attractions, ensuring you get the most out of your visit. Whether you’re traveling with family, friends, or furry companions, our flexible and pet-friendly stays have something for everyone.
Book Direct and Get More
When you book directly with The Chicago Hotel Collection, you’ll enjoy the best rates and exclusive perks, including our $25 Restaurant.com e-gift card, redeemable at over 185,000 locations nationwide. With our Guest Benefits Package and unbeatable locations, your holiday trip to Chicago will be filled with joy, convenience, and value.
Make Your Holiday Stay Extraordinary
Chicago during the holidays is a magical experience, and The Chicago Hotel Collection’s locations ensure you won’t miss a moment of it. Whether you’re sipping hot cocoa at Christkindlmarket, taking in the lights at Butch McGuire’s, or enjoying a festive meal at The Walnut Room, you’re never far from the best of the season.
Don’t wait to make your holidays unforgettable. Book your stay at The Chicago Hotel Collection today and experience Chicago’s holiday magic like never before!
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