Chicago Hotel Christmas Packages 2024 - Best Deals

Go Chicago All-Inclusive Pass - Chicago, IL Logo
Your Choice of Hotels
Save up to 26%
Package Starts at (USD):
$159.44
plus
tax
Per Adult
Go Chicago Explorer Pass  - Chicago, IL Logo
Your Choice of Hotels
Save up to 32%
Package Starts at (USD):
$120.24
plus
tax
Per Adult
Big Bus Tours Chicago - Chicago, IL Logo
Your Choice of Hotels
Save up to 37%
Package Starts at (USD):
$95.79
plus
tax
Per Adult
LEGOLAND® Discovery Center Chicago - Schaumburg, IL Logo
Medieval Times Dinner and Tournament Illinois - Schaumburg, IL Logo
Your Choice of Hotels
Save up to 48%
Package Starts at (USD):
$125.11
plus
tax
Per Adult
Chicago Favorites Food and Walking Tour - Chicago, IL Logo
Your Choice of Hotels
Save up to 32%
Package Starts at (USD):
$116.31
plus
tax
Per Adult
Medieval Times Dinner and Tournament Illinois - Schaumburg, IL Logo
Your Choice of Hotels
Save up to 57%
Package Starts at (USD):
$104.11
plus
tax
Per Adult
 Chicago's Lakefront Neighborhoods Bicycle Tour - Chicago, IL Logo
Your Choice of Hotels
Save up to 37%
Package Starts at (USD):
$91.81
plus
tax
Per Adult
360 CHICAGO - Chicago, IL Logo
Your Choice of Hotels
Save up to 49%
Package Starts at (USD):
$63.71
plus
tax
Per Adult

It is again the time of the year to embark on a holiday themed adventure with your loved ones! Step into the world of joy, entertainment, and awestruck wonders in Chi-town this holiday season. With an array of incredible things to do in the city, Christmas-time adventures shine even brighter!

As Chicago overflows with wintery activities and attractions, you can make the most of your holiday vacation by spending a night or two. Experience the winter magic in all its glory and conclude every discovery with our carefully curated Chicago Hotel Christmas Packages 2023. Watch in awe as the hotels go out with holiday packages to get you in the holiday spirit! From fancy accommodations to budget inns, whatever your style and budget are, Chicago will be your home away from home this season!

Wintery Flair in Every Corner


Fulfill your winter fantasy by exploring every nook and cranny of the Windy City. Walk along the city’s merriest neighborhoods and restaurants while sampling the best winter eats, and marveling at the Christmas decorations and displays at Magnificent Mile and Millenium Park.

There is nothing more magical than having the best Christmas spots in the city just a few minutes away from your hotel room! Experience the holiday bliss with our Chicago Christmas hotel packages 2023. Just steps away from the Christmas spots in the city is the Courtyard by Marriott Chicago Downtown Magnificent Mile. The rooms feature premium amenities to make your stay warm and cozy. Capture lasting memories with great photos with the hotel’s iconic Christmas tree as your backdrop.

Embrace the snowy season with another nearby hotel in the holiday action. Immerse yourself in the holiday traditions in The Loop. After your journey through wintery lights and illuminating displays, lounge in the Central Loop Hotel. The hotel’s package includes modern amenities, a spacious guest room, and top-notch room service, ensuring your stay is the best one yet!

Cozy Christmas Nights


Seeking cheery, family-friendly fun? Inject a festive twist to your holiday escapade and explore endless Christmas attractions in Chicago, including the ever-so-famous Navy Pier in Lake Michigan. From the classic Swissotel Chicago elf decorated rooms and Santa suite to Waldorf Astoria Chicago’s sumptuous meal, impressive Christmas decor, and relaxing amenities, the ambiance is surely filled with Christmas bliss. Take a break from the winter chill and revel in our Chicago Christmas hotel packages.

Take off your Santa hat, delight in whimsical holiday decor, and be charmed by the popping and creative interior of Hotel Versey! Situated minutes from Navy Pier, indulge in boutique accommodation, modern amenities, pet-friendly rooms, and valet parking for one car. Rest up in this welcoming lodging in the most-awaited season of the year at Chi-town. Sleigh bells, city sights, and snug stays – this is what Club Quarters Hotel, Wacker at Michigan is made of. Despite the holiday rush, you can experience tranquil escapes here. Jump on in a historic setting offering modern amenities and accommodations just a short walk from the Navy Pier. Stay close to the merry and bright escapade and jingle all the way to your dream vacation!

Sip, Savor, and Splurge


Grab your winter jacket and wear your most comfortable shoes; it is time to taste your way through the holiday treats in Chi-town. Enjoy a food-filled adventure on Holiday Hike: Season Sampling Walking and Food Tour. Grab a bite of the classic deep-dish pizza and culinary delights while sampling craft beer and hot apple cider. When you’ve plunged into the joyous season, you can wind down in one of the tranquil and nostalgic hotels in Chicago.

Snuggle up a cup of hot cocoa or an afternoon tea while resting in your relaxing room, featuring plush bedding, HDTVs, and oversized baths. InterContinental Chicago Magnificent Mile, an IHG Hotel, offers access to Chicago's historic and oldest swimming pool and other recreational amenities. The best part? You can get a jumpstart to the holiday fun with its accessible location to the city’s top attractions, restaurants, and landmarks!

Your Merry Chi-town Escape Awaits!


The city is filled to the brim with heart-pounding attractions, seasonal celebrations, and fancy and homey hotels. Ready to check in for a day of exploration of Chicago's allure? Delve into the city more with our Chicago Vacation Packages!

There is no other time like Christmas in Chicago! Get your dose of Chi-town Christmas with us and skip the hassle of planning. We did the work for you! Book in confidence, knowing that you’ve got our lowest rate online!