Fairmont Festive Drinks1

Festive Food and Drink

Great company pairs well with great food(and drink)! Get cozy this season with special holiday cuisines and warm drinks in the heart of the city's famous culinary scene. 

Featured for The Festive Season

Read on for featured holiday highlights. Head back to The Festive Season on The Magnificent Mile landing page for more great ideas, and be sure to visit our Shopping, Dining and Events Calendar to see what else is happening around The Magnificent Mile district through the new year! 

  • Deck the Halls at Terrace 16 Holiday Dining & Brunch

    Spirits will shine bright on Christmas Eve and Christmas Day as Terrace 16 welcomes guests to experience a holiday feast with loved ones. Guests will enjoy our Executive Chef hand-selected holiday dinner specials on Christmas Eve and Christmas Day with options for the whole family to share. Christmas morning will be bustling with energy during our a la carte brunch. 

    For Christmas dining reservations, please visit OpenTable or call (312) 588-8030.

    • Christmas Eve Dinner: 5 to 11 p.m.
    • Christmas Brunch: 7:30 a.m. to 3 p.m.
    • Christmas Dinner: 5 p.m. to 11 p.m.

    Book a Reservation

  • Rudolph's Rooftop

    Rudolph’s Rooftop is back for the second consecutive season at LondonHouse Chicago. Open daily for viewing and dining from November 26th until January 30th from 11 a.m. to midnight, guests can enjoy a whimsical winter wonderland of unmatched panoramic city views while surrounded by imaginative holiday décor and festive photo ops for capturing the moment.

    Make a Reservation

  • Harry Caray's

    Warm up after a day of shopping and winter activities on The Magnificent Mile with Harry Caray's Italian Hot Chocolate. While you are warming up, check out all the fun decorations and the Chicago Sports Museum at Harry Caray's 7th Inning Stretch!

  • Free Holiday Concert with Dinner

    Harry Caray's is hosting a Free Holiday Concert with American Idol Finalist Manny Torres on Thursday, December 23 from 6:00 p.m. - 9:00 p.m. Guests can enjoy dinner specials including Pork Tenderloin and Salmon Florentine, as well an assortment of holiday cocktails. The regular menu will also be available. Manny has a fun and festive holiday playlist planned. Table reservations are required.

    Make a Reservation


  • Happy Hour at Fairmont Lodge

    Get in the holiday spirit and indulge in a sartorial Santa happy hour at Fairmont Chicago with live music featuring contemporary holiday tunes every Thursday during the month of December from 6-8 p.m. Each week, the Lodge will host entertainment including Fashion Santa hosting Hip Holiday Happening and others performing a sultry piano show. Enjoy Chef Schultz’s famous Winter Fondue and sip on the Lodge’s signature EggNog cocktail while singing along to favorite holiday classics. A portion of sales from every EggNog purchased will be donated back to the Lodge’s happy hour charity partner, The Service Club of Chicago.


  • Christmas Eve and Christmas Day at The Peninsula Chicago

    Christmas Eve

    The Lobby at The Peninsula Chicago has a special dinner menu planned for Christmas Eve. A five-course prix fixe dinner menu features Wagyu, Maine Lobster, Scallops, and Peking Duck. Don't forget to save room for The Lobby's extensive dessert buffet to satisfy your holiday sweet tooth. Dinner will be accompanied by a trio band for special entertainment throughout the evening.

    Christmas Day

    Celebrate the joyful day with an American four-course brunch beneath the beautifully illuminated Christmas tree in The Lobby. Enjoy à la carte options, along with buffet items from a carving station, seafood station, and a cheese and ham station. Christmas brunch would not be complete without a dessert buffet. A string quartet will set the scene for a festive brunch!

    Book your Reservation

  • Hanukkah Dining at Terrace 16

    Each night of Hanukkah, from November 28 through December 6, celebrate with traditional dishes at Terrace 16. Enlighten the eight days with an array of a la carte Hanukkah options, including Matzo Ball Chicken Consommé, Potato Latkes, Sous Vide Brisket, Reservations must be made in advance and are based on availability. For Hanukkah dining reservations, please visit OpenTable.com.

    Book a Reservation or call (312) 588-8030.

  • Holiday Meal Offering

    Adorn’s festive menus at Four Seasons Hotel Chicago will showcase craft cocktails and spectacular sweets to amaze and satiate guests. Adorn will also debut themed holiday feasts with innovative takes on classic dining for Thanksgiving, Christmas Day and New Year’s Eve. Playful and decadent, menus such as the culinary team’s Truffle Abbondanza and Chicago’s Hunt and Trout Club are sure to impress, making moments to be remembered for years to come.

    The newest addition to Four Seasons Hotel Chicago, Social Lounge, invites guests for an upscale caviar and champagne focused tasting experience accompanied by live music Thursdays-Saturdays. Perfect for after dinner drinks or hosting a holiday get together, the Social Lounge is sure to impress.

  • Hot Chocolate Bombs

    This winter at Waldorf Astoria Chicago's quaint, French-inspired café The Patisserie, guests can watch in awe as the property’s signature seasonal Hot Chocolate Bombs explode in their cups to greet them with warmth in the Windy City. The Patisserie will offer its usual selection of housemade pastries, coffee, and sandwiches, in addition to hot chocolate bombs available from December 20 through December 26.  

  • Celebrate Christmas Day at The Brasserie

    The Brasserie at Waldorf Astoria Chicago will offer a nod to traditional celebratory American fare for dinner on Christmas Day. Guests can enjoy an indulgent meal of classic Prime Rib Roast with all their favorite accoutrements. Forget about the kids’ table, children will delight at their very own Prime Rib Roast children’s meal. Seatings are available from 5:00-10:00pm on Saturday, December 25.

    Make a Reservation
  • Celebrate the Season with City Cruises

    Christmas Eve Dinner

    Bring the magic of the season to life with a Christmas Eve Cruise departing from Chicago aboard City Cruises Chicago. With cruises featuring festive décor and a delicious meal, celebrating Christmas on Lake Michigan with your friends and family will keep your holiday merry and bright!

    Make a Reservation

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