LUXURY HOLIDAY ESCAPES CHICAGO
FESTIVE HOTEL EXPERIENCES
Celebrate the holidays in style at our luxurious Chicago hotel. Gather the family for a season of joy, comfort, and unforgettable memories surrounded by sparkling city lights.
Relax in spacious suites, indulge in world-class amenities, and explore Chicago’s festive attractions just steps away. With exclusive holiday packages and family-friendly offers, there’s magic waiting for everyone this season.
RIVER NORTH POLE EVENT
Children will enjoy rides on the royal express train, a petting zoo with live reindeer, a craft station, a delicious hot chocolate station with holiday-themed sweet treats, and photos with Santa Claus and Mrs. Claus!
RIVER NORTH POLE ROOM PACKAGE
Kick-off the festivities with this family-friendly room package which includes four tickets to the hotel's annual River North Pole event on Saturday, November 22 from 11:00am - 5:00pm, a holiday-themed welcome amenity, overnight self-parking for one vehicle, photo opportunities with Santa and Mrs. Claus, and much more!
THANKSGIVING DINNER BUFFET
Celebrate Thanksgiving at Trump Chicago with a delicious buffet featuring maple-glazed, sage-roasted turkey, a raw bar, artisanal cheeses, dessert station, open bar including selection of wines, champagne, and beer, interactive chef experience, and live entertainment from 4:00pm - 7:00pm.
THANKSGIVING INDULGENCE ROOM PACKAGE
Indulge in plush comfort and style! Featuring an in-suite maple-roasted turkey dinner for four. Offer includes a Deluxe Suite accommodation and In-Suite Thanksgiving Dinner on Thursday, November 27 for up to four people. Dinner includes maple-roasted turkey, chef’s selection of five side-dishes, a special Thanksgiving dessert, and a bottle of perfectly paired wine.
BRUNCH WITH SANTA
Join us for a magical Brunch with Santa, where families can enjoy festive dining and complimentary photos with Santa himself. Seating is available from 10:00am – 1:00pm on Saturday, December 13 and 20. There is no additional cost beyond your brunch reservation. Create cherished holiday memories in a warm and joyful setting.
NEW YEAR'S EVE: A CELEBRATION AT TERRACE 16
With glistening views of the city skyline, Terrace 16 ushers in 2026! For gourmands seeking a sophisticated culinary celebration, two seatings are available: 6:00pm & 9:00pm. Enjoy live entertainment throughout the evening.
NEW YEAR'S EVE: A NIGHT OF ELEGANCE
Ring in the New Year in style at Trump Hotel Chicago. Nestled along the iconic Chicago River and surrounded by stunning skyline views, our Grand Ballroom offers an elegant setting for an unforgettable evening. Join us on Wednesday, December 31 from 9:00pm – 1:00am and enjoy live DJ entertainment throughout the night. Welcome 2026 with a midnight champagne toast and festive balloon drop. The celebration includes a four-hour open bar, gourmet hors d’oeuvres, seasonal sweet creations by Executive Pastry Chef Amila Kombuge, party favors, and more.
NEW YEAR'S EVE: AN EVENING WITH FRANK AT REBAR
Ring in the New Year with timeless glamour and spirited charm at An Evening with Frank. A night of elegance, music, and celebration at Rebar. Join us on Wednesday, December 31, 2025 from 9:00pm - 2:00am and enjoy sparkling views of the city's iconic skyline, including breathtaking scenes of Chicago’s New Year’s Eve fireworks display. Sway through the night to timeless tunes and live entertainment, surrounded by an atmosphere of classic sophistication and Sinatra-style glamour, where every moment sparkles with old Hollywood charm. Prepare for an unforgettable night filled with glittering experiences and endless excitement!
