LUXURY SEASONAL & FESTIVE EVENTS IN CHICAGO
SIGNATURE CITY MOMENTS
Discover Chicago’s vibrant city scene alongside signature events and experiences at Trump Chicago, perfectly positioned along the river and steps from the city’s best.
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.
THE BIG GAME 2026 AT REBAR
Sunday, February 8, 4:00pm - 10:00pm
Catch every play, every touchdown, and every last second of the Big Game at Rebar. Join us for an elevated Big Game experience featuring premium big-screen viewing, curated beverage packages, and access to a game-day buffet designed for serious fans and social squads alike.
VALENTINE'S DAY - 5 COURSE PRIX-FIXE DINNER AT TERRACE 16
Saturday, February 14, 4:00pm - 10:00pm
Celebrate Valentine’s Day with an intimate five-course prix-fixe dining experience overlooking the Chicago skyline at Terrace 16.
VALENTINE'S DAY - GALENTINE'S DAY AT TERRACE 16
Saturday, February 14 & Sunday, February 15
Enjoy Galentine’s Day brunch at Terrace 16 with bottomless Rosé and a brunch item of your choosing from our special menu.
ST. PATRICK'S DAY - RIVER DYEING PARTY IN THE GRAND BALLROOM
Saturday, March 14, 8:00am - 11:00am
Enjoy an Irish-inspired brunch buffet, premium open bar, Irish-inspired cocktails, live entertainment, and a front-row view of the Chicago River dyeing from the comfort of our Grand Ballroom.
ST. PATRICK'S DAY - SKYBOXES
Saturday, March 14, 9:00am - 3:00pm
Watch the river dye from the privacy of your own “skybox” viewing room. Perfect for groups of up to 60, each space includes catered food and beverage service.
Please contact Audrey Fore at +1 312 588 8063 or Audrey.Fore@trumphotels.com for reservations and information.
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.
SUITE DREAMS OF SANTA
Experience the ultimate holiday magic with a private, in-suite visit from Santa Claus himself! Settle into the warmth of your spacious suite, fully transformed for the season with a decorated Christmas tree, festive treats, and stockings hung carefully by the fireplace.
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.
GLISTENING MIDNIGHT - A NEW YEAR'S EVE CELEBRATION STAY PACKAGE
Celebrate the New Year in style at our prime downtown location. Trump Chicago offers the perfect setting for an unforgettable evening to ring in 2026, featuring two tickets to the exclusive Evening of Elegance Grand Ballroom Celebration, a welcome champagne amenity, and a late 2:00pm checkout.
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!
