Chicago, with its numerous holiday happenings and millions of holiday lights, is a magical destination. Wondering where to stay and what to do? Here are some ideas for you.
Gather at the Four Seasons Hotel Chicago this Thanksgiving (Thursday, November 27, 12:00PM – 6:00PM) for Adorn Bar & Restaurant’s heartwarming Thanksgiving Grand Feast Experience. Celebrate the season in style with an abundant spread of gourmet stations, decadent dishes, and irresistible sweets. Whether you’re making new memories or honoring cherished traditions, Adorn invites you to savor every bite—and every moment—with warmth, joy, and festive flavor.
Photo courtesy of Four Seasons Hotel Chicago.
Savor the season with a playful twist on a timeless tradition. Delight in an elegant afternoon of festive indulgence at the Teddy Bear Tea, featuring artfully crafted tea sandwiches, exquisite desserts, and a thoughtfully curated selection of fine teas. Toast the occasion at our sparkling mimosa station, while little ones are enchanted by whimsical holiday entertainment and receive a charming teddy bear keepsake to treasure.
Saturdays and Sundays, November 29 & 30, December 7, 13*, 20, 27 & 28
1st Seating: 10:00 AM; 2nd Seating: 1:00 PM; *10 AM Seating Only
$185 per adult / $65 per child (6-12 years old)
Children 5 and under are complimentary
Photo courtesy of Four Seasons Hotel Chicago.
Treat your loved ones to an unforgettable Christmas Day Feast at Four Seasons Hotel Chicago (Thursday, December 25,12:00PM – 6:00PM) . Delight in festive fare from chef-attended action stations and an elaborate chocolate buffet, while little ones enjoy holiday-themed activities designed just for them. A live band sets the scene with cheerful sounds of the season, and our decadent hot chocolate station—complete with a “Spike Your Cocoa” option—adds a playful, grown-up twist. A memorable experience for guests of all ages, wrapped in the magic of the holidays.
$285 per adult / $95 per child (6-12 years old), Adult pricing includes one glass of champagne (Pricing is exclusive of Tax & Gratuity)
Photo courtesy of Four Seasons Hotel Chicago.
Ring in the New Year with an opulent New Year’s Eve Dinner at Adorn (Wednesday, December 31, seatings at 7:00PM and 9:00PM). Indulge in a luxurious five-course journey. Savor every moment with decadent canapés, artfully prepared appetizers, and a choice of exquisite entrée, culminating in a show-stopping dessert.
$225 Per Person exclusive of tax and gratuity
Photo courtesy of The Albert.
the Albert, the Italian-American restaurant located at the luxury boutique Hotel EMC2, Autograph Collection, welcomes the festive season with an exciting lineup of dining experiences. Under the direction of acclaimed Chef Steve Chiappetti, the Albert’s menus and events honor his Calabrian heritage while embracing Chicago’s culinary vibrancy. Guests can look forward to special offerings, holiday feasts, a charitable book drive, an early New Year’s Eve party, and interactive wine and cocktail classes — all designed to joyfully gather loved ones around the table.
Thanksgiving Chef Hotline – Wednesday, November 26, 2025 | 11 a.m. to 5 p.m. Turkey emergency? Stuffing disaster? Chef Chiappetti is back in 2025 and just a phone call away with The Albert’s Thanksgiving Chef Hotline. From troubleshooting to expert tips, Chicagoans can count on his culinary guidance to present their holiday meals without breaking a sweat! Call 1-833-THX-CHEF (1-833-849-2433).
Holiday Book Drive: Share a Story, Light the Season – November 19-December 31, 2025
Photo courtesy of The Albert.
Hotel EMC2 invites guests to celebrate the spirit of giving through Share a Story, Light the Season in partnership with Books4Cause, a Chicago-based social venture dedicated to expanding access to books and education worldwide. From November 18 through December 31, guests who bring a gently used book to donate at the Albert, will receive a complimentary glass of wine in return. Guests are invited to place their books beneath the hotel’s striking holiday tree while enjoying canapés, cocktails, and the warmth of the season. Each book donated supports Books4Cause’s mission to recirculate books into the hands of new readers, helping to build libraries and empower communities both locally and abroad. At Hotel EMC2, where art and science live in harmony, the initiative is a reflection of the property’s belief that curiosity, creativity, and compassion are all part of a story worth sharing. 21+. Limit one per guest, per visit. Available during service hours only.
Thanksgiving All-Day Buffet – Thursday, November 27, 2025 | 11:30 a.m. to 8 p.m. $65 per person (excludes beverages, tax, and gratuity) Give thanks with Chef Chiappetti’s festive buffet featuring roasted turkey with cranberry stuffing, honey glazed ham, cheese tortellini, Sicilian mushrooms, shaved salumi and Italian cheeses, roasted vegetables, Italian frittata, and tables laden with housemade pies and other sweet treats.
Christmas Eve Dinner
Photo courtesy of The Albert.
Wednesday, December 24, 2025 – 5 p.m. to close
$60 per person, including a glass of rosé prosecco (excludes additional beverages, tax, and gratuity)
Let the night before Christmas be a decadent culinary occasion with a pre-fix menu featuring:
Choice of Crostini: Prosciutto, ricotta, and honey, or Confit chicken, pesto, and ricotta, or Sicilian mushroom, ricotta, and chili
Main Course: Lobster ravioli, roasted red pepper sauce, or Beef Wellington, or Dover Sole, shrimp soufflé
Dessert: Nonna’s Tiramisu
Christmas Day Buffet
Thursday, December 25, 2025 – 11:30 a.m. $70 per person with a glass of Champagne (excludes other beverages, tax and gratuity)
Wake up and feast on a bountiful buffet and special menu selections featuring both Italian and classic American dishes. Guests can tour the antipasti buffet, choose their entree and then cap off the celebration with sweets upon sweets at the 20-foot dessert table.
Antipasti Buffet: Roasted mint carrots, Sicilian mushrooms, asparagus with aged balsamic, Italian olives, Shaved salumi, Italian cheeses, fig jam, crackers, nuts, Frittata, spiral ham, cheese tortellini with fresh basil tomato sauce and more.
The 20-Foot Dessert Buffet: Assorted Cakes, Pies, Cannoli, Dark Chocolate Brownies, Butter Cookies, and more
Photo courtesy of The Albert.
Rockin’ Italian Style New Year’s Celebration
Wednesday, December 31, 2025 | 4 to 7 p.m. $55 per person (excludes tax and gratuity)
For those who wish to celebrate early and watch the ball drop at home, all are invited to enjoy live music as the clock strikes midnight in Italy. They will have the chance to honor the grape-eating tradition that accompanies the holiday in Italy, all while delighting in a beverage bar featuring rosé prosecco and espresso martinis and a Sicilian pizza bar including favorites like potato, rosemary, goat cheese, duck prosciutto, pinenuts, mushroom, provolone, soprasata, sweet peppers, pesto, four cheese, and white truffle cream. A homemade pasta bar will dole out the traditional Casarece pasta with shrimp, spinach and lobster cream sauce. Unlimited servings of Nonna’s Tiramisu will start the New Year on a high note!
New Year’s Eve Dinner
Wednesday, December 31, 2025 | 5 p.m. to close $90 per person End the year with an extraordinary prix fixe tasting menu featuring:
1st Course: Smoked Duck Consommé and black truffle puff crust, or Hamachi crudo, black garlic, and tomato jus
2nd Course: Choice Of Risotto with shrimp, saffron broth and peas, or Garginelle with lamb sausage and fennel dust
3rd Course: Choice Of Roasted rack of lamb stuffed with pesto, or Snapper, fresh crab crust, and prosecco sauce
Holiday Tea at Atwood – Available November 1, 2025 through January 10, 2026, Atwood will offer a festive Holiday Tea menu with a selection of aromatic teas, savory sandwiches and decadent sweets, available daily from 11 AM-5 PM by reservation, $55 per person. (Menu and photos)
Photo courtesy of Staypineapple The Loop.
Atwood’s Theatre Prix Fixe – To celebrate the fall and winter theatre season, starting October 1, 2026, Atwood, located in the heart of the theatre district, is offering a prix fixe menu, perfect for pre- or post-show dining. The three courses feature seasonal flavors in main dishes such as Pumpkin Risotto, Pork Shoulder Ragout and Pan-Roasted Chicken. Available daily 11 AM-9 PM, no reservation required, $52 per person.(Menu and photos)
Holiday Lights & Festive Kick-Off: Festival of Lights Champagne & Hot Chocolate Toast (Nov. 22 | 4 – 5:30 pm | Lobby) – Celebration of Chicago’s official holiday season kick-off with champagne and hot chocolate before the lighting ceremony.
Letters to Santa (Nov. 22 – Dec. 25 | 10 am – 7 pm) in Lobby – Kids can visit the Concierge to write their letter to Santa and send it to the North Pole.
Myles Hayes Holiday Music (Nov. 22 – Dec. 31 | Saturdays, 4 – 6 pm) at Bar Pendry – Live holiday-inspired performances by Chicago Jazz artist Myles Hayes.
Photo courtesy of The Pendry Chicago.
Festive Boozy Tea (Dec. 7 – Dec. 28 | Sundays, 11 am – 3 pm) at Bar Pendry – Bar Pendry puts a festive spin on Sunday afternoon tea with Festive Boozy Tea, pairing tea-based cocktails with a three-tiered tower of sweet and savory bites accompanied by live music from Chicago musicians. Guests can enjoy holiday delicacies such as Lobster Quiche with Parmesan Royale and Black Truffle and Gingerbread Profiteroles with White Russian Crème. $100 per person inclusive of tax & gratuity. View menuhere.
For more information about where to stay and what to do in the city, visit Choose Chicago.
Details: Head to The American Factory for an evening of laughs and libations at Comedy on the Rocks. Journeyman welcomes Dave Dyer, a regular on The Bob & Tom Show and a former writer for Late Night with Jimmy Fallon, alongside Will Green, a New England comedy scene fixture who has performed at festivals such as Gilda’s LaughFest and the Milwaukee Comedy Festival. Bring your friends, enjoy cocktails made with Journeyman’s award-winning spirits, and kick back for a fun evening of comedy.
Details: Begin your NYE celebrations at Staymaker Restaurant with a three-course prix-fixe meal paired with signature Journeyman cocktails. Afterward, join the dance party for music, drinks, and dancing. Each dance party ticket includes access to the event, a welcome cocktail, two drink tickets, and a midnight toast. Additional drink tickets are available for $10 each or five for $40
MEET THE MAKERS: ART OF DISTILLING
WHERE: The American Factory, 258 South Campbell Street, Valparaiso, IN 46385
DETAILS: In the final installment of Journeyman’s Meet the Makers series, join Head Distiller Jacob Rippetoe and founders Bill and Johanna Welter for an up-close look at how Journeyman crafts its award-winning spirits. Taking place at The American Factory, this free event offers the chance to experience the art and history behind Journeyman while sampling their signature spirits and cocktails.
BURNS NIGHT: A SUPPER OF CELEBRATION
WHERE: The Featherbone Factory, 109 Generations Dr. Three Oaks, MI 49128
DETAILS: Journeyman is honoring national Scottish poet Robert Burns’ birthday with an authentic Burns Night Supper at The Featherbonr Factory. The team will set the mood accordingly with a candlelit ambiance, bagpipe music, poetry readings, and hearty Scottish dishes. Guests will also have the opportunity to sample unreleased single-malt whiskeys crafted by Journeyman while enjoying a cozy winter celebration of one of Scotland’s most beloved poets. Each guest will leave with a 200-mL bottle of Silver Cross Four Grain Whiskey. Tickets are $80 per person, and attendees must be 21 or older to attend.
ZERO PROOF GIN & N/A COCKTAIL OFFERINGS
WHERE: The Featherbone Factory, 109 Generations Dr. Three Oaks, MI 49128 and The American Factory, 258 South Campbell Street, Valparaiso, IN 46385
DETAILS: Just in time for Dry January, Journeyman has released a zero-proof version of their beloved Field Gin— crafted in collaboration with Chicago’s iconic Field Museum of Chicago. An ideal bar cart addition, the non-alcoholic spirit has tasting notes of herbs, sweet berry, citrus, cucumber, juniper and coriander, providing a classic gin-like profile with a crisp and clean finish. Available for $34.99/bottle, the Zero Proof Field Gin can be purchased at both locations in Three Oaks and Valparaiso and will be available on Journeyman’s website. Plus, the Journeyman team is using the new spirit to shake up some tempting non-alcoholic cocktails available at their campus restaurants in Valparaiso, Indiana and Three Oaks, Michigan. Sips include the Dirtless Martini with N/A Field Gin, olive juice and blue cheese olives, the N/A Lavender Gimlet with lavender simple syrup, lime and grapefruit juice, and the N/A Ramos Gin Fizz with lemon juice, soda and foamy egg white.
Southwest Hotel Transforms into Winter Wonderland Saturday, December 2
W Scottsdale, located in the heart of the Phoenix’s booming Entertainment District, will transform into a Winter Wonderland for its annual event to kickoff the holiday season. The property invites guests from near and far to partake in the special experience taking place on Saturday, December 2. W Scottsdale’s Winter Wonderland is just one of many reasons to plan a visit to the desert hotel this season, where guests can relax at a serene retreat or embrace the weekend at the ultimate party destination, while taking advantage of the exciting on-site attractions and amenities.
“Each December, we enjoy providing our guests with an atmosphere that evokes the cheerful spirit and holiday escapism many look forward to this time of year,” says Todd Iacono, general manager, W Scottsdale. “A getaway at W Scottsdale during winter means luminating décor, memorable dining and spa experiences, and the opportunity to take advantage of the sights and activities of the greater Scottsdale area with blue skies and moderate temperatures.”
On Saturday, December 2, W Scottsdale will become a magical Winter Wonderland from 9 p.m. to 2 a.m. promising an evening filled with enchantment and delight. Guests will be captivated by the mesmerizing entertainment provided by live performers, creating an atmosphere that evokes the spirit of the season. The venue will be adorned with twinkling lights, exuding a frosty ambiance that transports guests to a world of wonder. Tickets start at $50 for non-hotel guests and can be purchased at CottontailLounge.com, while hotel guest entry is complimentary.
In addition to the festive events, there is an array of exciting sights and activities to explore in the area. With its central location, W Scottsdale offers easy access to the Southwest’s most distinctive shopping center with over 220 stores that include favorite staples and luxury stores, and outdoor activities including hot air balloon rides, charming Old Town Scottsdale, golf experiences, and hiking trails in the Sonoran Desert. The daytime weather in Scottsdale is pleasantly warm making it comfortable to plan various outdoor activities.
Whether seeking adventure and recreation, or rest and rejuvenation, guests will have the most memorable moments when staying at W Scottsdale. Amenities range from the WET Deck pool area that hosts Vegas-style pool parties with private cabanas complete with bottle service, dancing, and DJs, to the Cottontail Lounge that offers a next-level mixology experience and expansive views of the desert sky and Donabe restaurant, a Japanese Steakhouse that offers high-quality seasonal cuisine. There is also the AWAY spa, a full-service spa and salon which offers relaxing treatments, complete with spa therapy for guests to enjoy while sipping a spa signature cocktail. Now through December 31, those that book a spa treatment receive 40 percent off an additional treatment.
host an exclusive New Year’s Eve bash that dares its guests to dream big with the theme, “Imaginarium.” On Sunday, December 31st, from 9 p.m. to 2 a.m., the stylish oasis in the heart of Downtown Scottsdale’s entertainment district will go all out with a talented DJ, dancing, live entertainment, a full bar, and more.
Guests can live it up on the last day of the year at WET Deck and Cottontail Lounge with mind-bending visuals and interactive performances with an artistic twist, all highlighted by the only fireworks show in Old Town.
Tickets can be purchased here and start at $50 per person. VIP table service will be available by contacting vip@spellboundeg.com or 602-405-0099. The event is 21+. For those interested in making a staycation out of the holiday, W Scottsdale is offering a special package with code “XY0” featuring a luxury room stay, two event tickets, a $40 drink credit, and 20% off AWAY Spa treatments. The package is available December 28, 2023 – January 02, 2024.
W Scottsdale marks the debut of W Hotels in Arizona. This Southwest warm weather destination that mixes innovative design with urban sophistication, features 241 guest rooms including 44 lavish suites. A true insider escape, W Scottsdale boasts W Hotels The Store and offers three chic destination bars – Living Room Lounge, Cottontail Lounge and Wet Deck. Located in downtown Scottsdale, W Scottsdale provides guests access to discover the city’s high-profile shopping, innovative restaurants, eclectic arts district and vibrant nightlife. Signature services and amenities include the Whatever/Whenever® concierge service, Wheels® valet, FIT® fitness center, WET®, WIRED Business Center and P.A.W. – Pets Are Welcome™. For more information, visit www.wscottsdalehotel.com or call to schedule a reservation 877 W HOTELS.
These will be the largest fireworks display the City’s ever had and will be accompanied by a live simulcast from WGN. This year, with the COVID-19 pandemic still threatening the health and safety of Chicago residents, the City has introduced health guidelines that will encourage visitors and residents alike to celebrate safely.
“I’m thrilled that we are able to welcome back our New Year’s Eve fireworks and hope to continue this tradition into the future,” said Mayor Lightfoot. “Importantly, the display can be viewed outdoors where the spread of COVID-19 is less likely, so our residents and visitors should feel comfortable while masking up and social distancing or even watching safely from home. I look forward to welcoming a happy new year.
Promptly at midnight, a fireworks display choreographed to a special music soundtrack will light up the sky synchronized across eight separate launch sites along the Chicago River and in Lake Michigan near Navy Pier. The display will be free to view, courtesy of the City, Choose Chicago, and participating partners from across the hospitality community. A website has been created to provide details about the event including locations where people can view the fireworks. WGN-TV will be broadcasting live starting at 11:00 pm and showcase the Midnight Fireworks and accompanying music soundtrack. Viewers are encouraged to watch the show from the safety of their homes.
The Chicago Department of Public Health encourages everyone who is eligible to get vaccinated. The COVID-19 vaccines are by far the best way to protect yourself and your loved ones from the virus. Even if you are vaccinated, consider a COVID-19 test (either through a healthcare provider or at home) before gathering, and encourage guests to do the same before indoor holiday gatherings. Tests can help protect unvaccinated children, older individuals, those who are immunocompromised, or individuals at risk of severe disease. As a reminder, the mask mandate for Chicago and Illinois remains in effect and a mask is required at all public indoor settings across the city. Many venues will also require proof of vaccinations or a negative COVID-19 test for entry. Effective Monday, January 3, 2022, any individual 5 years of age or older will be required to show proof that they are fully vaccinated against COVID-19 to dine indoors, visit gyms, or enjoy entertainment venues where food or drink are being served. If you have been exposed to COVID-19, are sick, or experiencing any COVID- or flu-like symptoms; you should not attend any gatherings for New Year’s Eve, even if you are vaccinated. For more information on how to stay safe and reduce the spread of COVID-19, visit chicago.gov/covid.
“This will be the largest fireworks display in the City’s history and one of the largest anywhere in the world,” said Arena Partners CEO, John Murray, who is producing the event again this year after a 2-year hiatus due to the COVID pandemic. “It is so great that the City is open again and welcoming people back to our fantastic hotels, restaurants, and cultural institutions.”
Event partners are located in close proximity to the display launch points, offering guests beautiful views and plenty of entertainment options. Visitors and locals alike are encouraged to eat, drink and be merry at a variety of partner venues and events. The fireworks will also be broadcast live on WGN-TV.
“Navy Pier is incredibly excited to host the return of its iconic New Year’s Eve fireworks show to ring in a new year with the city of Chicago,” said Marilynn Gardner, President and CEO of Navy Pier. “We look forward to welcoming guests to celebrate safely at Navy Pier, one of Chicago’s most treasured and important civic institutions.”
“As any Chicagoan knows, this is a city of big thinking and big plans and New Year’s Eve 2021 will be big,” said Glenn Eden, Chair of the Choose Chicago Board of Directors. “We are thrilled to be working with this outstanding team to welcome 2022 and ring in the new year with our residents and visitors.”
The event is made possible by support from the City of Chicago and partners from the hospitality industry, which employs more than 90,000 workers.
I love Chicago no matter the time of year, but this time of year with all the holiday lights and decorations, the streets and trees dusted with snow, it all takes on such a magical glow. That’s why I was happy when my friend Katie Papadopoulos of Choose Chicago sent me a list–and it’s a long one–of all the special ways to enjoy the city this season.
Visit the traditional Christkindlmarket at Daley Plaza (celebrating its 25th anniversary this year) for a mug of glühwein and that perfect handcrafted gift. Lace up your skates and zip around The Peninsula Sky Rink (the only hotel skating rink in Chicago) followed by a traditional Holiday Afternoon Tea in The Lobby beneath the 20 foot Christmas tree. Marvel at the thousands of twinkling lights on display at ZooLights and Illumination at The Morton Arboretum or the dozens of festively decorated trees at the MSI’s Christmas Around the World display. Or head over to Navy Pier’s new “Light Up the Lake“, an indoor, temperature controlled experience featuring large-scale light-sculpture displays, a regulation-size Alpine ice rink, authentic holiday beer garden, kiddie train rides, Santa’s Village and gift market and other family-friendly events. Winterland at Gallagher Way will extend its festivities beyond the holiday season with ice bumper cars, skating lessons and curling lessons running through January/February 2022 and the popular Maggie Daley Ice Skating Ribbon will return with a fun new collaboration with the blockbuster art experience Immersive Van Gogh, projecting visuals of sunflowers and starry night brush strokes onto the ice.
Come find out why Chicago was once again designated by Conde Nast Traveler’s readers as the Best Big City in the U.S. in 2021, for the fifth year in a row and check out what’s new in Chicago this holiday season!
Visit the below links for more information regarding:
The holiday season kicks off in Chicago on November 20 with the BMO Harris Bank Magnificent Mile Lights Festival, returning for the annual Tree-Lighting Parade down North Michigan Avenue with Grand Marshals Mickey and Minnie Mouse from Walt Disney World® Resorts in Florida. The event-filled day begins at 11:00 AM. starting at Lights Festival Lane (401 North Michigan Avenue) with a festive thoroughfare of booths and family activities, including photos with Santa Claus. The parade of fabulous floats, giant helium balloons, exciting marching bands, celebrities, musical performances, Santa Claus, and more begin at 5:30 PM., helping illuminate the more than 200 trees along The Magnificent Mile.
The City of Chicago’s 108th Christmas Tree lighting in Millennium Park will return November 19, 2021 and shine through the holiday season until January 9, 2022. The festivities begin with a pre-show by DJ Selah Say (5:30-6:00 PM), performances by Mariachi Herencia de Mexico, the cast of Chicago Opera Theater, a youth dance ensemble from the Kenwood School of Ballet and special guests Dreezy Claus and Sister Claus (6:00-6:30 PM), the tree-lighting and fireworks (6:30 PM) and a post-lighting concert featuring DJ Selah Say, Cirque du Soleil, Chicago Soul Spectacular and singer-songwriter Brian McKnight (6:35-7:45 PM).
Bring the holiday season onto the waters of the Chicago River and Lake Michigan with a series of brunch, lunch and dinner cruises from City Cruises by Hornblowercelebrating Thanksgiving, Christmas Eve and New Year’s Eve. Prices range from $60 – $300 and include 2-3 hours of buffet or plated dinner service, spectacular views of the city skyline and local landmarks, onboard entertainment, festive decor, open bar for select cruises or the ability to upgrade your drink menu with creative cocktails, wine and beer.
The Christmas Around the World and Holidays of Light Exhibitsreturn to theMuseum of Science and Industry (MSI) from November 17, 2021-January 3, 2022, an annual tradition that began in 1942 with a single tree and now has expanded to feature a four-story, floor-to-dome Grand Tree, surrounded by a forest of more than 50 trees and displays decorated by volunteers to represent the holiday traditions from cultures around the globe. This year, MSI is celebrating the golden age of travel with themed décor and a spotlight on the Pioneer Zephyr train and Take Flight’s 727, which have been newly reimagined. Entrance to the exhibits is included in the regular cost of entry with museum admission ($21.95 for anyone Age 12+, $12.95 for any child 3-11) but those who wish to take a picture with Santa in his photo studio inside the Holiday Store must buy a special timed-entry ticket.
Christkindlmarket, the beloved annual holiday tradition returns for its 25th season this year in Daley Plaza (November 19-December 24, 2021). Modeled after the 16th century holiday markets in Germany, this Christmas bazaar is a hub for traditional German fare, delightfully warm beverages, charming musical performances and charming holiday vibes that the entire family can enjoy. Enjoy a mug of glühwein (traditional hot spiced wine), snack on currywurst, schnitzel and pretzels and shop for the perfect handmade gift. Another Christkindlmarket will take place at Wrigleyville (November 19-December 31, 2021).
Fairmont Chicago, Millennium Park is thrilled to announce a new winter experience, Fairmont Lodge, debuting for its inaugural winter season starting November 20-February 2022. Completely transforming the hotel’s lounge, Fairmont Lodge celebrates the winter season with cozy décor, fire pits, festive programming, overnight packages and more. Chef William Schultz completes the experience with a seasonal menu of wintery-themed bites like Sweet and Savory Fondue and S’mores, Oaxaca Spiced Short Ribs and more. Signature hand-crafted cocktails include a Flaming Eggnog made tableside and Oh So Delish Hot Chocolate, both served in a Lodge-themed collector cup. Cozy up to one of Fairmont Lodge’s nine indoor fire pit tables (every Wednesday-Sunday), enjoy weekly Thursday Happy Hours in December and check the calendar for special events.
The ninth annual Illumination: Tree Lights at The Morton Arboretum returns as a walking experience from November 20, 2021 – January 2, 2022. Visitors can explore 50 acres of the Arboretum’s majestic trees during this one-of-a-kind spectacle of color, light, and sound, and see returning favorites and surprising new sights, including a special Human+Nature display and an experience featuring 150 colorful lanterns. Along the one-mile, paved walking path filled with festive music and lighting effects that highlight the beauty of trees in winter, guests can warm up by a crackling fire and roast marshmallows for s’mores, or stop in one of the concession tents for a snack and beverage. Advance purchase is recommended as many nights will sell out.
IllumiBrew returns for two nights (November 18 and 19), a special event where an ages 21+ crowd can sample seasonal beers, ciders, and meads from popular Chicagoland breweries stationed along the Illumination trail; each tasting ticket includes fifteen 3 oz beer samples and a souvenir light up tasting glass.
Navy Pier’s “Light Up the Lake“ will open on November 26, 2021 and run through January 2, 2022. This indoor, temperature controlled experience will feature large-scale light-sculpture displays (more than 600,000 twinkling lights), a regulation-size Alpine ice rink, authentic holiday beer garden, kiddie train rides, Santa’s Village and gift market and other family-friendly events. Every ticket also comes with a free ride on the Centennial Wheel. Light Up the Lake will also offer sit-down dining with holiday-themed eats, signature cocktails, and seasonal brews.
Santa Baby Bar, opening November 17, 2021, returns for the holiday season with a multi-room, multi-level, over-the-top Christmas experience. All guests must reserve online, for no more than six people, and all tables are limited to no more than ninety minute intervals.
Returning for its ninth season, The Peninsula Sky Rink (2,100 sq ft) is the only hotel skating rink in Chicago, located above Chicago’s bustling Michigan Avenue. Surrounded by Chicago’s skyscrapers and twinkling lights, the rink is tucked into a pine tree winter wonderland and bathed in festive music and snowflake lighting. The skating rink’s outdoor menu features a selection of hot beverages and snacks including hot chocolate, hot cider, and other treats, and is available for groups to rent or for private events. All monies collected include skate rental ($20 for adults and $10 for children 12 and under) and are donated to Ann & Robert H. Lurie Children’s Hospital of Chicago, and Hephzibah Children’s Association.
Winterland at Gallagher Way (November 19, 2021 – February 20, 2022) will include a ceremonial tree lighting (November 29, 2021), ice skating on an 8,000 square-foot ice rink,Santa’s Workshop, wreath making workshops (December 4-5, 2021), holiday movie screenings (Thursdays in December 2021) and special programming at Hotel Zachary (weekends in November-December, 2021). New to this year’s transformation will be a special celebration of Hanukkah (December 5, 2021), ice bumper cars and skating lessons (January 2022) and curling lessons (February 2022).
The popular Winter Wonderland returns to The Godfrey Hotel’s I|O Rooftop Lounge. The heated, clear-dome igloos on the rooftop’s outdoor portico will make guests feel like they are in their own personal snow globe. Order a hot cocktail and s’mores to roast over the outdoor firepits and enjoy winter in Chicago under the city lights.
Minimum required to reserve one of the smaller (6-person) igloos is one bottle while the minimum for a larger igloo is $500. Due to extremely high demand igloos are only available for a two-hour window and fully close by 11PM (8PM on Sundays).
ZooLights at the Lincoln Park Zoo, Chicago’s favorite holiday tradition, is back and better than ever (from November 19, 2021-January 2, 2022) with a new Pepper Family Wildlife Center at the heart of the zoo, a new holiday lights experience on the Main Mall, and an exciting new light show on the South Lawn. Also new this year: sensory-friendly visit times and an impressive 18-foot holiday tree sure to inspire festive oohs and aahs. Tickets are $5 per person (free admission on Mondays and Tuesdays).
Holiday Meals:
Guests at The Peninsula Chicago can enjoy Holiday Afternoon Tea in The Lobbybeneath the 20-foot Christmas tree; the menu features a traditional English tea menu, including a variety of finger sandwiches, fruit and plain scones with house made preserves, Devonshire clotted cream, seasonal pastries with choux, chocolate, and winter fruit creations. (Vegan and gluten-free options are available). Festive Afternoon Tea is offered through January 9, 2022.
Guests at The Peninsula Chicago can celebrate Christmas Eve and Christmas Day (December 24-25, 2021) with a Christmas Eve prix-fixe dinner in The Lobby featuring Wagyu, Maine Lobster, Scallops and Peking Duck followed by a lush dessert buffet. A trio band will provide the entertainment and dinner is priced at $205 per person, with an option to add wine pairings for $65 per person. Or they can join for brunch in The Lobby on Christmas Day with an American four-course menu featuring à la carte options combined with buffet items served from a carving, seafood, cheese and charcuterie station and a decadent dessert buffet. A string quartet will provide the entertainment as well as a balloon artist and magician to entertain children. Brunch seatings (10:00 AM to 5:00PM) are priced at $275 per adult, $75 per child (five to 12 years).
Ring in 2022, Peninsula-style at The Lobby’s New Year’s Eve Gala (December 31, 2021), where a five-course prix-fixe dinner and dancing will be accompanied by a live band. The 21+ event is black tie optional and is priced at $205 per person with an additional $95 for wine pairings. Z Bar will also be ringing in 2022 with a ticketed soirée starting at 8:00 pm with an open bar, abundant passed hors d’oeuvres, DJ-ed entertainment and a Champagne toast at midnight. The party concludes at 1:00 am. Tickets for this 21+ event are $195 per person, excluding tax and gratuity.
The Langham Chicago’s Holiday Afternoon Teawill return in partnership with Veuve Clicquot from November 17, 2021-January 9, 2022, where delicate pastries and savory petite sandwiches will be joined by Langham’s proprietary tea blends, seasonally-inspired treats and a special course from Veuve Clicquot.
Travelle at The Langham will serve a Christmas Eve Entrée Special (priced at $82 per person) on December 24, 2021 from 5:00-10:00 PM; the menu will include a truffled chicken “pot pie” for two adorned with herb-roasted chicken, truffled confit thighs, black trumpets, and Caroline ruby sweet potatoes.
On December 25, 2021 Travelle will serve a Christmas Day Brunch (11:00AM – 3:00PM) with a variety of breakfast favorites, omelets made to order, artisanal cheese and cured meats, exquisite sushi and seafood options, and heavenly pastries. (The buffet is $195 per adult and $60 for children 5-12 years of age, and prepayment and reservations are required through the Travelle Tock.)
Or there is a six course Christmas Day Prix Fixe Dinner ($165 per adult) from 5:00-10:00 PM featuring a Royal Kaluga Caviar Amuse, Beet Root Panna Cotta Salad and Wild Mushroom Risotto appetizer, followed by a Roasted Prime Filet entrée and dessert service of Mont Blanc and Petit fours by Chef Nitin.
Ring in the New Year at Travelle at The Langham with a New Year’s Eve Prix Fixe Dinner on December 31, 2021 (5:00-10:00 PM) with a seven-course prix fixe menu featuring dishes including Nantucket Bay Scallop Ceviche, Hudson Valley Foie Gras appetizer, and Grilled Australian Wagyu NY Strip. To finish off a magnificent dining experience, guests can enjoy an indulgent dessert with Intermezzo featuring lemon with Grand Marnier and an extravagant Chocolate Experience with Manjari mousse, praline cremeux, and hazelnut ice cream. A splendid wine collection will also be available à la carte. Reservations must be made in advance through the Travelle Tock and prepayment is required at $190 per adult.
Private experiences with Santa, dinner packages and private events offered by Swissôtel Chicago for the 2021 holiday season include:
Holiday Tradition Package: Stop by Santa’s Presidential Pad with up to 15 guests to visit the man of the season and overindulge in unlimited Swiss hot cocoa, champagne and holiday treats including Candied Orange SnoBall Cookies, Reindeer Chow, Eggnog Truffles and more. The experience also includes cookie decorating, crafts with Make to Celebrate, face painting and letter writing, complete with a visit to Santa’s Post Office. $50 of the total price will be donated to SOS Children’s Villages Illinois. Available to book every Saturday and Sunday for $600/hour from December 4 – December 19, 2021; 10:00 AM-5:00 PM.
Family Dinner Package: Gather with six or more loved ones for an over-the-top holiday dinner in the Santa Suite, Duplex Suite, Vitality Suite or Chef’s Table Virtual Suite. Enjoy a 4-course holiday-inspired menu by Chef Dan McGee, with menu items including Roast Chicken with red cabbage, spätzle, raclette cheese, chicken jus, Pomegranate Braised Lamb Shanks with a pomegranate bordelaise, Chocolate Peppermint Cake and more. Holiday crafts are available upon request. Dinners are available to book daily beginning November 20-December 26, 2021 at $150 per adult and $50 per child.
VIP Reception in Santa Suite: Whether it’s a corporate holiday party or family reunion, the Santa Suite can fit up to 50 people for private events beginning November 20-December 26, 2021. Work with the events team to curate an experience with festive cocktails and a menu featuring Chilled Potato Soup & Caviar Shooter, Smoked Duck Breast Marmalade, Curry Chicken Salad Sliders, Pecan & Roasted White Chocolate Tarts and more.
A series of Yuletide specials this holiday season at The Langham Chicago(available November 19, 2021 – January, 2, 2022) include Oh Christmas Tree (including luxurious one-bedroom suite accommodations with a decorated Christmas tree in-room, deconstructed champagne cocktails inspired by the season; and bespoke cheese and charcuterie; rates beginning at $1,100) and Dive into the Season (including lavish guest room accommodations, $100 food and beverage credit for poolside snacks and beverages, two hours of exclusive access to Chuan Spa’s indoor pool and holiday-themed floats; rates begin at $825.)
Or splurge on A Signature Christmas in a 2,400 sq. ft. suite with floor-to-ceiling windows featuring panoramic views of Chicago, a four-course, in-residence dinner prepared by Executive Chef Damion Henry, in-suite dining entertainment, Club Lounge access and a custom-designed holiday tree set in the parlor. (Rates start at $13,525.)
At The Peninsula Chicago, holiday packages like the Holly Jolly Family Holiday Package and Merry and Bright Couple’s Holiday Package include such amenities as an in-room holiday tree or Menorah, holiday welcome amenity or bottle of wine/Champagne upon arrival, access to library of holiday themed movies, books and games for the kids or a $100 gift card to the nearby Neiman Marcus Michigan Avenue store, daily Peninsula breakfast and daily valet parking. Rates start at $1,250, packages available from November 26-December 31, 2021.
For six days, The Peninsula Chicago is offering special pricing for a Cyber sale commencing Thanksgiving Day (November 25, 2021) through Travel Tuesday (November 30, 2021) for 20% off rooms and suites on stays from December 1, 2021 – April 30, 2022. and special pricing on gift cards. The offers will only be available on the hotel’s website, or by calling the hotel directly.
For the eighth consecutive year, Swissôtel Chicago’s Presidential Suite will be transformed into Santa’s home-away-from-the-Pole for the holiday season, welcoming Chicagoans and visitors alike. The Santa Suite offers sweeping views of the city, and is filled with 17 Christmas trees, festive decor, games and holiday craft kits for the kids, cookie decorating stations, “Letter to Santa” packs, and more. Book the Holiday Penthouse Hideaway (starting November 20 through December 26, 2021, from $1,500 per night).
For a slightly more competitive price-point, consider a stay in an Elf Decorated Holiday Room featuring a Christmas tree and holiday room decor as well as a complimentary holiday amenity (Rates begin at $329 per night.)
Theatrical Performances:
A&A Ballet’s “The Art Deco Nutcracker” set in 1920s America and featuring Tchaikovsky’s beloved score, will play at the Athenaeum Theater on December 4, 2021.
Charles Dickens’ A Christmas Carol, a must-see Chicago holiday tradition now in its fifth decade and enjoyed by nearly two million theatergoers, is back playing at Goodman’s Albert Theatre, from November 20 – December 31, 2021.
A Christmas Symphony Tour, a new Christmas tradition by the world’s biggest-selling soprano and GRAMMY® Award-nominated artist, Sarah Brightman, will play at the Auditorium Theatre on December 10, 2021.
“Home Alone” in Concert with the Chicago Symphony Orchestra, the beloved holiday favorite will return to the big screen at Symphony Center; John Williams’ delightful, Academy Award-nominated score will be performed by the Chicago Symphony Orchestra under the direction of Riccardi Muti, from November 26-28, 2021.
Leslie Odom, Jr.’s The Christmas Tour brings the GRAMMY®- and Tony®-Award Winning vocalist, songwriter, author and actor to Chicago for a one-night holiday season concert at the CIBC Theatre on December 4, 2021.
Christopher Wheeldon’s reimagined classicThe Nutcrackerfollows young Marie and the Nutcracker Prince on a Christmas Eve journey through the 1893 World’s Fair; this annual holiday tradition celebrating the magic of the season and the rich cultural heritage of Chicago returns to the Joffrey Ballet from December 4-26, 2021.
“’Twas the Night Before…” by Cirque du Soleil i is the exhilarating spin on the beloved Christmas classic as only Cirque du Soleil can imagine a vibrant acrobatic spectacle about the joy of sharing and friendship at the The Chicago Theatre, playing from November 26-December 5, 2021