Chicago Holiday Hotel Packages For A Festive Stay

Holiday Season

At Aloft Chicago Mag Mile guests can experience holiday magic by booking the Christkindlmarket Package which includes breakfast for two and one 2023 Christkindlmarket souvenir mug at check in (people come from all over to collect these mugs!). While strolling to the Christkindlmarket, the hotel’s prime location makes it easy to squeeze in some holiday shopping along the festively decorated Mag Mile. This package is valid through December 26, 2023.

The Blackstone’s Stay Like A Kennedy Package (Through January 1, 2024) invites guests to experience an enchanting escape filled with festive extravagance. The Suite of Presidents will transform into an immersive homage to the lavish 1960s Kennedy White House décor. Complete with historical accents that transport guests to the captivating Kennedy Christmas, the Stay Like A Kennedy package invites travelers to sip hot cocoa spiked with JFK’s favorite scotch and craft personalized Christmas ornaments while classic holiday tunes serenade you from a vintage record player. Embrace an over-the-top escape filled with festive enchantment and create cherished memories at The Blackstone, where history and luxury meet in the heart of Chicago’s iconic Cultural Mile. Rates start at $550 per night. 

  • From January-March 2024, the Presidential Suite will transform into The Winter of Jazz package, welcoming guests to experience the whimsical historic atmosphere of The Blackstone through an immersive musical stay. The package includes an in-room hot cocoa bar, a collection of iconic albums, and beautiful vintage decor, celebrating a timeless era of smooth tunes.

The Four Seasons Chicago’s festival holiday packages include a festive-themed welcome amenity, an in-room visit from the festive ice cream cart, nightly valet parking for one vehicle, and a USD $50 donation to the Chicago Cares Festive Drive. Package valid for selective bookings between November 20, 2023 – January 2, 2024.

At Hilton Chicago, discover the true meaning of Christmas in Chicago. Inspired by the all-new original holiday movie premiering November 5, the Santa Summit suite is made with Hallmark devotees in mind. Be surrounded by Santas of all shapes and sizes and get cozy in your Santa-themed bed — cookie kit included.

Hotel Zachary’s Winterland Package includes 2 complimentary drink vouchers for cocktails in Alma, 2 throwback Federal League stocking hats, 2 Christkindlmarket holiday mugs, and admission to Winterland inside Wrigley Field with skate rental for two. (Skating is open daily, except select holidays, from November 21, 2023 to January 7, 2024, weather permitting.) 

At InterContinental Chicago Magnificent Mile, St. Nick’s best friend is back and he’s visiting Chicago to ensure the kiddos have been nice! This winter, stay steps away from all the holiday festivities and shopping on the Mag Mile while your family interacts with The Elf on the Shelf. The Elf on the Shelf Family Package includes overnight accommodations, an elf on the shelf doll (parents responsible for moving the doll) and breakfast at Center Court. The doll is also available for purchase if you’d like to bring your new mischievous friend home!

The Langham, Chicago announced its 2023 holiday season accommodation, dining, and activities offers. Reservations are available for booking now:

  • ‘Santa’s Toy Stories’ Holiday Tea at the Pavilion – Celebrate the magic of the season and childhood memories by delighting in the timeless tradition of afternoon tea with loved ones. Indulge your taste buds with delectable pastries and tea sandwiches while creating a personalized Letter to Santa during this quintessential ‘Santa’s Toy Stories’ themed tea experience. Offered daily from November 24, 2023 – January 7, 2024; reservations can be made via Tock
  • ‘Oh Christmas Tree’ Package – Celebrate the spirit of Christmas in your home away from home. This special package includes luxurious one-bedroom suite accommodations with a lavish in-suite Christmas tree; deconstructed champagne cocktails inspired by the season; bespoke cheese and charcuterie–ideal for an intimate tree-side respite. Reservations can be made here; Booking & offer period until December 31, 2023. 
  • Visit with Santa – Share your Christmas wishes with Santa at the Flavours of Langham shop, located on the second-floor lobby. Offered December 2, 9, 10, 16, 17, 23, 24 from 1:00 – 4:00 p.m., and December 25 from 11:30 a.m. – 3:30 p.m. No tickets or reservations are needed. 
  • Tree Lighting Celebration at The Langham, Chicago – Gather with loved ones as you sample offerings from the hot chocolate bar and enjoy a festive performance from holiday carolers during The Langham, Chicago’s annual tree-lighting celebration. Saturday, November 25th from 4:00 – 7:00 p.m. Located in the second-floor lobby; No tickets or reservations are needed.  

GingerBed + Breakfast at the Loew’s Chicago  welcomes families with a sweet seasonal stay – spacious guest rooms complete with a holiday tent, seasonal movie, Holiday Bedtime Story Cart, and hot cocoa. Head down to ETA for a delicious breakfast (daily $50 breakfast credit) and your little ones can enjoy decorating Gingerbread cookies while they wait. Valet parking for one vehicle per night. The offer ends on January 10, 2024. 

Sheraton Grand Chicago Riverwalk’s one-of-a-kind Elf Life Suite features festive decorations, a hot cocoa bar, candy canes, an elf to take back home, breakfast for two adults and two children and a 2 p.m. late check-out. This package is available to book between now and January 1, 2024 for stays between November 23, 2023 and January 7, 2024. 

  • But that’s not all! Sheraton Grand Chicago Riverwalk is also offering The More, The Merrier package because moments are better when we share them together. Book The More, The Merrier room package and bring the extended family along to receive 50% off a second room (connecting if available). This offer cannot be combined with any other promotions. Book between now and February 29, 2024, for stays through February 29, 2024. 

For the tenth year, Swissôtel Chicago will transform its 2,000-square-foot Presidential Suite into Santa’s Chicago holiday home. Family and friends can book Santa visits, pop into the hotel’s holiday speakeasy, or wake up surrounded by 17 Christmas trees in the Santa Suite.

  • Too busy to spend an overnight but want to make it a party? Stop by Santa’s Presidential Pad with up to 20 guests to visit the man of the season and overindulge in unlimited Swiss hot cocoa, champagne, and holiday treats. Kids can enjoy holiday crafts, cookie decorating, and face painting, complete with a visit from Santa. (Multiple dates between  Dec 2 and Dec 22, 2023, and a portion of the proceeds will be donated to SOS Children’s Villages Illinois.)

Celebrate the holiday season along The Magnificent Mile with The Peninsula Chicago’s Holly Jolly Family Package built for the whole family. With an in-room holiday tree or menorah, holiday welcome amenity, access to our holiday library of movies and games, and more, our Holly Jolly Family Holiday package will make your season bright. 

  • Or opt for the Merry and Bright Package for a pair of adults. (Valid for stays from November 24 through December 31, 2023.)
  • Afternoon Tea during the festive season at The Peninsula Chicago is an annual tradition for many guests. The 20-foot Christmas tree and lavish holiday décor enhance this special experience, which features a traditional English tea menu including a variety of finger sandwiches, scones with house-made preserves and Devonshire clotted cream, and petite seasonal pastries. Vegan and gluten-free options are available. Entertainment includes performances from a string duo daily, plus visits from Santa on weekends from 3:30 pm – 5:30 pm*. (Daily from November 24, 2023 through January 7, 2024. Seatings are at 2:30 pm and 4:30 pm. Pricings start at $140 per adult (including a glass of Champagne) and $65 per child (ages 5-12) Monday-Thursday and $150 adult/$85 child on Friday-Sunday.)
  • Additionally, did you know that The Peninsula Sky Rink is the only hotel skating rink in Chicago? Returning for its 11th season on November 18, this 2,100 sq foot synthetic ice rink is tucked into a winter wonderland featuring festive music and snowflake lighting. Surrounded by Chicago’s skyscrapers and twinkling lights, guests can enjoy a selection of hot beverages and snacks available at the Chalet. The Sky Rink is available for groups to rent or for private events, such as marriage proposals. Skates are available to rent for $20 for adults and $10 for children 12 and under, with 100% of the skate rental proceeds donated to two Chicago children’s charities: Ann & Robert H. Lurie Children’s Hospital of Chicago, and Hephzibah Children’s Association.
  • For more information on Chicago holidays, visit Choose Chicago.

Celebrate the Holidays in Chicago: Great Happenings

Running now through January 7, 2024, Lightscape at the Chicago Botanic Garden (located in Glencoe, Chicago’s North Shore) returns for its fifth season with an illuminated outdoor trail dazzling with brand new installations from around the world and beloved returning favorites such as the Winter Cathedral and a reimagined version of the Fire Garden.New works from international artists include Lilies, from UK artist Jigantics (illuminated 5-foot lilies float elegantly on water, providing a mesmerizing view from the bridge above and igniting a sense of warmth and excitement), Night Lights, from French artist TILT (delicate lamp-shaped lights that extend nearly 19 feet high amplify a cozy atmosphere with a display of soft ambient colors) and Sea of Light, from UK artist Ithaca (thousands of individually controlled balls of LED light make Evening Island sparkle and dance their way to a bespoke soundtrack in multiple patterns and colors). Tickets sell out quickly so it is recommended to book your time and date in advance; advance tickets for adults (non-members) begin at $34 and children (ages 3-12) at $19. 

The Christkindlmarket celebrates its 27th season at Daley Plaza, its fifth year at Gallagher Way in Wrigleyville, and its second time at RiverEdge Park in Aurora.  This year, Christkindlmarket is introducing its first ceramic beer stein with a holiday-themed design ($20), as well as location-specific $8 souvenir mugs with unique designs at each market (for example: the Chicago mug shows off downtown landmarks like the City Hall building and Daley Plaza’s Picasso sculpture while the Wrigleyville mug shows off Hotel Zachary, the intersection sign of Clark & Addison, and much more.) These mugs are hotly anticipated collector’s items for locals who have turned Christkindlmarket into a holiday tradition since 1996. Modeled after the 16th-century holiday markets in Germany, the free-admission outdoor bazaar is a hub for traditional German fare, delightful warm beverages and handcrafted gifts for purchase, and charming holiday vibes the entire family can enjoy. And now in its third year, another popular favorite is back – the annual Christkindlmarkt ornament, hand-painted and glass blown in Europe, portraying a market scene with holiday elements on its ice blue background ($41 at all info booths).

  • Admission to the market is free but food, beverages, and handcrafted gifts all must be purchased. All markets open on November 17; Aurora and Chicago locations close on December 24 and Wrigleyville on December 31. 

Christmas Around the World and Holidays of Light at the Museum of Science and Industry (running through January 7, 2024) is a beloved annual tradition that began in 1942 with a single tree. Today the Museum features a four-story floor-to-dome Grand Tree, surrounded by more than 50 trees and displays decorated by volunteers to represent holiday traditions from cultures around the world.

This year the museum will also be celebrating the wonders of snow, with an exhibition in the Lower Court featuring intricate photographs of snowflakes taken by Caltech physicist Ken Libbrecht.

Illumination: Tree Lights at The Morton Arboretum (Though January 6, 2024) invites visitors to celebrate the holidays and marvel at how light transforms a magnificent landscape. Journey along a 1-mile paved walking path (that is fully ADA compliant for guests with limited mobility), amid festive music and lighting effects, explore exciting new features and immersive installations. Afterwards, warm up by a cracking fire and roast marshmallows for s’mores, or stop in one of the concession tents for a snack and beverage. Ginkgo Restaurant in the Visitor Center will serve dinner guests view the display’s finale on Meadow Lake. The Arboretum Store will also be open for holiday shopping; gifts include a special temperature-activated, color-changing ceramic mug that will be available for purchase during all Illumination dates. Tickets start at $28 per person for nonmembers. 

People ice skating at the McCormick Tribune Plaza Ice Rink in Chicago’s Millennium Park; December 2021.

The McCormick Tribune Ice Rink in Millennium Park offers ice skating all winter, through March, weather permitting.  Admission is free, but online reservations are required and skate rentals are available. You’ll be surrounded by the downtown skyline, with magical Christmas lights from the City of Chicago Christmas tree reflected in ‘The Bean’ / Cloud Gate sculpture. OR, head over to Maggie Daley Park, right next to Millennium Park, to the picturesque Skating Ribbon that meanders around snow-dusted pine trees and whimsical play spaces. The path is twice the length of a lap around a traditional skating rink. 

The Immersive Nutcracker: A Winter Miracle (November 24 – December 31, 2023) at Lighthouse Artspace Chicago brings cutting-edge technology to meet the artistry of ballet dancers. This mesmerizing 30-minute immersive experience, set to Tchailkovsky’s music, weaves the classic tale of Marie and her toy nutcracker. Join them, on their magical adventure through the Land of Sweets, brought to life by renowned ballet dancers and innovative projection mapping technology. Pricing begins at $29.99 per person. 

  • While you’re here… Lighthouse ArtSpace Chicago is bringing a new pop-up bar experience, Bar Humbug, to reign in the holiday season. The ArtSpace will be transformed into a winter wonderland with wall-to-wall holiday scenes. A lot like traditional German beer halls, there will be long tables and plush banquettes for groups to gather. Bar Humbug will present live musicians and DJs playing the holiday classics. Guests must be 21 to enter.

ZooLights Presented by ComEd and Invesco QQQ will include new and exciting LED light displays,  photo ops, and interactive programming including a never-before-seen garden-themed light show on the zoo’s South Lawn. Festive photo ops will dot the zoo, as well as costumed characters and Victorian carolers on select nights. Food and beverages including festive cocktails and hot cocoa will be available at Edie Levy’s Landmark Café. Snowy’s Sprits & S’more and various snack stations around the zoo. Check the calendar for special events such as sensory-friendly nights, a family-friendly New Year’s Eve celebration, and adults-only evenings. General admission ZooLights tickets are $7 per person. Tickets on Fridays, Saturdays, Thanksgiving Eve (Nov. 22), and New Year’s Eve (Dec. 31) are $10 per person. As part of the zoo’s ongoing commitment to accessibility, general admission is FREE on Mondays. Ticket sales from ZooLights directly support the zoo’s world-class animal care, global conservation efforts, and innovative learning programs and help keep the zoo free to the public 365 days a year. ZooLights will run through January 7, 2024. 

For more information on Chicago holiday happenings, visit Choose Chicago.

Celebrate the holiday season with award-winning George Dickel Bourbon

Whether you like apple and cinnamon or something nutty and chocolatey, award-winning George Dickel Bourbon is the ideal base for any cocktail. Craft up The Roosevelt or The Buckeye Manhattan cocktails the next time you’re craving a seasonal sip.

BUCKEYE MANHATTAN

  • 1.5 oz Dickel Bourbon
  • 0.75 oz Peanut-infused Sweet Vermouth (see recipe below)
  • 2 Dashes of Cocoa Bitters

Stir ingredients over ice in a mixing glass and strain into a rocks glass over large format ice; garnish with a cherry and a buckeye

*To prepare infusion: Pour 8 oz of sweet vermouth into a jar, add 0.25 cup of crushed raw peanuts.  Stir well for one full minute.  Place in the refrigerator and allow to sit for 24 hours.  Remove from the refrigerator and pour vermouth through a coffee filter-lined strainer.  Bottle and store in the refrigerator.  

ROOSEVELT

  • 1.5 oz Dickel Bourbon 
  • 0.25 oz Apple Cinnamon Ginger Maple Syrup (see recipe below)
  • 1 Dash Aromatic Bitters
  • 3 Dashes Red Gentian Bitters
  • Absinthe (for rinsing glass)

Stir all ingredients and pour into an absinthe rinsed small rocks glass; garnish with an apple chip.

*Apple Cinnamon Ginger Syrup

  • 250ml Apple Juice
  • 2 Sticks Cinnamon
  • 2 Thumbs Ginger, Chopped
  • 250g Sugar
  • 125g Maple Syrup

Mix all ingredients minus the sugar and maple syrup, bring to a boil and simmer covered for 10 min.; strain and add remaining ingredients.

Looking for a convenient way to enjoy George Dickel without sacrificing quality? Winner of the Chairman’s Trophy at the Ultimate Spirits Challenge, the Social Hour Harvest Whiskey Sour is made with 13-year-old George Dickel Whiskey, Honeycrisp apples, maple, Meyer lemon, cinnamon, and cardamom.  Uncarbonated and 20% ABV, the Harvest Whiskey Sour is a luxurious, slow-sipping cocktail that can be served hot or over ice.

Garnish Suggestions: Apple slices,  rosemary sprig, toasted marshmallows.

W Scottsdale Invites Guests to Ditch the Snow for Glow with its Luminating Event

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.

For more information on W Scottsdale and for bookings, please visit www.WScottsdaleHotel.com.

About W Scottsdale (www.wscottsdalehotel.com)

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.

Grand Geneva Resort & Spa Sets the Scene for a Grand Holiday Season

The Midwest is the setting for some of the most iconic holiday movies of all time, such as A Christmas Story, Home Alone, and even National Lampoon’s Christmas Vacation, and when it comes to the holidays, there is a resort in Lake Geneva, WI that offers one of the grandest celebrations in the Midwest. Grand enough for any holiday movie buff.

Grand Geneva Resort & Spa in Lake Geneva, Wisconsin is one of the Midwest’s top vacation destinations for holiday fun with its annual Christmas in the Country experience. A six week celebration, this cherished holiday resort tradition features over-the-top holiday décor, private igloo dining, breakfasts with Santa, a heated Trolley Tour of Lights, the option to have a decorated Christmas tree in your hotel room, and new this year, a jumbo gingerbread display of its beautiful ski hill. In addition, the city of Lake Geneva is full of holiday charm and programming, with wonderful Midwest holiday hospitality.

Family together Christmas celebration concept. Festive place setting for holiday dinner with natural decorations from fir tree branches.

Here is a rundown of what is on Santa’s list at Grand Geneva this year (and yes, you can catch him swimming and skiing if you’re lucky):

Family together Christmas celebration concept. Festive place setting for holiday dinner with natural decorations from fir tree branches.
  • Grand Geneva officially kicks off the season with its annual Illumination Ceremony taking place on November 19, 2023, where the resort literally flips the switch to start the season, with over-the-top holiday displays, lights, animated designs, grand Christmas trees, and plenty of photo opportunities to capture the holiday cheer. Now in its 29th year, the Illumination Ceremony will feature activities for kids, holiday cookies, hot apple cider, a dazzling fireworks display, and an appearance from the big guy himself, Santa Claus! Guests are asked to bring an unwrapped, new toy for local children. The event will support Walworth County Deputy Sheriff Department and its Toys for Kids program.
  • There’s a tree in the grand hotel, and one in your room as well. For a modest extra charge, guests can have the resort’s holiday elves add a little magic to their stay at Grand Geneva or its on-site sister property, Timber Ridge Lodge & Waterpark, by adding a holiday tree to their room. Travelers will enjoy a fully decorated tree in their guestroom upon arrival, complete with ornaments, ribbon topper and an ornament to cherish at home (take-home ornament available at Grand Geneva only). It’s all the Christmas cheer with none of the cleanup! 
  • Trolley Tour of LightsFor some traditional holiday fun, visitors can hop aboard the heated and enclosed Grand Geneva trolley for a tour around the resort’s dazzling light displays and decorations, including the beloved 12 Days of Christmas animated display. For those who miss the trolley, visitors can take their own car down Grand Geneva Way, starting at Hwy 50. 
  • An Igloo Experience. Baby, it’s cold outside but cozy inside one of Grand Geneva’s igloos. Offered at the resort’s Embers Terrace, visitors can reserve a private igloo for festive dining, holiday drinks, and gathering with friends and family. This fun winter experience is available for up to 6 guests for a 90-min reservation. 
  • Brunch with the Big Guy. Grand Geneva’s Brunch with Santa will take place on select dates in November and December. Designed for children, families enjoy brunch served tableside.
  • Santa Mail: Speaking of the big guy, guests and visitors may take advantage of Grand Geneva’s magical mailbox and drop off letters to Santa Claus. Located in the resort’s main lobby, Santa’s helpers collect the mail daily at 3pm to mail it to the North Pole. The best part? Santa takes time out of his busy schedule to send a message back.
  • Gingerbread House WalkArea residents, in amateur, professional, adult and child categories, display their sugary masterpieces beginning November 19 through the holidays, creating a Gingerbread House Walk on the upper level in the resort’s Ristorante Brissago foyer. Judges from United Way of Walworth County and Grand Geneva will award cash prizes for the top three overall winners in five different age groups. New this year: The resort will feature its very own over-the-top Gingerbread display of its Ski Chalet on a 3×3 ft board. The sugary sweet ski display is made with 50+ lbs. of flour, 3 gallons of molasses, 6 dozen eggs, 12 lbs. of butter, 20 lbs. of brown sugar, and lots of colorful candy.

Where Santa Goes to Splash & Swim: Grand Geneva’s resort campus is also home to sister-property Timber Ridge Lodge & Waterpark. This all-suite resort features rooms with kitchens and extra space, plus its very own indoor waterpark where it is always a warm 86 degrees. A perfect holiday escape for families, the resort also offers Breakfast with Santa, plus holiday hotel package deals. Santa has previously been spotted taking a swim at Timber Ridge, and on December 22 and 23, he will be taking a relaxing break and greeting guests in his very own Santa cabana in Timber Ridge’s Moose Mountain Falls. 

  • Grand Geneva’s The Mountain Top is one of the country’s top family-friendly ski hills. The perfect ski and snowboard hill for beginners, The Mountain Top is slated to open for the season on December 16. It is also one of Santa’s favorite slopes, and he is slated to make an appearance at the ski chalet a few times this holiday season!
  • In case the weather outside is frightful, there are plenty of other delightful family-friendly activities to enjoy, including holiday movie nights, ornament painting, gingerbread house decorating, and other fun holiday crafting and games.
  • Grand Geneva’s Midwest Holiday Hospitality by the Numbers
  • 2 million twinkling lights
  • 6 weeks of celebration
  • 50lbs of flour for an oversized ski chalet gingerbread display
  • 1 set of skis for Santa
  • 7 igloos
  • 32ft outdoor Christmas tree with 24,500+ lights
  • 1 Santa cabana
  • 50+ gingerbread houses on display
  • 70 holiday light displays, including 14 animated
  • 66 indoor holiday trees

For additional information on holidays at Grand Geneva Resort & Spa, please visit grandgeneva.com

Chicago Holiday Dining Guide

Hang up your apron this holiday season and opt to either dine out or having the fixings brought to your home table. Want to know how? Check out these options from Choose Chicago.

Chicago Restaurant Specials To Bring Thanksgiving to Your Home: 

Avli Taverna (1335 W Wrightwood Ave #1, Chicago, IL 60614) will offer holiday meals for pick-up from November 20-22, 2023). The menu includes Oven-Roasted Lamb Shoulder Meal with greek potatoes, avgolemono soup, spinach and walnut salad, and piece of walnut cake (Price: $46 per person); Greek-Style Half Chicken with greek potatoes, avgolemono soup, spinach and walnut salad, and piece of walnut cake (Price: $39 per person); Tray of Pastichio, a traditional casserole of pasta, ground beef and bechamel (Price: $60, serves 4-6). The meals come hot & ready to eat or cold with reheating instructions. Order on Tock Here

Bloom Plant Based Kitchen (1559 N Milwaukee Ave, Chicago, IL 60622)Bloom Plant Based Kitchen from James Beard-nominated Chef Rodolfo Cuadros is  your vegan and gluten-free friendly option for this year’s Thanksgiving spread. Bloom offers a four-course to-go package for this year’s holiday. Diners can get a Leek & Chestnut Soup for a starter, an Autumn Harvest Salad with a mustard maple vinaigrette, Royal Acorn Squash with stuffed acorn squash, smoked mushrooms and chimichurri and a Pumpkin Pie to close out the meal with cranberry bourbon vanilla preserve, toasted meringue and a lemon balm. Ordering will be available beginning October 20 through their website, and will continue through November 20. Pick-up will be on Wednesday, November 22. 

Daisies (2375 N Milwaukee Ave, Chicago, IL 60647)If you’re giving your turkey baster and carving set a break this year, let one of the hottest restaurants in Chicago whip you up a full Turkey Day spread that takes the holiday’s most nostalgic dishes up a notch. Logan Square’s favorite vegetable-focused restaurant, Daisies (New York Times’ Restaurant List 2023) is bringing back their Thanksgiving dinner kits filled with seasonal, Midwestern-inspired holiday classics. Sit back and relax, because Executive Chef Joe Frillman and the team are cooking up a full feast including a Sous Vide Turkey Breast and Confit Leg and Thigh and a variety of sides like Candied Sweet Potatoes with marshmallow, Sage and Maple Stuffing, Brussel Sprouts with Grapes in Bacon Vinaigrette and more. For desserts, take your pick between scrumptious Pumpkin or Apple Crumb Pies (Price: $35 each) whipped up by Executive Pastry Chef Leigh Omilinsky. And of course, if you’re really looking to impress the in-laws, add on a wine trio (Price: $99) to receive three bottles that’ll pair perfectly with your Thanksgiving meal. To-go kits are $240 each and must be ordered in advance with pick-up available on Thanksgiving day. Orders available here on Tock 

The Dearborn (145 N Dearborn St, Chicago, IL 60602)Take the chaos out of baking and pick up a pie from one of Chicago’s best downtown spots. For $35, guests have the option to order two delicious desserts, the French Silk Pie made with dark chocolate custard, oreo shortbread and mascarpone chantilly or the Dutch Apple Pie made with cinnamon apples, “rough puff” crust and a graham cracker streusel. Link to order here. Price: $35

Farm Bar Lakeview (1300 W Wellington Ave, Chicago, IL 60657) Lakeview’s quintessential neighborhood tavern, known for their seasonal and approachable menus, are offering the ultimate Thanksgiving to-go box complete with every main, side and dessert that you will need to serve all your loved ones. Two package options are available – smaller size for 2-4 people and large size for 6-8 people. The menu is handcrafted by Executive Chef David Wakefield, including a Carved and Cooked Turkey, Butternut Squash Bisque, Side of Toasted Pepitas and Creme Fraiche, Autumnal Salad, Mashed Yukon Gold Potatoes, Gravy, Honey Balsamic Brussel Sprouts, Cornbread and Brioche Stuffing, Green Bean Casserole, Dinner Rolls and Pumpkin Pie. All dishes will only need to be preheated and ready to eat on Thanksgiving Day. Link to order here. Ordering is available until November 15 with pickups available Wednesday, November 22 from 12pm-5pm. Price: Package A (2-4 people): $140, Package B (6-8 people): $200.

Fora (311 N Morgan St, Chicago, IL 60607) – Located in the heart of Fulton Market on the ground floor of The Emily Hotel, Fora is offering a Thanksgiving To-Go feast perfect to pick-up for busy families and hungry gatherings. Menu highlights include a maple sage butter Tom turkey breast, roasted turkey gravy, buttermilk potato purée, heirloom carrots & french beans, orange cranberry sauce, herb sourdough stuffing, farmer’s salad, roasted beets, Hawaiian rolls and apple cranberry pie. Price: $275 (2-4 people), $350 (4-8 people).

Lexington Betty Smokehouse (756 E 111th St., Chicago, IL 60628) – Chicagoland is feeling extra thankful for Lexington Betty Smokehouse this holiday season! The BBQ haven is rolling out its annual Thanksgiving menu, brimming with turkey bliss and rib tips from the season four champion of Food Network’s “BBQ Brawl” and 2023 Master of ‘Cue herself, Chef Dominique Leach. A variety of to-go packs are available for preorder, fit for the hostesses with the mostess and the Friendsgiving goer in need of a ‘homemade’ side alike.

  • Betty Traditional (Feeds Four) | Smoked Turkey, Gravy, Turkey Gizzard Dressing, Cranberry Relish, Candy Yams, Gouda Mac N Cheese, Cornbread Muffins  (Price: $150)
  • Betty “Smoked” (Feeds Four) | Smoked Chicken, Rib Tips, Brisket Baked Beans, Gouda Mac N Cheese (Price: $125)
  • Betty Have It Your Way (A La Carte) | $75 Whole Smoked Turkey (12-15 lbs), $28 Brisket (per lb), $70 Gouda Mac N Cheese (Full Pan), $50 Greens, $70 Peach Cobbler

Orders to be placed online at lexingtonbetty.com by Wednesday, November 15th for pickup on Wednesday, November 23. Pricing varies by selected Thanksgiving to-go pack.

Michael Jordan’s Steakhouse (505 N Michigan Ave, Chicago, IL 60611) – Known for its impressive carnivorous offerings, Michael Jordan’s Steakhouse will be living up to their iconic reputation with an epic Thanksgiving meal available for dine-in or to carry out. A feast of Slagel Family Farm Roasted Turkey served with Apple-cranberry sauce will be served alongside Nuske’s bacon French green beans and Au Gratin Sweet Potatoes. Available from 4 – 8:30 PM, make reservations and order online here. Price: $59

The Publican (837 W Fulton Market, Chicago, IL 60607) – Leave the prep to the pros behind One Off Hospitality’s culinary powerhouse, as The Publican comes together once again with acclaimed Head Chef/Butcher Rob Levitt of Publican Quality Meats and James Beard Award-winning baker Greg Wade of Publican Quality Bread to elevate your at-home Thanksgiving! Skip the grocery store chaos and pre-order sustainably-raised Slagel Farms-sourced turkey and ham, with add-ons like brine kits, gravy, and stuffing sausage to make cooking a breeze. Savvy hosts can outsource sides, pies, and everything in between, mixing and matching from Publican holiday favorites like garlic buttermilk mashed potatoes, roasted brussels sprouts with fregola, honey oat pull-apart rolls, house-made desserts, curated wines, and more! Orders can be picked up at The Publican or delivered right to your door for $15 (restrictions apply, please refer to the delivery map on Table22). Pickup and delivery available 12 p.m. to 6 p.m. on Monday, November 20th, Tuesday, November 21st, and Wednesday, November 22nd. Available here on Table22.

Chicago Hotels & Restaurants That Set a Fine Table 

Maple & Ash (8 W Maple St, Chicago, IL 60610) – Chef/Partner Danny Grant and the team are here to take the stress off your plate this year by serving up an indulgent feast featuring beloved Thanksgiving classics made with their signature luxurious flair that’s sure to impress your relatives. Settle into Maple’s elegant dining room and start your dinner off with a toast of bubbles picked from their robust, expertly crafted list of bottles. For the main course, dig into a decadent Black Truffle Turkey plate (Price: $75) complete with favorite sides like pomme puree, brussel sprouts and chanterelles for a dose of classic Thanksgiving comfort. For those who still need their fix, Maple’s wood-fired menu of steaks, seafood towers, and caviar will also be available. Thursday, November 23, 1:00 p.m. – 7:00 p.m.; reservations available here

The Peninsula Chicago (108 E Superior St, Chicago, IL 60611) – Elaborate holiday brunches have been a signature of The Peninsula Chicago for many years. Guests can usher in the festive fall harvest season with The Lobby’s annual Thanksgiving Brunch on Thursday, November 23, which will feature à la carte plated options and buffet items served via a variety of stations: the carving station features Ferndale turkey, dry aged striploin, suckling pig; local foraged mushrooms and ancient grain station; seafood station with jumbo shrimp, Alaskan king crab, Jonah crab claws, east and west coast oysters, sushi and sashimi, maki and nigiri; an imported and domestic caviar station; a global cheese and charcuterie station; Shanghai Terrace station featuring Peking Duck, handmade dim sum and stir-fried favorites; and a Lobster bisque with winter truffle action station. A decadent dessert buffet rounds out the holiday selections. Entertainment features a string quartet as well as a roving magician for children. Brunch seatings are from 10:00 am to 5:00 pm. Brunch is priced at US$ 325 per adult and US$ 95 per person for children ages 5 to 12 years. Prices exclude tax and gratuity. Reservations are accepted via TOCK.

Trump International Hotel & Tower Chicago (401 N. Wabash Avenue, Chicago, IL 60611) – Guests can indulge in a 4-course Thanksgiving Dinner at Terrace16 on Thursday, November 23. The first course will include a carrot & parsnip soup, parsnip chips and chives, followed by a second course of kale chicory salad with toasted pecans, apples, acorn squash, pumpkin goddess dressing. The main course will feature slow roasted sliced turkey with black garlic pomme puree, roasted winter vegetables, stuffing, cranberry sauce, and turkey demi glaze. To top it all off, dessert will include a slice of pie (pumpkin, pecan, or sweet potato). The Regular Dinner Menu will be available as well. Price: $85 per adult, $39 per child (under 12 years old) prior to taxes & service charges. Booking is available via OpenTable.

Chicago Cooking Classes To Hone Your Kitchen Skills: 

Tutore Cooking School (2755 W Belmont Ave. Chicago, IL 60618) – Why buy pies when you can make them from scratch? Tutore Cooking School is offering a number of Thanksgiving pie making classes, teaching the proper steps to make the perfect pie for Thanksgiving dinner. From making the flaky pie crust, finding the best apples, proper baking tips, and general knife skills, students will be able to learn how to make both a Pumpkin and Apple pie. At the end of the class, each guest will be able to bring home a full pie. Classes are available November 19 -November 22, 2023.