Chicago Holiday Hotel Dinners & Special Events

Photo courtesy of Staypineapple Chicago

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.
  • Entree Selections: Eggs Benedict, Lemon Ricotta Pancakes, Roasted Turkey, Herb Crusted Prime Ribeye, Gnocchi, Seared Pacific Coast Salmon, Grilled Lamb Chops
  • 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
  • 4th Course: Chocolate Decadence
Photo courtesy of Staypineapple The Loop.

Staypineapple The Loop is offering the following meal packages:

  • 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)
Photo courtesy of The Pendry Chicago.

The Pendry Chicago’s special holiday events include: 

  • 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 menu here

For more information about where to stay and what to do in the city, visit Choose Chicago.

Join in a Friendsgiving Dinner at Virtue Cider

On Saturday, November 23rd, from 6-9 pm, join Virtue founder Greg Hall for an evening of feasting, proper farmhouse cider tastings, and live music. Hosted in the cider tasting room at the beautiful 48-acre Virtue Farm in Fennville, guests can dig into roasted turkey and seasonal sides all paired with curated cider selections — a perfect way to celebrate Thanksgiving with your closest friends before heading home for the holiday.

Plus, those still searching for a Thanksgiving Day housewarming gift can pick up one of Virtue’s Thanksgiving Cider Boxes, which contain four 750 ml bottles of old-world, autumnal craft ciders. Each box is $125 and will be available for purchase at the event. Tickets for the evening are $100 and can be found on Tock. Must be 21+ to attend. 

All photos courtesy of Virtue Cider.

FRIENDSGIVING WITH VIRTUE CIDER FOUNDER GREG HALL

https://virtuecider.com/ | 2170 62nd Street Fennville, MI 

DATE: Saturday, November 23rd 

TIME: 6-9 pm 

TICKETS: $100 per person, available for purchase here.

MORE INFORMATIONHere

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 , 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.