Enjoy a festive holiday brunch buffet and a special visit from Santa & Mrs. Claus. Price:Adults $55 | Children 12 & under $25. Beverages available at an additional cost. Reservations on OpenTable.
Gold Coast
Adorn Bar & Restaurant
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 sounds of the season. Reservations available via OpenTable.
Credit: Carnivale
Lincoln Park
Cafe Yaya
Cafe Yaya is back for year 2 of their annual holiday artisan market! Join in their upstairs event space on November 29th from 2-6 PM for an afternoon of supporting local artisans and small businesses just in time for the holidays! Vendors will be selling a range of products including artwork, home goods, jewelry, ceramics, and more. The market will also feature an all-ages cookie decorating station, free for all!
River Shannon
River Shannon is celebrating the season with over-the-top holiday decor, festive drinks, holiday beer on tap, and, of course, holiday-themed treats for all furry visitors. Guests can expect several festive dog events including Grinchmas at River Shannon and Dog Photos with Santa. Guests can stop in for Grinchmas on Tuesday, December 1 from 5pm to 8pm featuring a complimentary photo opp with the Grinch! Patrons can stop in with their furry friends on Tuesday, December 15 from 5pm to 8pm for a complimentary photo opp with Santa.
Lincoln Square
Piccadilly Pub
Piccadilly Pub is going all out for the holidays, transforming its UK-inspired neighborhood tavern into a festive spot for fireside pints and pub fare, for holiday get-togethers and warming up all winter long. Some highlights include:
Seven Festive Cocktails (Available beginning Nov. 13): The Pub is rolling out a holiday cocktail lineup featuring twists on seasonal favorites including Snow Globe, a cranberry and rosemary gin cocktail garnished with singed rosemary; Marley's Ghost, a cozy London Fog-inspired cocktail with black tea-infused vodka, oat milk and fresh nutmeg; Nochebuena, a smoky mezcal Old Fashioned with coffee and mole bitters; and Ember & Berry, a blueberry rosé cider spritz served with a smoldering cinnamon stick. Additional offerings include the carrot-forward What's Up, Doc?, tropical Redpoll and spicy Heat Miser Mezcalita.
12 Pints of Piccadilly Holiday Beer Passport (Nov. 27–Dec. 23): Grab a passport and sip your way through 12 festive holiday beers! Guests receive a stamp with each pint, and those who complete all 12 earn an exclusive Piccadilly prize. No need to finish in one night, so it's excuse to return throughout the holiday season.
Holiday Floral Workshop (Dec. 20 at 2 PM): Get into the holiday spirit with a festive floral workshop at the Pub. Ticket details to come.
Holiday Movie Trivia (Dec. 21 at 7 PM): Put your holiday movie knowledge to the test with a festive trivia night at the Pub.
Piccadilly Pub is open Monday-Thursdays from 3 PM-10 PM, Friday-Saturday from 11 AM-11 PM and Sunday from 11 AM-9 PM. This year's holiday hours will include closures on Thanksgiving, Christmas Eve, and Christmas Day. The Pub will be open on New Year's Eve and New Year's Day from 11 AM-11 PM.
Loop
Petterino's
Celebrate the holiday season at Petterino’s with a festive Santa Brunch on Saturday, November 28, from 10 a.m. to noon. Families can enjoy brunch together and a special visit from Santa. The holiday fun continues Saturday, December 5, with live Christmas carolers performing two short sets at 2 p.m. and 6:30 p.m. Guests can also warm up with Petterino’s Apple Cider Hot Toddy, available as a $7 mocktail or $14 bourbon-spiked cocktail. Made with bourbon, apple cider, honey, ginger and lemon, the seasonal drink is finished with candied ginger and a cinnamon stick.
Credit: Piccadilly Pub
Old Town
She-nannigans
She-nannigans is getting into the holiday spirit with festive decor, seasonal drinks and plenty of entertainment. Guests can enjoy holiday-themed board games alongside bar favorites like darts, pop-o-shot, cup pong and giant Jenga. A special holiday drink menu featuring festive shots adds to the seasonal fun. Tuesday nights get a festive twist at She-nannigans! Every Tuesday in December starting at 7pm, guests can settle in for an evening of holiday-themed board games, puzzles and classic Christmas movies playing throughout the bar. Free popcorn, holiday drinks and plenty of friendly competition make for the perfect midweek tradition. The holiday soundtrack takes over She-nannigans every Thursday through Saturday starting at 5 p.m. beginning Friday, November 27. DJs will spin festive favorites and party hits throughout the weekend, while Thursday nights bring a special twist with Holiday Carol-oke starting at 8pm. Guests can grab the mic and sing along to their favorite holiday classics. On Friday, December 18 at 7pm, She-nannigans invites guests to break out their boldest, quirkiest and most outrageous holiday sweaters for an Ugly Sweater Holiday Party. Expect festive drinks, holiday tunes and plenty of seasonal fun.
The Lodge Tavern
Known for its winter cabin atmosphere, The Lodge Tavern is taking things up a notch with twinkling lights, wreaths, garland and plenty of holiday cheer. Guests can enjoy seasonal cocktails, specialty holiday shots, Christmas beers and a lineup of festive events throughout the season, including a few celebrations for four-legged friends. The Grinch is coming to The Lodge! Guests can stop by on Saturday, December 5 from 4pm to 6pm for a complimentary photo opp with the Grinch. Bring the pups along to capture the ultimate holiday memory as they meet the mean one himself! The Lodge is bringing the mountains to Division Street with an Après Ski Party on Sunday, December 20 starting at 3pm. Expect cold drinks, winter-inspired vibes and a full afternoon of post-slope fun. Ski gear is encouraged as guests trade the slopes for the bar and settle in for a little après ski without ever leaving the city.
Credit: The Lodge Tavern
River North
Sifr & Sifr Cafe
At Sifr & Sifr Café, Chefs Sahil Sethi and Sujan Sarkar are serving festive daytime bites and an evening feast. Start the day from 8:00 AM–1:00 PM at Sifr Café with Middle Eastern-inspired pastries like Baklava Croissants and Carrot Halwa Babka alongside Date Caramel Lattes, or stop by from 5:00–9:30 PM at Sifr to enjoy the Chef’s Tasting Menu for $60 per person or feast à la carte on wood-fired Middle Eastern and Mediterranean dishes (reservations available via SevenRooms).
Nonnina
Add a little holiday magic to your evening at Nonnina with live Christmas carolers on Saturday, December 5. Carolers will make two appearances, performing from 2:30-2:45 p.m. and again from 7-7:15 p.m. Guests can enjoy the sounds of the season while dining in Nonnina’s cozy River North setting.
The Redhead Piano Bar
Sing along to your favorite carols at Redhead Piano Bar! Tucked away on bustling Ontario Street, The Redhead Piano Bar invites guests to sing along to all the holiday classics with nightly live piano music and performances from 7 p.m. to 4 a.m. The cozy late night spot decked out with garland, lights, and mistletoe will feature a special limited time holiday cocktail menu for those celebrating the season.
The Langham, Chicago
"Frost and Feast" Christmas Brunch is afestive dining experience featuring carving, seafood, and dessert stations, live entertainment, visits with Santa and more. Reservations via OpenTable; available on Friday, December 25 from 11:00 am-5:00 pm CT.
Credit: The Langham, Chicago
West Loop
Guinness Open Gate Brewery
Enjoy special offerings, including Festive Flights, featuring three holiday pours and three fresh @sugarblisscakes cookies, available for the entire month of December. Additionally, Guinness will offer purchasing guests access to their new Inciardi Prints machine, featuring exclusive print designs special to Guinness and the Chicago brewery.
Credit: Guinness Open Gate Brewery
Suburbs
CIMA
Celebrate the holidays in Rosemont at Mediterranean-inspired CIMA, located at the Hyatt Centric Chicago O’Hare, where the kitchen is serving festive à la carte specials alongside its seasonal menu. Holiday entrées include Black Cod ($46) paired with olive tapenade, baba ganoush, and a fennel orange salad, as well as Grilled Lamb Chops ($60) served with skordalia, lemon salsa verde, and charred rapini (reservations available online).
The Happ Inn Bar & Grill
Bring the family together for a festive morning at The Happ Inn’s Santa Brunch on Sunday, November 29, from 10 a.m. to noon. Guests can enjoy a holiday brunch and a special visit from Santa.
Credit: The Happ Inn Bar & Grill
Multiple Locations
Goddess & Grocer
The Goddess and Grocer’s Christmas catering menu makes Christmas dinner a little easier this year. Meal options include Christmas Dinner for Two $85, Family Matters (serves 6) $225, Ham It Up (serves 6) $225, Vegan Dinner for 2 $85 and a la carte food, wine, and more. The menu also offers options for those in need of vegetarian, vegan, gluten-free, and dairy-free options. New this year, the Christmas Dessert Box $45 with mini dutch apple pie, mini cherry lattice pie, hand-decorated iced shortbread cookies, peppermint brownies, festive spritz cookies cranberry-orange cheesecake, chocolate rum balls. The Christmas catering can be ordered at https://www.goddessandgrocer.com. Order by Noon on 12/17. Delivery is available and FREE pickup is available at all locations. Select items from the Christmas menu will be available in stores.
The Goddess and Grocer makes Hanukkah entertaining easy with a robust a la carte to-go / delivery menu full of twists on the classics with vegetarian, vegan and gluten-free options as well as Sommelier wine selections. To order, please visit GoddessandGrocer.com.Select items will be available in stores for pick up as well. Locations include Fulton Market, River North, Gold Coast, and Bucktown. Pre-Order by noon on Monday, December 1,2026.
Pinstripes
The eatertainment destination is partnering with Dallas-based Ugly Christmas Sweater Shop to host a festive pop-up from Friday, Nov. 14 through Dec. 28 at its Northbrook and Oakbrook locations. The shops will feature a wide selection of upcycled and new holiday garbs in both children and adult sizes for guests to purchase with pricing ranging from $14.99 - $39.99. Throughout the holiday season, guests can look forward to Pinstripes’ signature events like Kids Club on Nov. 14 and weekend brunch as well as festive additions such as Drinksgiving on Nov. 25, Santa Brunch every Saturday and Sunday starting Nov. 28 through Dec. 20 and New Year’s Eve celebrations for all ages. To get guests in the holiday spirit, Pinstripes is rolling out a limited-edition holiday cocktail menu. On Friday, Nov. 6, guests can enjoy a “First Taste” of the new holiday menu with $2 off all limited-edition holiday cocktails all day, a caricature artist from 5:30-7:30 p.m., live music from 6:30-9:30 p.m. as well as Pinstripes’ signature games and dining offerings. The First Taste event is free and open to the public, but guests are encouraged to RSVP via Eventbrite.
Kings Dining & Entertainment
For the first time, Kings Dining & Entertainment is bringing its Naughty List Lounge holiday pop-up to Chicagoland, taking over Kings in Lincoln Park and Rosemont from Nov. 9 through Jan. 15. The holiday experience pairs festive décor, seasonal cocktails and plenty of tinsel with bowling and games, creating a new way for Chicagoans to celebrate the season.
Start Here
Fulton Market
Enjoy a festive holiday brunch buffet and a special visit from Santa & Mrs. Claus. Price: Adults $55 | Children 12 & under $25. Beverages available at an additional cost. Reservations on OpenTable.
Gold Coast
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 sounds of the season. Reservations available via OpenTable.
Lincoln Park
Cafe Yaya is back for year 2 of their annual holiday artisan market! Join in their upstairs event space on November 29th from 2-6 PM for an afternoon of supporting local artisans and small businesses just in time for the holidays! Vendors will be selling a range of products including artwork, home goods, jewelry, ceramics, and more. The market will also feature an all-ages cookie decorating station, free for all!
River Shannon is celebrating the season with over-the-top holiday decor, festive drinks, holiday beer on tap, and, of course, holiday-themed treats for all furry visitors. Guests can expect several festive dog events including Grinchmas at River Shannon and Dog Photos with Santa. Guests can stop in for Grinchmas on Tuesday, December 1 from 5pm to 8pm featuring a complimentary photo opp with the Grinch! Patrons can stop in with their furry friends on Tuesday, December 15 from 5pm to 8pm for a complimentary photo opp with Santa.
Lincoln Square
Piccadilly Pub is going all out for the holidays, transforming its UK-inspired neighborhood tavern into a festive spot for fireside pints and pub fare, for holiday get-togethers and warming up all winter long. Some highlights include:
Seven Festive Cocktails (Available beginning Nov. 13): The Pub is rolling out a holiday cocktail lineup featuring twists on seasonal favorites including Snow Globe, a cranberry and rosemary gin cocktail garnished with singed rosemary; Marley's Ghost, a cozy London Fog-inspired cocktail with black tea-infused vodka, oat milk and fresh nutmeg; Nochebuena, a smoky mezcal Old Fashioned with coffee and mole bitters; and Ember & Berry, a blueberry rosé cider spritz served with a smoldering cinnamon stick. Additional offerings include the carrot-forward What's Up, Doc?, tropical Redpoll and spicy Heat Miser Mezcalita.
12 Pints of Piccadilly Holiday Beer Passport (Nov. 27–Dec. 23): Grab a passport and sip your way through 12 festive holiday beers! Guests receive a stamp with each pint, and those who complete all 12 earn an exclusive Piccadilly prize. No need to finish in one night, so it's excuse to return throughout the holiday season.
Holiday Floral Workshop (Dec. 20 at 2 PM): Get into the holiday spirit with a festive floral workshop at the Pub. Ticket details to come.
Holiday Movie Trivia (Dec. 21 at 7 PM): Put your holiday movie knowledge to the test with a festive trivia night at the Pub.
Piccadilly Pub is open Monday-Thursdays from 3 PM-10 PM, Friday-Saturday from 11 AM-11 PM and Sunday from 11 AM-9 PM. This year's holiday hours will include closures on Thanksgiving, Christmas Eve, and Christmas Day. The Pub will be open on New Year's Eve and New Year's Day from 11 AM-11 PM.
Loop
Celebrate the holiday season at Petterino’s with a festive Santa Brunch on Saturday, November 28, from 10 a.m. to noon. Families can enjoy brunch together and a special visit from Santa. The holiday fun continues Saturday, December 5, with live Christmas carolers performing two short sets at 2 p.m. and 6:30 p.m. Guests can also warm up with Petterino’s Apple Cider Hot Toddy, available as a $7 mocktail or $14 bourbon-spiked cocktail. Made with bourbon, apple cider, honey, ginger and lemon, the seasonal drink is finished with candied ginger and a cinnamon stick.
Old Town
She-nannigans is getting into the holiday spirit with festive decor, seasonal drinks and plenty of entertainment. Guests can enjoy holiday-themed board games alongside bar favorites like darts, pop-o-shot, cup pong and giant Jenga. A special holiday drink menu featuring festive shots adds to the seasonal fun. Tuesday nights get a festive twist at She-nannigans! Every Tuesday in December starting at 7pm, guests can settle in for an evening of holiday-themed board games, puzzles and classic Christmas movies playing throughout the bar. Free popcorn, holiday drinks and plenty of friendly competition make for the perfect midweek tradition. The holiday soundtrack takes over She-nannigans every Thursday through Saturday starting at 5 p.m. beginning Friday, November 27. DJs will spin festive favorites and party hits throughout the weekend, while Thursday nights bring a special twist with Holiday Carol-oke starting at 8pm. Guests can grab the mic and sing along to their favorite holiday classics. On Friday, December 18 at 7pm, She-nannigans invites guests to break out their boldest, quirkiest and most outrageous holiday sweaters for an Ugly Sweater Holiday Party. Expect festive drinks, holiday tunes and plenty of seasonal fun.
Known for its winter cabin atmosphere, The Lodge Tavern is taking things up a notch with twinkling lights, wreaths, garland and plenty of holiday cheer. Guests can enjoy seasonal cocktails, specialty holiday shots, Christmas beers and a lineup of festive events throughout the season, including a few celebrations for four-legged friends. The Grinch is coming to The Lodge! Guests can stop by on Saturday, December 5 from 4pm to 6pm for a complimentary photo opp with the Grinch. Bring the pups along to capture the ultimate holiday memory as they meet the mean one himself! The Lodge is bringing the mountains to Division Street with an Après Ski Party on Sunday, December 20 starting at 3pm. Expect cold drinks, winter-inspired vibes and a full afternoon of post-slope fun. Ski gear is encouraged as guests trade the slopes for the bar and settle in for a little après ski without ever leaving the city.
River North
At Sifr & Sifr Café, Chefs Sahil Sethi and Sujan Sarkar are serving festive daytime bites and an evening feast. Start the day from 8:00 AM–1:00 PM at Sifr Café with Middle Eastern-inspired pastries like Baklava Croissants and Carrot Halwa Babka alongside Date Caramel Lattes, or stop by from 5:00–9:30 PM at Sifr to enjoy the Chef’s Tasting Menu for $60 per person or feast à la carte on wood-fired Middle Eastern and Mediterranean dishes (reservations available via SevenRooms).
Add a little holiday magic to your evening at Nonnina with live Christmas carolers on Saturday, December 5. Carolers will make two appearances, performing from 2:30-2:45 p.m. and again from 7-7:15 p.m. Guests can enjoy the sounds of the season while dining in Nonnina’s cozy River North setting.
Sing along to your favorite carols at Redhead Piano Bar! Tucked away on bustling Ontario Street, The Redhead Piano Bar invites guests to sing along to all the holiday classics with nightly live piano music and performances from 7 p.m. to 4 a.m. The cozy late night spot decked out with garland, lights, and mistletoe will feature a special limited time holiday cocktail menu for those celebrating the season.
"Frost and Feast" Christmas Brunch is a festive dining experience featuring carving, seafood, and dessert stations, live entertainment, visits with Santa and more. Reservations via OpenTable; available on Friday, December 25 from 11:00 am-5:00 pm CT.
West Loop
Enjoy special offerings, including Festive Flights, featuring three holiday pours and three fresh @sugarblisscakes cookies, available for the entire month of December. Additionally, Guinness will offer purchasing guests access to their new Inciardi Prints machine, featuring exclusive print designs special to Guinness and the Chicago brewery.
Suburbs
Celebrate the holidays in Rosemont at Mediterranean-inspired CIMA, located at the Hyatt Centric Chicago O’Hare, where the kitchen is serving festive à la carte specials alongside its seasonal menu. Holiday entrées include Black Cod ($46) paired with olive tapenade, baba ganoush, and a fennel orange salad, as well as Grilled Lamb Chops ($60) served with skordalia, lemon salsa verde, and charred rapini (reservations available online).
Bring the family together for a festive morning at The Happ Inn’s Santa Brunch on Sunday, November 29, from 10 a.m. to noon. Guests can enjoy a holiday brunch and a special visit from Santa.
Multiple Locations
The Goddess and Grocer’s Christmas catering menu makes Christmas dinner a little easier this year. Meal options include Christmas Dinner for Two $85, Family Matters (serves 6) $225, Ham It Up (serves 6) $225, Vegan Dinner for 2 $85 and a la carte food, wine, and more. The menu also offers options for those in need of vegetarian, vegan, gluten-free, and dairy-free options. New this year, the Christmas Dessert Box $45 with mini dutch apple pie, mini cherry lattice pie, hand-decorated iced shortbread cookies, peppermint brownies, festive spritz cookies cranberry-orange cheesecake, chocolate rum balls. The Christmas catering can be ordered at https://www.goddessandgrocer.com. Order by Noon on 12/17. Delivery is available and FREE pickup is available at all locations. Select items from the Christmas menu will be available in stores.
The Goddess and Grocer makes Hanukkah entertaining easy with a robust a la carte to-go / delivery menu full of twists on the classics with vegetarian, vegan and gluten-free options as well as Sommelier wine selections. To order, please visit GoddessandGrocer.com.Select items will be available in stores for pick up as well. Locations include Fulton Market, River North, Gold Coast, and Bucktown. Pre-Order by noon on Monday, December 1,2026.
The eatertainment destination is partnering with Dallas-based Ugly Christmas Sweater Shop to host a festive pop-up from Friday, Nov. 14 through Dec. 28 at its Northbrook and Oakbrook locations. The shops will feature a wide selection of upcycled and new holiday garbs in both children and adult sizes for guests to purchase with pricing ranging from $14.99 - $39.99. Throughout the holiday season, guests can look forward to Pinstripes’ signature events like Kids Club on Nov. 14 and weekend brunch as well as festive additions such as Drinksgiving on Nov. 25, Santa Brunch every Saturday and Sunday starting Nov. 28 through Dec. 20 and New Year’s Eve celebrations for all ages. To get guests in the holiday spirit, Pinstripes is rolling out a limited-edition holiday cocktail menu. On Friday, Nov. 6, guests can enjoy a “First Taste” of the new holiday menu with $2 off all limited-edition holiday cocktails all day, a caricature artist from 5:30-7:30 p.m., live music from 6:30-9:30 p.m. as well as Pinstripes’ signature games and dining offerings. The First Taste event is free and open to the public, but guests are encouraged to RSVP via Eventbrite.
For the first time, Kings Dining & Entertainment is bringing its Naughty List Lounge holiday pop-up to Chicagoland, taking over Kings in Lincoln Park and Rosemont from Nov. 9 through Jan. 15. The holiday experience pairs festive décor, seasonal cocktails and plenty of tinsel with bowling and games, creating a new way for Chicagoans to celebrate the season.
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