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The Most Festive Holiday Bars and Pop-Ups in Chicago This Season
The Most Festive Holiday Bars and Pop-Ups in Chicago This Season

The Most Festive Holiday Bars and Pop-Ups in Chicago This Season

Make the most of the holidays in Chi-Town. 🎄🍸✨


Published November 18, 2022

The holidays are upon us, and Chicago is showing out with tree lightings, ice rinks, holiday markets, and more. There are so many ways to enjoy the season (and we’ve listed them all out for you on our ultimate winter bucket list), but few things can induce the spirit of the season like sipping a festive drink surrounded by an impressive display of holiday decor can.

This time only comes once a year though, so we’ve rounded up the top holiday bars and pop-ups in Chi-Town this winter to make sure you don’t miss out.

Holly Jolly Pop-Up Bar at Electric Garden

Holly Jolly Pop-Up Bar at Electric Garden

Do you miss the wonder of the holidays when you were a kid? Stepping into the Holly Jolly Holiday Bar will bring a little bit of the magic back. Electric Garden will be decked top to bottom in Christmas-themed decor, so grab tickets and go enjoy a festive cocktail, photo ops, and a little magic.

Where: Electric Garden: 324 S Racine Ave, Chicago, IL 60607
For more information on the Holly Jolly Pop-Up Bar.

flightEXCLUSIVE

location_on Electric Garden, CHI

Holly Jolly Holiday Bar at Electric Garden

From$15 $10 33% off
  • event 2022-11-01
book

Do you miss the wonder of the holidays when you were a kid? Stepping into the Holly Jolly Holiday Bar will bring a little bit of the magic back. Electric Garden will be decked top to bottom in Christmas-themed decor, so grab tickets and go enjoy a festive cocktail, photo ops, and a little magic.

Where: Electric Garden: 324 S Racine Ave, Chicago, IL 60607
For more information on the Holly Jolly Pop-Up Bar.

JoJo’s ShakeBAR’s Winter Wonderland

JoJo’s ShakeBAR’s Winter Wonderland

Check out JoJo's immersive dining experience for good times and seasonal fare. Step into a Winter Wonderland and rock around the 17-foot Christmas tree to your favorite holiday tunes, or cozy up with a Biggie Hot Chocolate and friends in one of JoJo’s private igloos.

The festive (and heated) patio setting is the perfect place to escape the cold and enjoy JoJo’s decadent milkshakes, holiday cocktails, and delicious diner fare. Come hungry and enjoy the Honey Fried Chicken Sandwich, Smash Burger, loaded Fries, or the belly-warming chicken pot pie!

Where: River North: 23 W Hubbard St, Chicago, IL, 60654
For more information on JoJo’s ShakeBAR’s Winter Wonderland.

flightEXCLUSIVE

location_on JoJo’s ShakeBAR, CHI

JoJo’s ShakeBAR’s Winter Wonderland

$10 $7 30% OFF
  • event 2022-11-14
book

Check out JoJo's immersive dining experience for good times and seasonal fare. Step into a Winter Wonderland and rock around the 17-foot Christmas tree to your favorite holiday tunes, or cozy up with a Biggie Hot Chocolate and friends in one of JoJo’s private igloos.

The festive (and heated) patio setting is the perfect place to escape the cold and enjoy JoJo’s decadent milkshakes, holiday cocktails, and delicious diner fare. Come hungry and enjoy the Honey Fried Chicken Sandwich, Smash Burger, loaded Fries, or the belly-warming chicken pot pie!

Where: River North: 23 W Hubbard St, Chicago, IL, 60654
For more information on JoJo’s ShakeBAR’s Winter Wonderland.

TBOX Holiday Bar Crawl

TBOX Holiday Bar Crawl

What started as a bar crawl at 12 bars (Twelve Bars of Christmas, aka TBOX) is now the world’s largest, longest-running, and most spectacular holiday bar crawl taking place at tons of bars in the Wrigleyville neighborhood! Whether you're naughty or nice, it's time to get into the holiday spirit at this iconic Chicago event. Tickets include admission to all bars and free breakfast buffets, gift cards to use on the crawl, drink specials, giveaways, and more!

Where: Wristband pick-up: TBA
For more information on TBOX.

best price

location_on Wrigleyville, CHI

TBOX - Chicago's Christmas Crawl

$22.75 $16.60 27% OFF
  • event 2022-12-10
book

What started as a bar crawl at 12 bars (Twelve Bars of Christmas, aka TBOX) is now the world’s largest, longest-running, and most spectacular holiday bar crawl taking place at tons of bars in the Wrigleyville neighborhood! Whether you're naughty or nice, it's time to get into the holiday spirit at this iconic Chicago event. Tickets include admission to all bars and free breakfast buffets, gift cards to use on the crawl, drink specials, giveaways, and more!

Where: Wristband pick-up: TBA
For more information on TBOX.

Butch McGuire’s

Butch McGuire’s

The family-owned Irish saloon in Near Northside is a staple Chicago bar and restaurant all year-round but is definitely worth a visit during the holiday season. For over 50 years, tinsel, garlands, ornaments, and lights have been hung from the ceiling, around the windows, and from the bar to create an explosion of holiday cheer from the moment guests step foot into the longstanding establishment.

Most notable though is the Butch McGuire Holiday Express. Every train you see running above your head at Butch McGuire’s is sponsored with generous donations to Chicago Mercy Home For Boys and Girls.

Where: 20 W Division St, Chicago, IL 60610
For more information on Butch McGuire’s.

The family-owned Irish saloon in Near Northside is a staple Chicago bar and restaurant all year-round but is definitely worth a visit during the holiday season. For over 50 years, tinsel, garlands, ornaments, and lights have been hung from the ceiling, around the windows, and from the bar to create an explosion of holiday cheer from the moment guests step foot into the longstanding establishment.

Most notable though is the Butch McGuire Holiday Express. Every train you see running above your head at Butch McGuire’s is sponsored with generous donations to Chicago Mercy Home For Boys and Girls.

Where: 20 W Division St, Chicago, IL 60610
For more information on Butch McGuire’s.

Gingerbread House Making & Cocktails at the Pink Squirrel

Gingerbread House Making & Cocktails at the Pink Squirrel

Get into the holiday spirit with a gingerbread house-making experience in Tinseltown at the Pink Squirrel, Logan Square’s best holiday pop-up bar. Immerse yourself in a winter wonderland, decorated from top to bottom in over-the-top holiday decor as you create a gingerbread masterpiece. Cocktails and shots are included with each ticket!

Where: Tinseltown Holiday Bar (The Pink Squirrel): 2414 N Milwaukee Ave, Chicago, IL 60647
For more information on Gingerbread House Making & Cocktails at the Pink Squirrel.

flightEXCLUSIVE

location_on The Pink Squirrel, CHI

Gingerbread House Making + Cocktail Package for Two at Tinseltown

$65
  • event 2022-11-21
book

Get into the holiday spirit with a gingerbread house-making experience in Tinseltown at the Pink Squirrel, Logan Square’s best holiday pop-up bar. Immerse yourself in a winter wonderland, decorated from top to bottom in over-the-top holiday decor as you create a gingerbread masterpiece. Cocktails and shots are included with each ticket!

Where: Tinseltown Holiday Bar (The Pink Squirrel): 2414 N Milwaukee Ave, Chicago, IL 60647
For more information on Gingerbread House Making & Cocktails at the Pink Squirrel.

Paradise Park Pizza

Paradise Park Pizza

We all know Paradise Park is one of the best places in the city to grab a slice, but it’s also one of the best spots to get into the holiday spirit with its merry decor, lights, and seasonal menu items. Gather the group and go out for pizza and a festive cocktail surrounded by a dazzling display of holiday cheer.

Where: 1913 W. North Ave., Chicago, IL 60622
For more information on Paradise Park Pizza.

 

EXPLORE MORE:
Chicago's Ultimate 2022 Winter Bucket List
Chicago's Christkindlmarket Returns This Month
Wonka Wonderland's New Year's Eve Party

We all know Paradise Park is one of the best places in the city to grab a slice, but it’s also one of the best spots to get into the holiday spirit with its merry decor, lights, and seasonal menu items. Gather the group and go out for pizza and a festive cocktail surrounded by a dazzling display of holiday cheer.

Where: 1913 W. North Ave., Chicago, IL 60622
For more information on Paradise Park Pizza.

 

EXPLORE MORE:
Chicago's Ultimate 2022 Winter Bucket List
Chicago's Christkindlmarket Returns This Month
Wonka Wonderland's New Year's Eve Party

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