‘Tis the season for holiday pop-up bars. Some of Chicago’s favorite bars have temporarily transformed their outdoor space into full-blown winter wonderlands. Expect over-the-top decorations, seasonal cocktails, festive food specials, and plenty of photo opps at holiday-themed bars all around the city. And don’t wait — many of these seasonal extravaganzas disappear after the new year. Celebrate the season at these festive pop-up patio experiences in Chicago:

Santa Baby at Deuce’s

Photo by Kailley Lindman Photography

Now through Jan. 6, 2021

If you want to go all in on the holidays, why not celebrate at this over-the-top Christmas experience? Santa Baby at Deuce’s in Wrigleyville features extensive decor, themed food and drinks, and more in their photogenic outdoor space. Tables are located inside a tented and heated patio, but make sure to bundle up. Make your reservations here.

Blitzen’s Popup at Recess

Now through Dec. 27, 2020

Walk through a winter wonderland at this outdoor pop-up on the spacious patio at Recess. Sip on their Twelve Days of Christmas cocktail creations, roast s’mores around bonfire table pits, and decorate your own holiday cookies. Kids are welcome to visit the Letters To Santa station where they can have their holiday wish lists mailed directly to the North Pole.

Jingle Bell Square at Lost Lake

Photo by Lyndon French

Now that to-go cocktails are a thing in Chicago, tiki hot spot Lost Lake is selling their famous drinks from a walk-up window in Avondale. All month long, sip on seasonal-inspired cocktails like the gin-based Jingle Horse, the Merry n’ Bright with rye whiskey, or Lost Lake’s take on eggnog. Plus, all drinks come in cute and portable glass bottles.

8 Crazy Nights at The Graystone Tavern

Now through Jan. 3, 2021

8 Crazy Nights, Chicago’s first Hanukkah-themed pop-up, is returning to The Graystone Tavern in Lakeview. The pop-up has taken over the bar’s enclosed, weatherproof patio, which will be decorated with dreidel ornaments, lighted menorah decor, a photo booth, and more than 8,000 blue and white lights.

A special food menu includes traditional Jewish favorites like latkes, matzo ball soup, brisket platters, and boozy jelly donuts. There’s also a playful drink menu with cocktails, beer, and shots. All themed food and drink are available for carry-out and delivery too.

Rudolph’s Christmas Bar at Casey Morans

Dec. 4 – Dec. 31, 2020

Rudolph’s Christmas Bar is taking over Casey Moran’s with an ultra-festive outdoor pop-up experience. The enclosed space will feature wall-to-wall décor, a special holiday menu, and all the seasonal vibes you could ever want. Choose from large-format shareable cocktails like Jingle Juice, the Colossal Cocoa, or the Mega Yule Mule. There’s also themed bites, seasonal beers, and more. Make your reservations.

Holiday market at Houndstooth Saloon

Photo courtesy Houndstooth Saloon

Now through Dec. 24, 2020

In Wrigleyville, Houndstooth Saloon will be hosting their new Houndstooth Holiday Market on the bar’s patio. Enjoy snacks like candied nuts, hot pretzels, hot cider, and Griswolds’ themed food specials while you shop local artists, bakers, and vendors. The market is open seven days a week through Dec. 24, 2020.

Winter Wonderland at JoJo’s Shake Bar

Milkshakes at JoJo's Shake bar

In River North, JoJo’s Shake Bar has launched a 5,000 square-foot outdoor Winter Wonderland. Grab a table under the tent and try their special holiday shakes, boozy hot chocolates, a milk-and-cookies flight, Santa-approved cocktails, and more. Reservations are now available with a $20 fee per table.

Rudolph’s Holiday Rooftop at LH Rooftop

Now through Dec. 30, 2020

Enjoy sweeping city views and tons of holiday cheer at Rudolph’s Holiday Rooftop. Located atop the LondonHouse Chicago, this new seasonal pop-up includes features festival menu items, private igloos, holiday décor, and back-drops for capturing photos.

Tickets are $50 and include two themed cocktails and two chef-prepared plates of food. Book your reservations.

Jack’s Winter Walk Pop-Up & Christmas Tree Farm

Now through Jan. 3, 2021

While there’s no food or drink at this pop-up, there’s still plenty of family-friendly holiday cheer. Jack’s Winter Walk Pop-Up & Christmas Tree Farm on Goose Island invites guests to find the perfect tree, enjoy the fresh air, and snap a holiday Instagram at their scenic, all-ages pop-up on Goose Island. Tickets are required.