The bars of Wrigleyville are Popping Up this Holiday Season!

The Lakeview East Chamber of Commerce is proud to announce the return of one of Chicago’s favorite holiday celebrations, Wrigleyville Wonderland, running now at select venues through the end of February. Wrigleyville Wonderland brings the Holiday spirit to Chicago with 19 Wrigleyville businesses transformed into individualized holiday-themed destinations offering map projections, Instagrammable moments and activations. From the locations’ décor to actors dressed in costumes to the holiday themed drinks, there is something for everyone at Wrigleyville’s Wonderland.

Wrigleyville will be fully decked out for holidays again this year with many pop-ups sure to cater to your longing to celebrate the holiday season for the weeks leading up to (and even some after) the holidays. No need to go searching for them all – we’ve got that part covered for you!

Join us December 9th for our kick off party! Featuring 19+ pop ups, live performances, holiday dueling pianos, a holiday sing along, instagramable moments, costume characters, ice carving, give aways, and much more!

Register Here

5:00: Guest arrives for check in at Moe’s Cantina: Tacos served for first 200 that check in (EARLY ARRIVAL SUGGESTED)

5:15pm: Santas Wishlist opens at Rizzo’s Lot

5:30pm: Ice sculptor begins demonstration outside of Moe’s

6:00pm: Kilwins begins serving hot cocoa at store. (Cocoa served for the first 300 people that arrive to their store)

6:30pm: Amanda and her amazing band begins performance at Old Crow

7:00pm: Dueling Pianos starts at sluggers

9-10pm: After party at Trader Todds W/ Free Appetizers

The Country Club – Christmas Club

3462 N. Clark Street


Through February 1, 2022

No Cover

Wrigleyville’s original Christmas pop up bar is back. Enjoy a classic Christmas party experience with themed food, drink, music and decor.

Deuce’s- Santa Baby Christmas Bar

3505 N. Clark Street


You better watch out! Santa Baby Christmas bar is back offering a multi-room, multi-level, over the top Christmas experience offering brunch on Saturdays and Sundays at 10am and 12pm.

Diver at the Park – Santa’s Beach House

3475 N. Clark Street


Santa’s Beach House is here for its first Holiday season. Join Diver at the Park in their Tulum holiday inspired heated tent with their life sized palm trees decorated for a holiday on the beach. Get your Tulum holiday experience and cocktails in the heart of Wrigleyville

Winter at Gallagher Way

3635 N. Clark Street


Through February 20, 2022

Families, visitors and neighbors can celebrate the holidays by taking part in the many seasonal programs and activities at Gallagher’s Way Winterland return This year includes the return of the famous Christkindlmarket Wrigleyville, ice skating on an 8,000-square-foot ice rink, curling and skating lessons, Santa’s Workshop, wreath making classes, holiday movie screenings, special programming at Hotel Zachary and much more. New to this year’s transformation includes a special celebration of Hanukkah, ice bumper cars, plus even more festive décor around Gallagher Way.

The Graystone Tavern – 8 Crazy Nights – A Hanukkah Bar

3441 N. Sheffield Ave.


Through January 2, 2022

Back by popular demand for its third year, Chicago’s first and only Hanukkah-themed pop-up bar with decorations created for the Jewish holiday throughout the bar and weatherproofed beer garden, including over 14,000 blue and white lights and Hanukkah ball lanterns adorning the ceiling, Star of David and dreidel ornaments, lighted menorah decor, Mensch on a Bench, a Hanukkah sweater wall, an 8-foot inflatable dreidel and more. Throughout the pop-up, a special food menu, ranging in price from $5 to $16, will feature traditional and spins on Jewish favorites like Matzo Ball Soup and three flavors of Latkes including classic with sour cream and applesauce, cilantro jalapeno with chipotle sour cream and herb cheddar with chive sour cream. Board and card games will be available to guests nightly including Connect 4 with Hanukkah gelt, Cards Against Humanity Jew expansion pack, Mitzvah Match, Jewish Guess Who, Dreidel, Apples to Apples Jewish edition and Schmear Build-A-Bagel card game.

Houndstooth Saloon – Griswolds

3369 N. Clark Street


Through January 10, 2022

Inspired by the famous family and the hilarious movies, Houndstooth Saloon has menu selections including “Yakkin on a bone,” a two-lb turkey leg, “Cousin Eddie’s” spiked eggnog and Clark’s Cocoa.

HVAC Pub – The Christmas Pop UP

3530 N. Clark Street


Through January 15, 2022

HVAC will be transformed into a winter wonderland featuring Christmas drinks, food and music.

The Irish Oak – Leprechanunaka

3511 N. Clark Street


Through January 31, 2022

Irish Oak’s Leprechanuaka is a celebration of St Patty’s day during Christmas, where everyday is St Patty’s day at The Irish Oak. The bar is decorated from top to bottom in Irish and Christmas themes. So much green and Christmas cheer that you will never want to celebrate a different holiday again.

Wrigleyville Kilwins – 25 days of Chocolate

3519 N. Clark Street


Through December 31

Kilwins will offer caramel apples, hot chocolate and handmade chocolates perfect for gift giving for family, friends or yourself!

Lucky Dorr – Lucky Lodge

1101 W. Waveland


Through December 31

Lucky Dorr, Chicago’s favorite craft beer destination, will transform into Lucky Lodge. A festive Winterland destination with special décor, the aroma of hot apple cider and rustic comfort galore.

Moe’s Cantina – Whooville

3518 N. Clark Street


Moe’s becomes the celebrated holiday town of Whooville while offering a menu of shareable small plates, traditional full-size entrees, signature tacos and a cocktail list featuring house-made sangria, handmade margaritas, premium tequilas, and more.

Casey Moran’s – Rudolph’s Christmas Bar

3660 N. Clark Street


Through December 30

From the creators of Santa Baby Christmas Bar with all the Christmas spirits you know and love at Santa Baby with all new interactive social experiences and an incredible decor. Rudolph’s Christmas Bar will host a DIY Wreath Making Workshop November 30, December 7 and 14.

Mordecai – Mistletoe

3632 N. Clark Street

Through January 16, 2022


Thursdays – Saturdays, excluding Holidays through Dec. 30

Reservations are Free

Mistletoe, Mordecai’s annual holiday pop-up bar, boasts naughty and nice decorations and an exclusive holiday-inspired drink menu, featuring both contemporary and vintage cocktails. Groups of 1-4 can reserve two hour blocks (4 p.m., 6 p.m. and 8 p.m. on Tock, Thursday-Saturday.

NOLA Bar & Kitchen – A Very Cajun Christmas

3481 N. Clark Street


Through January 20, 2022

Inspired by the legend of Papa Noel, it’s a Cajun Christmas Story. In a deep swampy bayou of Louisiana, Papa Noel rides the river in a boat that’s pulled by alligators to send out presents. A very cajun Christmas offers unique New Orleans style Christmas decoration with classic cajun eats. It’s a place to gather friends and families and let the good times roll. Laissez les bons temps rouler!

Old Crow Smokehouse – Santa’s Workshop

3506 N. Clark Street


Wrigleyville’s award-winning barbecue from the kitchen of pitmaster and “MasterChef” Tony Scruggs is the home of Santa’s Workshop.

Rizzo’s Bar and Inn – John Vincent’s Holiday Sing Along

3658 N. Clark Street


Through December 30

Every Thursday at 7 p.m. and Every Sunday at 5 p.m through Dec. 30

Local singing legend, John Vincent, will be performing some of the holiday hits from all of your old time lounge singer favorites like Frank Sinatra, Dean Martin and Louis Armstrong!

Roadhouse 66 Gas N’ Grill – Jingle Junkie

3478 N. Clark Street


Through January 8, 2022

Serving up holiday inspired bites and sips in an explosion of cheer, Jingle Junkie and its heated, ski lodge inspired patio is the most festive spot to celebrate your upcoming holiday season. With an extensive seasonal cocktail /beer list and delicious festive bites that are sure to get even the grinchiest Grinch into the holiday spirit.

Stretch Bar & Grill – Elf’d Up

3845 N. Clark Street


No Cover

Through January 8, 2022

Back by popular demand for a third year, it’s a full-blown tribute to the beloved Christmas movie “Elf,” Elf’d Up is a high-energy holiday pop-up bar, perfect for patrons who share Elf’d Up’s affinity for elf culture. A casual neighborhood Christmas bar, Elf’d Up never charges a cover and treats patrons to complimentary fresh elf-shaped cookies nightly at 10 p.m.

Underground Lounge – Island of Misfits Toys

952 W. Newport Ave.


Through January 31, 2022

Underground Lounge welcomes you to the “Pabst Island of Misfit Toys,“ to come hang out with Bumbles, Dolly, Hermey and others.

Vines on Clark – Apres Ski

Firepits available to reserve!


3554 N Clark St, Chicago, IL 60657