Image of Santa Claus is coming to town text with christmas character sliding and riding sleigh in snow for xmas season celebration

THIS WEEKEND IN CHICAGO – Pulling Out All the Stops this Holiday Season!

Image of Santa Claus is coming to town text with christmas character sliding and riding sleigh in snow for xmas season celebration

As we enter the month of December, Chicago is pulling out all the stops this Holiday Season for one and all to have a joyful and memorable time!  So, let’s get started with this weekend’s batch of holiday favorites!!

Calling all Santas!  It’s time again to compete for the gold medal during the Santa Hustle® Chicago 5K & Kids Dash this Saturday at Soldier Field (1410 S. Museum Campus Dr.) in the South Loop.  The Kids Dash will start (8:30 a.m.) and finish at the Finish Line in front of Soldier Field with each Kids Dash participant receiving a Santa Hat, a Santa Beard, a Race Bib, and a Finisher Medal.  The 5K will start at 9:00 a.m. with each 5K participant receiving a cozy and comfy Unisex Hoodie, a Santa Hustle embroidered Beanie, and a Snow Globe Finisher Medal.  Plus, there will be cookie and candy stations, one water/aid station and volunteers passing out goodies and keeping spirits high along the course!  And there’s even more cookies at the finish line – Ho-Ho-Ho!!

Come One, Come All to the return of Chicago’s Ugly Sweater Bar Crawl this Saturday (3 p.m.-10 p.m.) at various River North neighborhood bars.  Your general admission ticket includes door cover charges waived, up to 50% off beers and well drinks, up to 25% off select foods, free entrance to 5+ bars, holiday themed drinks, an Ugly Sweater contest, DJs & entertainment at select bars, and more!  So, dig out your fav holiday ugly sweater, or a Santa suit, elf costume, or a holiday-themed onesie, and get dashin’ through the bars!!

Join in on the fun aboard Santa’s BYOB Holiday Lights Tour Luxury Bus now through December 30th departing from Rizzo’s Bar & Inn (3658 N. Clark St.) in the Wrigleyville neighborhood as you are taken to and from some of Chicago’s most memorable attractions in a 4-hour tour aboard a climate-controlled luxury party bus.  Also included in this adventure is a complimentary Chili and Mac & Cheese buffet at Rizzo’s; one of Santa’s elves onboard the bus making sure all guests are having a blast; and express entry admission tickets to the Lincoln Park ZooLights and the Christkindlmarket in The Loop!  Plus, other attractions you can view from the comfort of the party bus are Macy’s holiday windows, The Magnificent Mile, Millennium Park’s Christmas Tree, and Chicago’s famous State Street!!

Finally, the Holiday Season wouldn’t be complete without the following holiday pop-up bars and others!

The Grinch’s Pop-Up Bar is located at Moe’s Cantina (3518 N. Clark St.) in the Wrigleyville neighborhood now through December 29th.  There will be delicious Mexican cuisine to warm you up with their specialty food menu in addition to the unmatched holiday ambience!  Plus, bring the whole family as kids are welcome before 9:00 p.m.!!

Frosty’s Ultimate Pop-Up Christmas Bar takes place in Goose Island at 809 W. Evergreen Avenue on the Near North Side now through January 1, 2023.  They have decked the halls on three levels for festive Christmas fun that includes four bars offering sensational seasonal cocktails, two dance floors, life-size toy soldiers, and a themed soundtrack to keep the crowd bumping until 4:00 a.m.!  In addition, there are photo ops for tons of awesome, picture-perfect moments, having a visit with Santa to find out if you were naughty or nice, and more!!

8 Crazy Nights is Chicago’s first Hanukkah-themed pop-up located at The Graystone Tavern (3441 N. Sheffield Ave.) in the Lakeview neighborhood now through January 8, 2023.  Both the bar and the enclosed, weatherproof patio will be decorated with dreidel ornaments, lighted menorah décor, a photo booth, and over 8,000 blue and white lights along with a special food menu as well as a playful drink menu!

Sue Moss and Dean’s Team Chicago