Winter Fun For Adults: 5 Must-try 21-plus Activities In Chicago

Winter in Chicago doesn’t mean you have to stay cooped up at home. Quite the contrary - the city offers a plethora of exciting activities and events tailored specifically for adults, aged 21 and above. Whether you’re a local or just visiting, embrace the chilly season and keep it festive with these 5 fantastic winter activities in Chicago.
A BLOG BY
Ula Van Zyl

1. FEELING BRAVE? WHAT ABOUT A HAUNTED PUB CRAWL?

The Nightly Spirits Lincoln Park Haunted Pub Tour explores some of Chicago’s most haunted pubs, alleys, and buildings – if you dare enter! The tour starts at the haunted Lincoln Station Bar where your costumed guide will share stories of murdered gangsters, local lore, and old owners that won’t vacate the nearby buildings… Lasting about 2-and-a-half hours, the walking tour explores the Lincoln Park area, with pit stops at up to three haunted bars, so there will be plenty of liquid courage available to steady your nerves.

For more information, visit the Nightly Spirits website.

2. AXE THROWING AND ALCOHOL (IN MODERATION?)

This winter, unleash your inner warrior at Bad Axe in Chicago’s West Loop. Hone your skills or prove your prowess with a variety of axe throwing packages on offer. Bad Axe Chicago was the first of these locations in the entire United States, cementing its position as the world’s best urban axe throwing bar. Grab an axe and a beer, and make this winter memorable.

For more information, visit the Bad Axe website.

3. ‘TIS THE SEASON TO BE NAUGHTY AND NICE AT BAR HUMBUG

Ho ho ho! Bar Humbug is a first-of-its kind immersive holiday pop-up bar coming to Chicago this winter. Opening on November 24th at Lighthouse ArtSpace Chicago, Bar Humbug promises a festive setting boasting signature cocktails, beer, snacks, and live entertainment – all while immersed in video-mapped winter wonderland and holiday scenery. Cheers to the season at Chicago’s jolliest bar this winter.

For more information, visit the Bar Humbug website.

4. WHISKEY TASTING AT DELILAH’S

If you’re a fan of whiskey, Delilah’s is a must-visit spot. This iconic bar in the Lincoln Park neighborhood is renowned for its extensive selection of whiskey and bourbon. You can choose from over 800 varieties of whiskey, scotch, and bourbon to warm you up on a cold winter’s night. Delilah’s also hosts events like whiskey tastings and live music, creating a lively and welcoming atmosphere for patrons.

For more information, visit Delilah’s website.

5. JAZZ NIGHTS AT THE GREEN MILL COCKTAIL LOUNGE

Escape the cold and step back in time at the Green Mill Cocktail Lounge, a historic jazz club in the Uptown neighborhood. Known for its vintage ambiance and live jazz performances, this legendary venue has been a favorite among jazz enthusiasts for decades. Sip on classic cocktails as you enjoy the smooth sounds of talented musicians.

For more information, visit the Green Mill Cocktail Lounge website.

BONUS: BREWERY TOURS AND TASTINGS

Chicago boasts a thriving craft beer scene, and winter is the perfect time to explore it. Many breweries offer behind-the-scenes tours where you can learn about the brewing process and enjoy tastings of their finest brews. Places like Goose Island Beer Co. welcome beer enthusiasts to savor their creations in cozy taprooms. It’s a fantastic way to escape the cold and discover the city’s craft beer culture.

KEEP WINTER FESTIVE IN CHICAGO

Chicago comes alive in the winter, with a diverse range of activities designed to appeal to adults aged 21 and above. From festive pop-up bars to sipping whiskey in cozy bars, enjoying live jazz performances and exploring the city’s craft beer scene, there’s no shortage of ways to have a memorable winter in the Windy City. So, bundle up, grab your friends, and make the most of the chilly season with these fantastic 21-plus activities in Chicago.