Holiday season might be over but that doesn’t mean that the fun is over!

We know without the holiday cheer and Christmas lights it can get a bit cold and boring so to ease your winter blues, we’ve curated a list of winter activities for both adults and kids. These ideas are designed to ensure that everyone stays entertained and that boredom remains at bay throughout the chilly season!

Cuddle Bunny | 2901 N Clark St

The cuteness of Cuddle Bunny is true to its name! The goal of Cuddle Bunny is to offer a welcoming environment where patrons may spend enjoyable evenings on the weekends or throughout the day with the company of tamed bunnies. In the middle of the cold, this adorable location creates wonderful moments by inviting both adults and children to experience the comfort of fluffy bunnies.

Cuddle Bunny offers holistic therapies and exercise to support the well-being of the body, mind, and soul. Weekend evening events usually take place from 6 to 8:00 p.m. and include things like neon black light painting, creative writing, tie-dying, knitting, and crocheting, as well as bunny yoga and Pilates.

Hours: Open Thursday- Tuesday 10 am to 1 pm and 3 pm to 8 pm

Get In The Kitchen | 3617 N. Broadway

Cooking Classes, Drag Queens, Dance Classes, and Social Clubs.

They are known as the “Party School” of cooking classes, where the emphasis is not just on culinary skills but on having an absolute blast. Regardless of your cooking expertise, you’re in for a lively and entertaining experience. Their offerings include unique events like Kooking & Karaoke, Dinner & Dancing Lessons, Cooking & Comedy, Cooking & Queens, and Cooking & Magic Shows. Fun is always on the menu, paired seamlessly with the joys of cooking, because, well, why not?

🎳Game Night 🎰

Quandary Escape Room | 3205 N Clark St Suite 100

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Ever dreamt of being Sherlock Holmes or immersing yourself in a gripping mystery? Welcome to the one and only escape room in Lakeview East, The Quandary Escape Room. This space urns that fantasy into a thrilling reality and It’s not just an escape room; it’s an independent, immersive experience where the stories unfold like scenes from a blockbuster and with kid-friendly rooms, even the little detectives can showcase their problem-solving skills!

Lucky Strike| 1027 W Addison St · (872) 206-6740

Lucky Strike Entertainment | The Magnificent Mile

When the cold weather hits, Lucky Strike brings the heat! Lucky Strike Social is a 30,000 square foot bar and video game arcade located across the street from Wrigley Field that features bowling lanes, video walls, billiard tables, ping pong tables, darts, and over 100 arcade games! Their bar offers bar food, cocktails, and craft beer.


Game Night Out | 2828 N Clark St Unit 401

In-Person Game Night Out — Game Night Out

Game Night Out is a BYOB activity where you can go to connect with family, friends, or coworkers, compete, work together, and make new friends!

With their excellent assortment of all-original games ready to go and wildly entertaining live hosts guiding the way, you’ll be laughing and having a good time all night. They will walk you through each game and make you feel as if you are hanging out with old friends.


X-Golf | 3549 N Sheffield Ave · (872) 829-3325

X-Golf Orland Park | Illinois finest Indoor Golf Center

Escape the winter chill and step into a golfing paradise at X-Golf. With cutting-edge simulators, you can tee off on world-famous courses without worrying about the cold. It’s not just a game; it’s an immersive experience that lets you enjoy golfing with friends or family, regardless of the weather outside. Swing into a world where every stroke feels like a sunny day on the green!


Bonus Round Cafe | 3230 N Clark St

You can never go wrong with a cassic board game! Bonus Round Cafe if Chicago’s first game cafe. They offer a wide range of curated game collection of over 500 games for you to explore on your own, or if you’re not sure what to play, how to play or what to pick, they have Game Guides who can make recommendations and instruct if you need some assistance.

They also provide a full-service entertainment experience, including a full cafe menu of food, espresso, tea, craft sodas, and mocktails, as well as beer, wine, and cocktails.

🍿Movie Night 🎬

Alamo Drafthouse | 3519 N Clark St

Ever watched ratatouille or and Animay and tought to yourself ” Bet that food is delicious!” Well, good news, Say goodbye to the standard popcorn-and-soda routine; here, it’s all about gourmet meals paired with your cinematic adventure.

In their commitment to celebrating classic cinema, Alamo Drafthouse takes this mission seriously while infusing a touch of enjoyment along the way. They ensure a delightful experience, whether through interactive Movie Party presentations of timeless classics, chef-inspired feasts with carefully curated menus, or the rediscovery of forgotten gems.

Embracing the spirit of innovation, beer holds a central place in their identity, with each Alamo Drafthouse location showcasing and supporting the finest local craft breweries. The bar staff thrives on creativity, continually crafting new and exciting cocktail creations to enhance the cinematic journey.

Landmark’s Century Centre Cinema| 2828 N Clark St

A classic movie night but never boring at Landmark Century Cinema. On tuesdays are not just any ordinary day; they’re Discount Tuesdays! For a mere $7, you can catch any film your heart desires. It’s a pocket-friendly way to turn a regular weekday into a blockbuster night. So, grab your crew, pick a film, and let the reels roll on a cinematic escape that won’t break the bank. A Tuesday treat for movie lovers!

Here are some of the top 3 featured Movies

Poor Things

Golden Globe Winning movie “Poor Things” is based off a novel written by Scottish author Alasdair Gray. The story is a postmodern work that reimagines the Frankenstein myth. The narrative explores themes of identity, autonomy, and societal expectations.

The Iron Claw

Cue the waterworks! The Iron Claw a movie based the rise and tragic fall of one of wrestling’s most famous families, the Von Erichs. This Film is guaranteed to make you cry so make sure to bring lots of Tissues with you!

American Fiction

American Fiction is a Comedy/Drama movie based on the 2001 novel Erasure by Percival Everett, the film follows a frustrated novelist-professor who writes an outlandishly stereotypical “black” book as satire, only for the book to be published to high sales and praise.

 🎭 Live Shows 🎩

Metro | 3730 N Clark St

For those craving a different kind of warmth, head over to Metro in Wrigleyville. This iconic venue is your destination for electrifying live shows that will make your winter nights unforgettable. Whether it’s indie bands, energetic performers, or themed events, Metro’s stage comes alive with an energy that’s sure to keep you buzzing with excitement. Embrace the beat, dance the night away, and let the music warm your soul!

Must Attend shows:

The Vic | 3145 N Sheffield Ave

This atmospheric theater has been described as intimate and cozy, hosts a variety of performances, from concerts to Comedy shows and special events. They have a wide variety of performances lined up throughout the year so check out their website and see what’s on!

Upcoming Shows:

  • Jan 20th: Lupii Lui Calancea
  • Jan 26th: Magic City Hippies
  • Jan 27th: Lucius

Lupii lui Calancea Magic City Hippies Lucius

Cubby Bear | 1059 W Addison St

Step into Cubby Bear, where the rhythm meets the cold! With an eclectic lineup of bands and musicians, Cubby Bear is definitely the place to turn up and warm up! They also have Salsa Sundays where they offer dance classes so bring out your dancing shoes and dancing partners and dance the night away.

Chicago's Best Standup Comedy in Chicago at Laugh Factory

Laugh Factory | 3175 N Broadway

This comedy haven is your ticket to an evening filled with hearty laughter and side-splitting humor. Grab your friends, order some hot cocoa (or maybe a spiked beverage), and immerse yourself in the electric atmosphere of stand-up comedy.

The Annoyance | 851 W Belmont Ave

As masters of improv, they craft hilarious stories on the spot, creating a unique and interactive experience. Bring your friends, let your hair down, and immerse yourself in the unpredictability of improv comedy. The Annoyance is not just a theater; it’s a heat source for your winter entertainment!

Newport Theater | 956 W Newport Ave

Newport known for its art deco design and fringe theater and hosts a variety of events, including: Burlesque, Drag, Comedy, Variety shows, Live music, Improv.

The Newport Theater also offers 8-week camp sessions for burlesque, bellydance, clowning, sensuality and fitness where their mission is to introduce you to different fringe art forms in a safe, low-pressure environment and give you a chance to perform onstage. Whether you’re getting your groove back or adding some drama for the first time, you can do it with creativity, self-expression, and confidence! Classes are open to all humans of all identities!

They also have a bar that serves craft beers, wine, and soft drinks. Some say it’s a fun place for a date night, bachelorette party, or solo activity.

Upcoming event: The Bump and Grind Ball! Sat Jan 20 7:00 pm

The Newport Theater is excited to announce their first annual fundraiser- The Bump and Grind Ball – happening on Saturday, January 20th at the Newport Theater. Pencil them in for a night of merriment, decadence, interactive installations, live performance, tasty treats, and a flowing open bar! Dress in your finest frippery and eat, drink, dance, and celebrate as they raise money to support the mission and programming of the Newport Theater in 2024.

The Newport Theater presents: The Bump and Grind Ball!


Other World Theatre | 3914 N Clark St

Otherworld Theatre is a unique space for those seeking theatrical experiences that focuses on science fiction and fantasy theater. Their shows combine comedy, drama, spectacle, and music which are designed to challenge and open your mind to creative thought and wonders. They also engage the audiences by curating events and creating dialogue between patrons and artistsSPACE CAT.png

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