Paint and Sip in Chicago
Discover fun paint and sip events with top-rated instructors in Chicago
Discover why Classpop! has become a favorite platform for creative paint and sip in Chicago since 2021. With over 10,000 five-star reviews and features in Wedding Wire, Kitchn and The Pioneer Woman, Classpop! brings a fresh way to connect, unwind and express your artistic side. From lively nights in Downtown Chicago to cozy sessions in Logan Square, South Loop, Lake View or even Chicago suburbs, you’ll find the best paint and sip in Chicago for every mood. There’s something special about seeing your blank canvas turn into something totally unique. From casual date nights to group outings, wine and paint in Chicago offers a unique way to relax and express your creativity. Explore, sip and create your next masterpiece, all easily booked through Classpop!.
Best paint and sip events in Chicago
PREMIUM
Instructor Nadezhda and Team
(Chicago - West Town)
Painting Class
$97.99
PREMIUM
Instructor Nadezhda and Team
(Chicago - West Town)
Painting Class
$166.99
PREMIUM
Instructor Nadezhda and Team
(Chicago - West Town)
Art Class
$74.99
PREMIUM
PREMIUM
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FAQS ABOUT PAINT AND SIP IN CHICAGO
How much does paint and sip in Chicago cost?
Paint and sip classes in Chicago typically run between $35 to $100 per person, but the final price tag depends on how many friends you're bringing to the party. Most venues work with a tiered pricing system, so the more people in your squad, the better the deal might be. Some paint and drink spots even offer early bird specials and weekday discounts, so you can get your creative juices flowing without breaking the bank. Whether you're planning a chill date night or a full-on group therapy session with paintbrushes, you'll find the exact price listed right on each event's booking page.
Who are these paint and sip events suitable for?
Paint and sip sessions are ideal for groups of all kinds; whether you’re getting together with friends, family, coworkers or even just for a solo outing. Experience-wise, these paint night events cater to everyone, from beginners to seasoned painters. Whether it’s a birthday bash, anniversary celebration, date night or a corporate team-building event, you’ll have a great time. The relaxed, friendly atmosphere encourages creativity and conversation, making it easy to bond with others, share laughs and get playful.
What should I expect during a typical event?
The best paint and sip classes in Chicago bring together an eclectic mix in spaces ranging from industrial lofts to cozy neighborhood studios. You might paint iconic cityscapes, Lake Michigan views or seasonal scenes while enjoying drinks from local breweries and wineries. The instructors break down the painting process into easy steps, and the whole experience feels like a casual night out with friends. Classes also attract a diverse crowd, from young experts and couples to friend groups looking to try something new.
What painting techniques and skills will I master?
During the wine and paint session, you’ll get hands-on with different brushstrokes, blending methods and layering techniques to create depth and texture. You’ll also walk away with composition skills, from perspective tricks to balancing elements on the canvas, which can make a huge difference in how your work feels. You’ll also learn how to mix different colors and bring your paintings to life with highlights, shadows and smooth transitions. More than anything, painting is about feeling comfortable with your creativity.
What are the benefits of booking a paint and sip experience?
Chicago’s got no shortage of cool things to do, but if you’re looking for something different, a paint and sip night filled with art and drinks is where it’s at. It’s fun, easygoing and way more rewarding than just another night at the bar. Whether you're rolling in with friends, a date or your coworkers, it’s all about creativity and connection. Step-by-step guidance means anyone can join in and no fancy art skills are required. You’ll play with colors, try out different painting techniques and leave with something totally unique.
What types of paint and sip events can I choose from?
Chicago’s paint and sip scene is all about variety. If you’re into classic painting classes, you can follow step-by-step instructions to create city skylines, abstract piece or seasonal artwork. Some paint and sip studios offer unique twists, letting you paint on tote bags, wine glasses or wood signs. You can also explore different mediums, like swapping acrylics for watercolors. Many paint bars let you bring your own drinks, while others serve up wine, cheese and a fun atmosphere. If you’re planning a group event, private sessions are a great way to mix creativity with team bonding.
Where do the experiences take place?
These amazing paint and sip classes usually go down in gorgeous studio spaces, trendy art galleries and swanky restaurants and bars throughout the city. From the artistic vibes of Wicker Park to the creative energy of Logan Square and the upscale feels of River North, you'll find yourself in some of Chicago's most Instagram-worthy locales. Your instructor brings absolutely everything needed to make the magic happen. Just check out the class map to find the perfect spot near you — whether you're in Bucktown, West Loop or even the hip suburbs like Evanston and Oak Park.
What should I wear to a paint and sip event?
Ideally, you should dress smart but comfortable. Think your favorite broken-in jeans, trusty leggings or that casual dress that lets you actually breathe. You may also want to layer up with a cute cardigan or light jacket because these studios can get surprisingly toasty once the wine starts flowing and the creative juices get pumping. While no one's enforcing a strict shoe policy, maybe skip those adorable open-toe sandals in favor of more practical options like sneakers or closed-toe flats.
How do paint and sip events work?
A night at a paint and sip studio near you is the perfect excuse to channel your inner Bob Ross while getting your wine on. When you show up, everything's ready to go; canvas, paints, brushes and even an apron. You’ll be able to browse through various wine painting options and have an expert artist walk you through every brushstroke while you sip your beverage of choice. Between strokes, you'll chat, laugh and maybe make some new friends.
How long are these events?
Paint and sip events typically run about two to three hours, giving you plenty of time to get creative and socialize without feeling rushed. The vibe is super chill; think music in the background, a glass (or two) of your favorite drink and a expert artist guiding you step by step. There are little breaks built in, so you can sip, snap some pics and chat with new or old friends. Whether you’re a total beginner or the next Van Gogh, the relaxed pace makes it easy to enjoy the process.
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See you on the dance floor!
Why Classpop?
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