My Happiest Hour - Paint and Sip in Chicago | Classpop!™

Grab a drink, pick up a brush and vibe out at this fun paint and sip experience with Instructor Tony, hosted through Classpop! You’ll follow along as you create your own version of “My Happiest Hour”, no pressure, just good vibes and creative flow.

What’s Included:

• A fun, hands-on paint and sip class led by a talented local artist.
• All painting supplies (canvas, brushes, paints, apron).
• Expert guidance tailored for all skill levels, no experience needed.
• A canvas you painted yourself (yes, you!)
• Painting secrets you’ll want to brag about in the group chat.

What to Expect:

• Step-by-step guidance from a talented artist who makes it make sense.
• A fun, beginner-friendly class where no one judges your painting skills.
• Ideal for: a solo outing, date night, girls’ night or group fun.
• Great music, amazing drinks and lots of fun

What to Know Before You Go

• 👕 Comfortable, casual clothing is recommended for this hands-on experience. 
• ⏰ Please arrive at the venue at least 10 minutes before your scheduled session. Upon arrival, check in with the host or staff at the entrance and mention that you're attending the event.

VICTOR ⭐⭐⭐⭐⭐

I had such an amazing time at Painting with a Twist - Chicago Loop! 🎨🍷 The atmosphere was fun, relaxed, and full of positive energy from the moment we walked in. The instructor made everything easy to follow, even for beginners, and encouraged everyone to enjoy the process instead of stressing about perfection.

Being able to paint while enjoying a drink made the experience even better — it felt more like a fun night out than a class. Lots of laughs, good music, and great vibes all around. I walked out with a painting I’m proud of and even better memories.

I will definitely be coming back and highly recommend this place to anyone looking for a unique, creative, and super fun experience!

Shanon ⭐⭐⭐⭐⭐

This is the best painting I ever did in my life, really enjoyed the class

Matt ⭐⭐⭐⭐⭐

Was really fun, easy to follow the teacher, great vibes and awesome time!

Whether you're here for the art or the wine, it's the perfect way to switch things up midweek or celebrate something special.

Book your spot today and get ready to sip, paint and vibe!

For additional information and dates visit My Happiest Hour

Event Venue & Nearby Stays

Pinot's Palette - Logan Square, 2768 N. Milwaukee Ave, Chicago, United States

Concerts, fests, parties, meetups - all the happenings, one place.

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