Unforgettable nights guided by a master painter, not a template.
Zero AI art.
Just authentic, artist-led creativity.
Our events are more than fun-
they're meaningful, personal and wildly memorable.
Serving All Of Portland, OR
& Surrounding Areas
Upcoming Events

Mini Canvas Night at P.F.Chang's Tanasbourne!Wed, Nov 12Hillsboro
Festive Fall Paint and Sip at Hawthorne Steeplejack!Sun, Nov 16Portland
Bob Ross Paint Night!Mon, Nov 17Forest Grove
Magical Forest Paint Party!Tue, Nov 18Hillsboro
Winter's Coming! Lazy Days Paint & SipThu, Nov 20Beaverton
Winter Wonderland Paint Party at Bethany Public HouseSun, Nov 23Portland
Ornament Painting at Stickmen Happy ValleySun, Nov 30Happy Valley
Watch Now

Pop-Up at Bethany Public House
About Us
Meet Caroline and Jessica
Welcome to Paint and Sip Portland! We’re Caroline and Jessica, sisters and proud owners of this local, women-owned business. Our mission is simple: to bring creativity, fun, and a love for the Pacific Northwest to each and every paint party we host.
At Paint and Sip Portland, we believe that anyone can be an artist. That’s why we never use AI-generated art for our examples. Instead, we design each project with you in mind—whether you're a seasoned painter or just dipping your brush in for the first time. Our goal is to create an experience that’s enjoyable, approachable, and most of all, doable at any skill level.
The beauty of the Pacific Northwest and imagination is our inspiration. Our projects include PNW-inspired scenery as well as Caroline's own whimsical creations. So come join us for a night of creativity, connection, and a little taste of what makes this region so special.
We can't wait to paint with you!
Carrie and Jessica





