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
- Tropical Sunset - SteepleJack HillsboroWed, Apr 30Hillsboro
- Cannon Beach at Sunset - Bethany Public HouseSun, May 04Bethany Public House
- Tree of Abundance - Lazy Days BeavertonThu, May 08Lazy Days Brewery
- Night Swimming - SteepleJack HillsboroFri, May 09Hillsboro
- Happy Mother's Day! Spring Meadow - Stickman Brewing Happy ValleySun, May 11Happy Valley
- Pop Art Pet Portrait! - SteepleJack HillsboroFri, May 16Hillsboro
- Tree of Life - SteepleJack PortlandSun, May 18SteepleJack Pizza and Beer
- Sunset Lake - Lazy Days BeavertonThu, May 22Lazy Days Brewery
- A Very Portland Paint and Sip - SteepleJack PortlandSun, May 25SteepleJack Pizza and Beer
- Blooming Orchid - Bethany Public HouseMon, May 26Bethany Public House
- Moon Poppies - SteepleJack HillsboroFri, May 30Hillsboro
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
