Dinner & drinks before your easel
Most of our Healdsburg venues are full bars and kitchens, so come hungry. Grab a bite and a drink before your easel, then settle in — your supplies are already waiting at your seat.
Paint & Sip in Healdsburg, California
Paint & Sip Events in Healdsburg
Grab a drink, follow a local artist step by step, and leave with a canvas you painted yourself. No experience needed — it's a night out first, an art class second. Here's what's coming up in Healdsburg.
4.8 average artist rating10M+ painters137 upcoming in Healdsburg
137
Upcoming events
10M+
Happy painters
4.8
Average artist rating
8
Local venues
3
Healdsburg artists
Since 2012
The original paint & sip
4.8 average ratingPaint & Sip Classes in Healdsburg
Paint Nite in Healdsburg is the city's favourite paint and sip night — a guided painting party hosted right inside local Healdsburg bars and restaurants, not a formal art studio. A local artist walks you and your group through a featured painting over about two hours while you enjoy a drink of your choice. Everything you need is included: easel, canvas, paints, brushes and an apron. You just bring your people.
Whether you're planning a date night, a birthday, a team social or a low-key evening out, our Healdsburg events run across the most popular neighbourhoods in and around California. Browse upcoming nights by date, venue or artist below, grab your seat, and check out online in under a minute — no experience required, and you take your canvas home.
New to it? Most first-timers are genuinely surprised by what they paint. The whole point of Paint Nite is that anyone can do it: your artist breaks the painting into simple, guided steps and works the room the entire time. Prefer to stay in? We also run live virtual and on-demand classes you can paint from home, anywhere in California.
What's on
Upcoming Paint & Sip Events in Healdsburg
Where we paint
Paint Nite Venues in Healdsburg
We host inside real neighbourhood bars and restaurants — explore the rooms, then pick your night.
Santa Rosa, CA·12.5 mi away
$$·17 Upcoming Events
Casual pizza chain featuring traditional pies, gluten-free crust & assorted appetizers.
BeerWineOutdoor
About this venue
Casual pizza chain featuring traditional pies, gluten-free crust & assorted appetizers.
Photos
Upcoming at Mountain Mike's Pizza
Santa Rosa, CA·15.1 mi away
$·9 Upcoming Events
Casual pizza chain featuring traditional pies, gluten-free crust & assorted appetizers.
BeerWineOutdoor
About this venue
Casual pizza chain featuring traditional pies, gluten-free crust & assorted appetizers.
Photos
Upcoming at Mountain Mike's Pizza
Rohnert Park, CA·20.4 mi away
$·6 Upcoming Events
Casual pizza chain featuring traditional pies, gluten-free crust & assorted appetizers.
BeerWineOutdoor
About this venue
Casual pizza chain featuring traditional pies, gluten-free crust & assorted appetizers.
Photos
Upcoming at Mountain Mike's Pizza
Sonoma, CA·29.8 mi away
$·9 Upcoming Events
Homey local spot featuring a sizable array of draft brews, pinball & darts in casual surrounds.
BeerWineOutdoor
About this venue
Homey local spot featuring a sizable array of draft brews, pinball & darts in casual surrounds.
Photos
Upcoming at Olde Sonoma Public House
SONOMA, CA·31.5 mi away
$$·7 Upcoming Events
Classic Irish pub with beers & local wines, plus live music, trivia & other entertainment.
BeerWineCocktailsOutdoorReservable
About this venue
Classic Irish pub with beers & local wines, plus live music, trivia & other entertainment.
Photos
Upcoming at Murphy's Irish Pub and Restaurant
Napa, CA·36.5 mi away
$$·4 Upcoming Events
Casual pizza chain featuring traditional pies, gluten-free crust & assorted appetizers.
BeerWineReservable
About this venue
Casual pizza chain featuring traditional pies, gluten-free crust & assorted appetizers.
Photos
Upcoming at Mountain Mike's Pizza
NAPA, CA·38.1 mi away
3 Upcoming Events
Coming soon
Novato, CA·39.1 mi away
$·2 Upcoming Events
Casual pizza chain featuring traditional pies, gluten-free crust & assorted appetizers.
BeerWineCocktails
About this venue
Casual pizza chain featuring traditional pies, gluten-free crust & assorted appetizers.
Photos
Around town
Paint Nite Across Healdsburg
Local guide
Things to Do Near a Paint Nite in Healdsburg
The most romantic rooms in Healdsburg
Candlelit wine bars and skylit lounges make Paint Nite one of the most-booked date nights in Healdsburg — a low-pressure, high-charm evening that beats another dinner-and-a-movie.
Sort out the office social
Our larger Healdsburg venues seat big groups, and we can run a private party just for your crew — no strangers at the table. It breaks the ice better than any escape room.
Easy to get to
Nearly every Healdsburg venue is a short walk from transit or has parking nearby, so the whole group can get there easily — and get home easily after.
The local model
How Paint Nite Works in Healdsburg
Every night is run by real local people — an event planner, a host artist, and a neighbourhood venue. Here's who makes it happen.
Local event planners
A local event planner books the venues, lines up the artists and builds the Healdsburg calendar — running it like their own small business.
Your host artist
A vetted local artist leads the room, teaching the painting step by step and keeping the night fun. Every host is a real person from your area — trained and quality-reviewed, never a script-reading franchise employee.
Local venues
We don't own a single building. Every Healdsburg night happens at a real neighbourhood bar or restaurant with a full bar and kitchen.
You
Show up, paint, sip and laugh. Leave with a canvas you made yourself — no experience needed.
Do you have a space to host events?
Bars and restaurants across Healdsburg fill seats and sell drinks on slow weeknights by hosting Paint Nite. We bring the artists, the supplies and the crowd — you bring the room.
The faces behind the easels
the local artists you'll paint with
Real reviews
What Healdsburg Guests Are Saying
That you paint a large painting and not only did I learn a lot but I had fun doing it!!
F
Featured Guest
This is my third paint nite with Tina as the instructor and they are always an absolute blast! She is extremely talented and fun to boot. Tina is helpful and encouraging. I look forward to may more classes!
F
Featured Guest
Alice Cassel was fabulous she was very fun and was a great teacher. I had a lot of fun. Alice let us take the time to do our best.
F
Featured Guest
Looking for a creative side hustle?
Love art and a good crowd? Become a Paint Nite host artist, set your own schedule, and get paid to lead the most fun night in town.
Plan a fun night in
Can't make it out? Paint from home with a live virtual class led by a real artist, or grab an on-demand class and paint whenever you like.
Good to know
FAQs — Paint Nite Healdsburg
Paint Nite is a social painting event hosted at bars and restaurants across Healdsburg — not an art studio. A local artist guides you and your group through a featured painting over about two hours while you enjoy a drink. It's a night out first and an art class second: no experience required, and you take your canvas home.
Most in-person Healdsburg events include your easel, canvas, paints, brushes, an apron and your artist for the night. Food and drinks are purchased separately at the venue. Virtual and on-demand classes are priced lower since they're location-independent. Check any event below for its exact price.
We host inside local bars and restaurants right across Healdsburg and the surrounding California area. See the venues and map below — nearly every spot is easy to reach by transit or has nearby parking.
Not even a little. The whole point is that anyone can do it. Your artist breaks the painting into simple, guided steps and walks the room the entire time. Most first-timers are genuinely surprised by what they take home.
It's one of the most-booked date nights in the city. You get a drink, a relaxed room, something to actually do together, and a keepsake from the evening.
Yes. We run private Paint Nites for birthdays, bachelorettes, team socials and corporate events around Healdsburg — at a venue or at your office. You get the whole room, your own artist, and a custom painting option.
Find an event by date, venue or artist on this page, hit "Grab a Seat," and check out online in under a minute. You'll get an email confirmation with the venue address and everything you need to bring (which is basically nothing).
Yes. Live virtual Paint Nites are streamed by a real artist so you can paint from home with a kit, and on-demand classes let you paint anytime at your own pace. Both are location-independent — perfect for a quieter night in.
Paint Nite is the original. Same energy, same local artists, same take-home canvas — now under PaintNite.com. If you painted with us under another name in the past, you're in the right place.
Absolutely — we run events across United States. Scroll to "Nearby cities" to jump to your area.