How much does a Paint Nite cost in Headingley?

Most in-person Headingley 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.

Where are Paint Nite events held in Headingley?

We host inside local bars and restaurants right across Headingley and the surrounding Manitoba area. See the venues and map below — nearly every spot is easy to reach by transit or has nearby parking.

Do I need to be good at painting?

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.

Is Paint Nite a good date night in Headingley?

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.

Can I book a private party or corporate event?

Yes. We run private Paint Nites for birthdays, bachelorettes, team socials and corporate events around Headingley — at a venue or at your office. You get the whole room, your own artist, and a custom painting option.

How do I book tickets?

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).

Are there virtual and at-home options?

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.

How is this different from Yaymaker?

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.

Do you host events outside Headingley?

Absolutely — we run events across Canada. Scroll to "Nearby cities" to jump to your area.

Paint & Sip in Headingley, Manitoba

Paint & Sip Events in Headingley

Q: What is Paint Nite in Headingley?

Paint Nite is a social painting event hosted at bars and restaurants across Headingley — 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.

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 Headingley.

Find Events Near You How It Works

4.8 average artist rating10M+ painters63 upcoming in Headingley

Upcoming events

10M+

Happy painters

4.8

Average artist rating

Local venues

Headingley artists

Since 2012

The original paint & sip

4.8 average rating

Paint & Sip Classes in Headingley

Paint Nite in Headingley is the city's favourite paint and sip night — a guided painting party hosted right inside local Headingley 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 Headingley events run across the most popular neighbourhoods in and around Manitoba. 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.