Dinner & drinks before your easel
Most of our Pickering 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.
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 Pickering.
4.8 average ratingPaint Nite in Pickering is the city's favourite paint and sip night — a guided painting party hosted right inside local Pickering 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 Pickering events run across the most popular neighbourhoods in and around Ontario. 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 Ontario.
We host inside real neighbourhood bars and restaurants — explore the rooms, then pick your night.



Rouge River Brewery is Markham's one and only craft brewery. We are a small, independent craft brewery focused on creating world-class examples of new and classic styles.
Rouge River Brewery is Markham's one and only craft brewery. We are a small, independent craft brewery focused on creating world-class examples of new and classic styles.








Fresh pizzas and traditional Mexican dishes will give you a taste of something special. Located at 2496 Kingston Road, Bluffs Pizza Pub is perfect for lunch, date nights or happy hour. We also offer a beautiful, covered patio that is completed with fire pits.
Fresh pizzas and traditional Mexican dishes will give you a taste of something special. Located at 2496 Kingston Road, Bluffs Pizza Pub is perfect for lunch, date nights or happy hour. We also offer a beautiful, covered patio that is completed with fire pits.








Large portions of Canadian fare & specialty cocktails in a casual setting with comfy booths & TVs.
Large portions of Canadian fare & specialty cocktails in a casual setting with comfy booths & TVs.








An extensive casual menu & live music are available at this local bar with sports on TV & a patio.








Step into the Mediterranean without leaving Toronto! This gem nestled in the Upper Beaches is impeccably decorated and serves up delicious food from wonderful staff. Nestle up to the fireplace and enjoy a cocktail.
Step into the Mediterranean without leaving Toronto! This gem nestled in the Upper Beaches is impeccably decorated and serves up delicious food from wonderful staff. Nestle up to the fireplace and enjoy a cocktail.








Spacious, casual alehouse offering draft beer & hearty pub grub, plus pool tables.








Enduring English pub dishing up traditional pub fare & eclectic eats, plus live music & TV sports.
Enduring English pub dishing up traditional pub fare & eclectic eats, plus live music & TV sports.








Gatherings Resto Bar For those looking to have a great time in Midtown Toronto, Gatherings Resto Bar in the Yonge-St.Clair neighbourhood is located in the heart of the city, just steps away from St Clair station and TTC Subway line. Making it the ideal spot to grab a bite and enjoy some drinks with friends! If you’re looking for a fun and creative way to spend your evening, why not try the original paint and sip event? local artist Erik Irwin walks you through a step-by-step canvas painting class of your choosing, taking you from blank canvas to finished product! Whether you're celebrating a “Girls' Nite Out”, a Date Nite, or just treating yourself to some well-deserved "Me Time", Gatherings Resto Bar is the perfect place, offering a variety of wines, beers, and delicious foods. So, come and join us for a night of fun and creativity!
Gatherings Resto Bar For those looking to have a great time in Midtown Toronto, Gatherings Resto Bar in the Yonge-St.Clair neighbourhood is located in the heart of the city, just steps away from St Clair station and TTC Subway line. Making it the ideal spot to grab a bite and enjoy some drinks with friends! If you’re looking for a fun and creative way to spend your evening, why not try the original paint and sip event? local artist Erik Irwin walks you through a step-by-step canvas painting class of your choosing, taking you from blank canvas to finished product! Whether you're celebrating a “Girls' Nite Out”, a Date Nite, or just treating yourself to some well-deserved "Me Time", Gatherings Resto Bar is the perfect place, offering a variety of wines, beers, and delicious foods. So, come and join us for a night of fun and creativity!





Most of our Pickering 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.
Candlelit wine bars and skylit lounges make Paint Nite one of the most-booked date nights in Pickering — a low-pressure, high-charm evening that beats another dinner-and-a-movie.
Our larger Pickering 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.
Nearly every Pickering venue is a short walk from transit or has parking nearby, so the whole group can get there easily — and get home easily after.
Every night is run by real local people — an event planner, a host artist, and a neighbourhood venue. Here's who makes it happen.
A local event planner books the venues, lines up the artists and builds the Pickering calendar — running it like their own small business.
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.
We don't own a single building. Every Pickering night happens at a real neighbourhood bar or restaurant with a full bar and kitchen.
Show up, paint, sip and laugh. Leave with a canvas you made yourself — no experience needed.
Bars and restaurants across Pickering 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 blankets are really fun to make, and once you get into the groove they come together quickly!
It was fun, even though we did a Level 4 painting and it was challenging. The instructor was great and so patient, and the final product turned out amazing!
It was amazing with excellent step by step instructions from Erik made the challenge a breeze and gave a peace of mind. Very impressive work
This is such a great social and artistic experience. Janna is amazing and I learned a lot while meeting some fun people.
The lady who presented this event to us was extremely pleasant, friendly and fun! It was a fun painting to do and she offered great assistance and compliments. The only thing I did not expect was a 1/2 hour break! We ate our lunch prior to the painting and so I did not feel like I needed this 1/2 hour break! Maybe 15 minutes would have sufficed for a quick bathroom break and paint touch ups. We had only been painting for 30 minutes when she announced the 1/2 hour break. My suggestion is to have
We really enjoyed this event. Our instructor was great, encouraging and took the time to come around to anyone who wanted some help even though it was a fairly large group. We like having the private space at the Rec Room in Barrie for these fun nights out!
Kay is vibrant, patient and super fun! Her play list of background music created a great vibe! Such a fun afternoon!
A fun night out with a helpful leader. Friendly, casual atmosphere.
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.
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.
Paint Nite is a social painting event hosted at bars and restaurants across Pickering — 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 Pickering 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 Pickering and the surrounding Ontario 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 Pickering — 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 Canada. Scroll to "Nearby cities" to jump to your area.