Dinner & drinks before your easel
Most of our Orillia 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 Orillia, Ontario
Paint & Sip Events in Orillia
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 Orillia.
4.8 average artist rating10M+ painters72 upcoming in Orillia
72
Upcoming events
10M+
Happy painters
4.8
Average artist rating
12
Local venues
4
Orillia artists
Since 2012
The original paint & sip
4.8 average ratingPaint & Sip Classes in Orillia
Paint Nite in Orillia is the city's favourite paint and sip night — a guided painting party hosted right inside local Orillia 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 Orillia 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.
Where we paint
Paint Nite Venues in Orillia
We host inside real neighbourhood bars and restaurants — explore the rooms, then pick your night.
Orillia, ON·1.3 mi away
6 Upcoming Events
Large portions of Canadian fare & specialty cocktails in a casual setting with comfy booths & TVs.
BeerWineCocktailsOutdoorReservable
About this venue
Large portions of Canadian fare & specialty cocktails in a casual setting with comfy booths & TVs.
Photos
Upcoming at Kelseys Orillia
Barrie, ON·20.0 mi away
$$·5 Upcoming Events
Welcome to CW Coops, Barrie's go-to spot for mouth-watering chicken wings and bar food favourites! Since opening our doors two years ago, we've built a place where locals can gather, enjoy great food, and create lasting memories. At CW Coops, we're known for our signature chicken wings, served up with a variety of unique, bold flavours that keep our guests coming back for more. Whether you're here to catch the game, challenge friends on poker or euchre nights, or enjoy live music on the weekends from talented local musicians, there’s always something happening at CW Coops. Our warm, laid-back atmosphere makes CW Coops the perfect place to unwind and connect. We're more than just a restaurant—we’re a community hub, dedicated to bringing people together over good food and great times. Come by, grab a seat, and let us show you what the CW Coops experience is all about!
BeerWineCocktailsOutdoorReservable
About this venue
Welcome to CW Coops, Barrie's go-to spot for mouth-watering chicken wings and bar food favourites! Since opening our doors two years ago, we've built a place where locals can gather, enjoy great food, and create lasting memories. At CW Coops, we're known for our signature chicken wings, served up with a variety of unique, bold flavours that keep our guests coming back for more. Whether you're here to catch the game, challenge friends on poker or euchre nights, or enjoy live music on the weekends from talented local musicians, there’s always something happening at CW Coops. Our warm, laid-back atmosphere makes CW Coops the perfect place to unwind and connect. We're more than just a restaurant—we’re a community hub, dedicated to bringing people together over good food and great times. Come by, grab a seat, and let us show you what the CW Coops experience is all about!
Photos
Upcoming at CW Coop's Barrie
Barrie, ON·22.4 mi away
2 Upcoming Events
Get ready to unleash your creativity and have a blast at The Rec Room located in beautiful Park Place in Barrie, Ontario! As the ultimate social playground, we offer an incredible array of activities that will make your heart race with excitement. From tantalizing Canadian inspired cuisine that will leave you drooling, to mind-blowing virtual reality experiences and thrilling arcade games, we have it all! But wait, there's more! We are thrilled to announce that The Rec Room is teaming up with PaintNite.com to bring you unforgettable Paint and Sip events. Picture yourself sipping on your favorite drink while unleashing your inner artist. With over 32,000 square feet of pure joy, we guarantee an evening filled with laughter and creativity.
BeerWineReservable
About this venue
Get ready to unleash your creativity and have a blast at The Rec Room located in beautiful Park Place in Barrie, Ontario! As the ultimate social playground, we offer an incredible array of activities that will make your heart race with excitement. From tantalizing Canadian inspired cuisine that will leave you drooling, to mind-blowing virtual reality experiences and thrilling arcade games, we have it all! But wait, there's more! We are thrilled to announce that The Rec Room is teaming up with PaintNite.com to bring you unforgettable Paint and Sip events. Picture yourself sipping on your favorite drink while unleashing your inner artist. With over 32,000 square feet of pure joy, we guarantee an evening filled with laughter and creativity.
Photos
Innisfil, ON·25.0 mi away
$$·3 Upcoming Events
Nestled along the beautiful shores of Lake Simcoe, Harbour House Grill offers the perfect setting for your next creative event. Known for our warm ambiance and elevated comfort food, we specialize in providing a cozy, inviting atmosphere ideal for gatherings like paint nights. Our venue features spacious seating, excellent lighting, and a welcoming vibe that inspires creativity. Pair your artistic evening with our elevated comfort food, craft cocktails, and curated wine selections, making it a night to remember. Whether you're painting with friends or hosting a private event, Harbour House Grill ensures an unforgettable experience in a lakeside setting.
BeerWineCocktailsOutdoorReservable
About this venue
Nestled along the beautiful shores of Lake Simcoe, Harbour House Grill offers the perfect setting for your next creative event. Known for our warm ambiance and elevated comfort food, we specialize in providing a cozy, inviting atmosphere ideal for gatherings like paint nights. Our venue features spacious seating, excellent lighting, and a welcoming vibe that inspires creativity. Pair your artistic evening with our elevated comfort food, craft cocktails, and curated wine selections, making it a night to remember. Whether you're painting with friends or hosting a private event, Harbour House Grill ensures an unforgettable experience in a lakeside setting.
Photos
Wild Wing Wasaga Beach
Closed
Wasaga Beach, ON·29.4 mi away
$$·2 Upcoming Events
Branch of a chain featuring a lengthy menu of wings with various sauces & rubs, plus TV sports.
BeerWineCocktailsOutdoorReservable
About this venue
Branch of a chain featuring a lengthy menu of wings with various sauces & rubs, plus TV sports.
Photos
Borden, ON·32.8 mi away
$$·3 Upcoming Events
A casual Italian restaurant that brings warm family dining to Base Borden.
BeerWineCocktailsOutdoorReservable
About this venue
A casual Italian restaurant that brings warm family dining to Base Borden.
Photos
Lindsay , ON·36.4 mi away
$$·2 Upcoming Events
At Castle John's we strive to give genuine attention to all of our customers and to make you feel welcome each and every time you visit us. We do this by providing you with an extensive menu for every palette and with our welcoming, friendly staff.
BeerWineCocktailsOutdoorReservable
About this venue
At Castle John's we strive to give genuine attention to all of our customers and to make you feel welcome each and every time you visit us. We do this by providing you with an extensive menu for every palette and with our welcoming, friendly staff.
Photos
Lindsay, ON·37.9 mi away
$$·3 Upcoming Events
Coming soon
BeerWineCocktailsReservable
About this venue
Coming soon
Photos
Around town
Paint Nite Across Orillia
Local guide
Things to Do Near a Paint Nite in Orillia
The most romantic rooms in Orillia
Candlelit wine bars and skylit lounges make Paint Nite one of the most-booked date nights in Orillia — a low-pressure, high-charm evening that beats another dinner-and-a-movie.
Sort out the office social
Our larger Orillia 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 Orillia 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 Orillia
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 Orillia 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 Orillia 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 Orillia 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 Orillia Guests Are Saying
The blankets are really fun to make, and once you get into the groove they come together quickly!
F
Featured Guest
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!
F
Featured Guest
A fun night out with a helpful leader. Friendly, casual atmosphere.
F
Featured Guest
Great fun!! Even if your not “ an artist” you will enjoy the social time and laughs along the way while creating your masterpiece
K
Kim S.
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 Orillia
Paint Nite is a social painting event hosted at bars and restaurants across Orillia — 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 Orillia 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 Orillia 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 Orillia — 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.
Nearby cities