
Special Early Pre-sale Pricing · ends today
per person
Join talented artist Maia Lee-Thomas for a fun Paint Nite while you paint "Simi Cherry Blossoms" at Monaghan's Sports Pub & Grill in Oakville. This is not your typical paint class; it's a social experience where you can relax, sip your drink of choice, and enjoy a creative night out with friends. All painting supplies are included, so you can focus on having a great time, regardless of your skill level. Grab your friends or family and get ready to create some memories.
During this two-hour event, you'll bring vibrant colors to life with shades of blue, red, gray, and pink as you paint a beautiful scene featuring cherry blossoms and mountains. With a 4.71-star rating from 67 events hosted and 28 rave reviews, Maia is no stranger to creating fun, engaging experiences. Your 16" x 20" canvas, brushes, and paints are all provided, so you can enjoy the evening without worrying about a thing. This event is open to teens and up, making it a great outing for everyone.
Monaghan's Sports Pub & Grill is located at 1289 Marlborough Court in Oakville, making it a convenient spot for a night of fun with friends or family. If you're looking for Oakville date night ideas or just things to do in Oakville, this paint and sip experience is perfect for you. Enjoy the relaxed atmosphere while you sip on your favorite drink and let your creativity flow. Plus, it's a fantastic opportunity to meet new people in the community while having a blast.
Interested in hosting a private event? We can accommodate groups of 10 or more for a memorable night out. And if you bring three or more friends, you can save 15% on your tickets. Our cancellation policy allows for free cancellation up to 24 hours before the event, so you can book with peace of mind. Don't miss out on this exciting Oakville paint night—grab your tickets today and get ready for an unforgettable evening!
Serving Oakville since 1979, offering great service and quality food.



Hangout known for its wings & ribs, as well as 20+ TVs for sports fans & pool tables.
Hangout known for its wings & ribs, as well as 20+ TVs for sports fans & pool tables.
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As a mixed media artist, Maia loves every form of art and creative expression. With Yaymaker Paint Nites, she gets to share and experience that love with everyone! A passionate painter, graphic designer, and illustrator, Maia is always learning and trying out new projects. She believes that anyone can be an artist and that anything created by you has beauty and meaning.
Questions about what to expect, what’s included, and how it all works.
Yes. Simi Cherry Blossoms is designed to be achievable at any experience level. More satisfying than it looks difficult — Maia breaks every step down clearly. Most of our guests have never picked up a brush before, and they leave with something they're genuinely proud of. Worth knowing: Paint Nite events happen at real bars and restaurants, not studios — it's a night out that happens to involve painting.
A painting class teaches you technique. Paint Nite gives you a finished painting and a good night. Maia is a real local artist — not a teacher running a curriculum — and this event happens at Monaghan's Sports Pub & Grill - Oakville, a real local spot, not a studio. Paint Nite invented this format in 2012 and has sold more than 10 million tickets. The trade-off is honest: lighting varies, it can get loud, and the person at the next easel is a stranger. That's the point. It's more of a night out than a class.
Maia is a real local artist based in Oakville — not a franchise employee or a corporate hire. 10 out of 10 guests who've painted with Maia say the instruction was amazing. Alyssa M. said: 'This event was perfect for any skill level painter. I am no artist and the step-by-step instructions led to a pretty awesome result.'
Monaghan's Sports Pub & Grill - Oakville is a local venue in Oakville — a real local spot, not a dedicated painting studio. Paint Nite events happen at places like this by design — venues with character, regulars, and a bar. It can get lively. That's what makes it a night out rather than a class. 60% of guests who've attended events at Monaghan's Sports Pub & Grill - Oakville rated the atmosphere highly.
Yes — we have 11 upcoming events in Oakville this month. You can view them here.
Simi Cherry Blossoms is a spring painting — a fresh seasonal pick that captures the energy of the season.
Yaymaker is Paint Nite. We brought both brands together under the Paint Nite name — same artists, same events, same format we invented in 2012. More than 10 million tickets have been sold across both brands combined. If you used to attend Yaymaker events in Oakville, you're in the right place. Welcome back.
Your ticket to Simi Cherry Blossoms includes the canvas, all the paint you'll need, the use of brushes and an apron during the event, and step-by-step instruction from Maia. Drinks and food are ordered separately from Monaghan's Sports Pub & Grill - Oakville — you pay the venue directly for anything you eat or drink.
Monaghan's Sports Pub & Grill - Oakville's doors open at 11:00 AM, the event starts at 4:00 PM. We suggest showing up by 3:30 PM to give yourself time to pick your seats, get a drink and maybe a bite before Maia starts the painting.
You can reschedule your ticket to any other Paint Nite event up to 24 hours before this one starts. After that, tickets are locked — no refunds or changes. If Paint Nite cancels this event for any reason, you'll receive a full automatic refund.
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