
+ $5.88 taxes & fees
per person · $54.88 total
Rain has a way of making everything feel a little more cinematic — and that's exactly the energy we're chasing with this one. I've been looking forward to painting Red Forest Black Umbrella for a while now, because it hits differently than a typical landscape. It's a lone figure, umbrella in hand, surrounded by a blaze of red and orange trees, rendered in rich contrast with deep blacks and cool blues — the kind of scene that feels like a still from a film you want to live inside. I'll guide you through building it up layer by layer, so no experience needed, just show up ready to have fun. The restaurant and bar at the Penny Weight Hotel is a great backdrop for an afternoon like this, and I can't wait to see everyone's version of the forest come to life.
Unleash Your Inner Artist at 155 Portland, Hilton Pennyweight Hotel: Boston's Premier Paint Nite Destination! Looking for the ultimate night out, a unique date night, or a something different to do in Downtown Boston? Discover 155 Portland, the signature restaurant and bar within the stylish Hilton Pennyweight Hotel! By day, it's a modern culinary hub, transitioning seamlessly into a classy and high-end cocktail and wine bar by night. We're thrilled to partner with Paint Nite to bring you unforgettable paint and sip experiences in this vibrant space. Sip on expertly crafted cocktails and explore our curated selection of beer and fine wines while you unleash your creativity. Located in the heart of the city, our venue is easily accessible by subway North Station and Haymarket station, and just a stone's throw from iconic landmarks like TD Garden. In warmer months, enjoy our expansive outdoor patio with comfortable seating and mood lighting – the perfect spot to savor your drinks.



Upscale hotel offering stylish rooms with yoga mats & loaner bikes, plus a snazzy cocktail lounge.
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Megumi Gift loves to make arts and craft everyday accessible to everyone, and enjoys spreading the joy of making art to the greater Boston community. Originally from Japan, Megumi is a life-time traveler capturing her many adventures using sketchbook journaling and specializes in teaching the art of origami. She's there perfect host for paint and sip, craft and sip events, including corporate and private events for your next night out!
Questions about what to expect, what’s included, and how it all works.
Yes. Red Forest Black Umbrella is designed to be achievable at any experience level. More satisfying than it looks difficult — Megumi 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. Megumi is a real local artist — not a teacher running a curriculum — and this event happens at Penny Weight Hotel, 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.
Yes — Red Forest Black Umbrella is a Paint Nite favourite for girls nights in Boston. Everyone paints their own canvas, so there's always something to laugh about at the end. If you're planning a bachelorette party or a larger group, private events of 10+ get reserved seating and a custom experience.
Megumi is a real local artist based in Boston — not a franchise employee or a corporate hire. In Boston, 5 out of 9 Paint Nite guests rated their instructor as amazing. Joslin S. said: 'It was laid back. The host was so nice and helpful. Great place to really relax'
Penny Weight Hotel is a local venue in Boston — 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.
Yes — we have 32 upcoming events in Boston this month. You can view them here.
Red Forest Black Umbrella is a fall painting — rich autumn colors that capture the season beautifully.
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 Boston, you're in the right place. Welcome back.
Your ticket to Red Forest Black Umbrella 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 Megumi. Drinks and food are ordered separately from Penny Weight Hotel — you pay the venue directly for anything you eat or drink.
Penny Weight Hotel's event starts at 2:00 PM. We suggest showing up by 1:30 PM to give yourself time to pick your seats, get a drink and maybe a bite before Megumi 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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