Paint & Sip with Paint Nite Boston at Mighty Squirrel, Fenway, Fenway's Most Captivating Paint and Sip Creative Experience at 1 David Ortiz Drive, Boston, MA.Join Paint Nite Boston on Sunday, June 7th at 2pm for an unforgettable afternoon of creativity and fun at Boston's Mighty Squirrel Brew Co. Located just steps from Fenway Park, this is the perfect spot for those who love art, modern bright spaces, and exceptional local craft beer. Whether you are looking for a unique Date Night in Boston, a birthday celebration, a girls' night out, or a time out just for yourself, our local artist will guide you through a step-by-step painting experience. Best of all? No experience is needed. We provide the vibes; you paint the masterpiece.What's Included: Full Supply Kit: Paints, brushes, easel, and a 12x16" canvas to take home. Guidance: Professional instruction designed for all skill levels (first-time artists welcome!). Convenience: We handle all setup and cleanup. Menu: Access to Mighty Squirrel’s great selection of craft beers and food. Location & Accessibility: Mighty Squirrel Fenway is centrally located, offering easy access for guests coming from Back Bay, Kenmore Square, Brookline, and the South End. We are just moments away from the Lansdowne Street entertainment district and the Museum of Fine Arts. Public transit is easy via the Green Line (Kenmore Station) or MBTA bus routes.The Fenway Parking Game-Changer Don't let city parking stress you out! We offer Free Parking on non-game days. Where: Priority Park, 819 Beacon Street, Boston. How: Dine at Mighty Squirrel ($25+ spend), present your parking pass to your server, and voila! you receive $25 cash back to cover your spot. (Check @mightysquirrelfenway for program updates).
Paint Nite at Mighty Squirrel – A Unique Creative Event for Your Next Night Out Join Boston's original Paint Nite at Mighty Squirrel for a fun, hands-on social painting event that’s perfect for your next night out! Enjoy delicious craft beers while crafting, socializing with America's best paint and sip, guided by local Boston artist in Mighty Squirrel’s vibrant taproom. This interactive experience allows you to eat, paint and unleash your inner artiste in a relaxed, social setting in the heart of Fenway. Ideal for friends, dates, or anyone looking for a creative twist on a night out, Paint Nite at Mighty Squirrel brings together creativity, nature, and community for an unforgettable evening. Free Validated Parking is available with food or beverage orders over $25 on non-game days, at Free Parking valid only when parking at Priority Park, 819 Beacon Street, Boston. Give your email address and parking pass to your server for $25 cash to cover parking!
Paint Nite at Mighty Squirrel – A Unique Creative Event for Your Next Night Out Join Boston's original Paint Nite at Mighty Squirrel for a fun, hands-on social painting event that’s perfect for your next night out! Enjoy delicious craft beers while crafting, socializing with America's best paint and sip, guided by local Boston artist in Mighty Squirrel’s vibrant taproom. This interactive experience allows you to eat, paint and unleash your inner artiste in a relaxed, social setting in the heart of Fenway. Ideal for friends, dates, or anyone looking for a creative twist on a night out, Paint Nite at Mighty Squirrel brings together creativity, nature, and community for an unforgettable evening. Free Validated Parking is available with food or beverage orders over $25 on non-game days, at Free Parking valid only when parking at Priority Park, 819 Beacon Street, Boston. Give your email address and parking pass to your server for $25 cash to cover parking!
Paint Nite at Mighty Squirrel – A Unique Creative Event for Your Next Night Out Join Boston's original Paint Nite at Mighty Squirrel for a fun, hands-on social painting event that’s perfect for your next night out! Enjoy delicious craft beers while crafting, socializing with America's best paint and sip, guided by local Boston artist in Mighty Squirrel’s vibrant taproom. This interactive experience allows you to eat, paint and unleash your inner artiste in a relaxed, social setting in the heart of Fenway. Ideal for friends, dates, or anyone looking for a creative twist on a night out, Paint Nite at Mighty Squirrel brings together creativity, nature, and community for an unforgettable evening. Free Validated Parking is available with food or beverage orders over $25 on non-game days, at Free Parking valid only when parking at Priority Park, 819 Beacon Street, Boston. Give your email address and parking pass to your server for $25 cash to cover parking!
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Jeff Kesses is an accomplished portraitist, the founder of Boston Portrait and Caricature Artists, and a talented Boston area Paint Nite host! A graduate of Dean College and the School of the Museum of Fine Arts, Jeff has also studied at prestigious academies in Santa Fe, LA, and San Francisco. From the Norman Rockwell Museum to commissioned works across the US and Asia, Jeff’s expertise in caricatures, portraits, and murals makes him perfect for events of all shapes and sizes!
Questions about what to expect, what’s included, and how it all works.
Yes. Camping under Galaxy Stars is designed to be achievable at any experience level. More satisfying than it looks difficult — Jeff 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. Jeff is a real local artist — not a teacher running a curriculum — and this event happens at Mighty Squirrel Fenway, 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.
Jeff 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. Keith S. said: 'Fun and easy to follow. No experience necessary. Be as creative as you’d like or simply follow the ideas.'
Mighty Squirrel Fenway 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 26 upcoming events in Boston this month. You can view them here.
Camping under Galaxy Stars is a summer painting — bright, warm tones that match the season perfectly.
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 Camping under Galaxy Stars 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 Jeff. Drinks and food are ordered separately from Mighty Squirrel Fenway — you pay the venue directly for anything you eat or drink.
This event runs approximately 2 hours. Doors open at 2:00 PM — we recommend arriving 15 minutes early to get settled and order your first drink before Jeff 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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