Dinner & drinks before your easel
Most of our Chelmsford 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 Chelmsford, Massachusetts
Paint & Sip Events in Chelmsford
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 Chelmsford.
4.8 average artist rating10M+ painters88 upcoming in Chelmsford
88
Upcoming events
10M+
Happy painters
4.8
Average artist rating
17
Local venues
10
Chelmsford artists
Since 2012
The original paint & sip
4.8 average ratingPaint & Sip Classes in Chelmsford
Paint Nite in Chelmsford is the city's favourite paint and sip night — a guided painting party hosted right inside local Chelmsford 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 Chelmsford events run across the most popular neighbourhoods in and around Massachusetts. 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 Massachusetts.
What's on
Upcoming Paint & Sip Events in Chelmsford
Where we paint
Paint Nite Venues in Chelmsford
We host inside real neighbourhood bars and restaurants — explore the rooms, then pick your night.
CHELMSFORD, MA·0.4 mi away
$$·3 Upcoming Events
Kid-friendly chain serving classic Italian meals & pizzas, plus cocktails, wine & beer.
BeerWineCocktailsOutdoorReservable
About this venue
Kid-friendly chain serving classic Italian meals & pizzas, plus cocktails, wine & beer.
Photos
LEXINGTON, MA·11.2 mi away
2 Upcoming Events
Modern hotel with a hip cocktail bar, an indoor pool & a fitness center, plus free parking.
AccessibleWebsite
About this venue
Modern hotel with a hip cocktail bar, an indoor pool & a fitness center, plus free parking.
Photos
Salem, NH·13.9 mi away
1 Upcoming Event
If you are coming with a group (yay, how fun!) please arrive 30 minutes before to secure seats together. If you arrive early to eat first, please tell the host that you are attending the Paint Nite event. Head over to secure your seats, then enjoy your dinner! *Please note, this painting party is only for adults age 21 and older and is NOT a BYOB event--all food and drink must be purchased at the restaurant. No food or drink is included with your ticket price.
About this venue
If you are coming with a group (yay, how fun!) please arrive 30 minutes before to secure seats together. If you arrive early to eat first, please tell the host that you are attending the Paint Nite event. Head over to secure your seats, then enjoy your dinner! *Please note, this painting party is only for adults age 21 and older and is NOT a BYOB event--all food and drink must be purchased at the restaurant. No food or drink is included with your ticket price.
Photos
Upcoming at Margarita's (Salem)
WOBURN, MA·14.0 mi away
2 Upcoming Events
Sprawling brewery with 40 barrels, plus a taproom where customers can sample hoppy ales.
Beer
About this venue
Sprawling brewery with 40 barrels, plus a taproom where customers can sample hoppy ales.
Photos
METHUEN, MA·14.6 mi away
$$·1 Upcoming Event
Casual chain restaurant with a festive vibe serving beer, cocktails & a wide menu of American fare.
BeerWineCocktailsReservable
About this venue
Casual chain restaurant with a festive vibe serving beer, cocktails & a wide menu of American fare.
Photos
Upcoming at TGI Fridays
CAMBRIDGE, MA·17.3 mi away
3 Upcoming Events
TopMix Bar Kitchen: Cambridge's Premier Destination for Elevated Dining Events Located at 50 Cambridgepark Drive, TopMix Bar Kitchen offers a vibrant, unique culinary experience in the heart of Cambridge's Alewife neighborhood. We pride ourselves on serving Latin Caribbean-inspired cuisine with a modern twist, alongside an impressive selection of uniquely mixed spirits, craft cocktails, wine, and beer. Perfect for a casual meal, a lively night out, or your next special event, TopMix provides a comfortable and exciting environment. Our prime location offers easy access from Alewife Station (Red Line) and Route 2, making us a convenient choice for residents and visitors exploring Cambridge and beyond. Experience our delicious food, creative cocktails, and welcoming atmosphere. For special Paint Nite events, use code PNBOSTON25 for 25% off. Discover your new favorite Cambridge spot at TopMix Bar Kitchen!
BeerWineCocktailsOutdoorReservable
About this venue
TopMix Bar Kitchen: Cambridge's Premier Destination for Elevated Dining Events Located at 50 Cambridgepark Drive, TopMix Bar Kitchen offers a vibrant, unique culinary experience in the heart of Cambridge's Alewife neighborhood. We pride ourselves on serving Latin Caribbean-inspired cuisine with a modern twist, alongside an impressive selection of uniquely mixed spirits, craft cocktails, wine, and beer. Perfect for a casual meal, a lively night out, or your next special event, TopMix provides a comfortable and exciting environment. Our prime location offers easy access from Alewife Station (Red Line) and Route 2, making us a convenient choice for residents and visitors exploring Cambridge and beyond. Experience our delicious food, creative cocktails, and welcoming atmosphere. For special Paint Nite events, use code PNBOSTON25 for 25% off. Discover your new favorite Cambridge spot at TopMix Bar Kitchen!
Photos
MEDFORD, MA·17.9 mi away
$$·1 Upcoming Event
Discover Boston's most unique Paint Nite experience at The Great American Beer Hall, where creativity meets craft beer just minutes from Tufts' Medford Green Line stop. Transform your evening into an unforgettable artistic adventure in our stunning 17,000-square-foot space, perfect for any special occasion, birthday parties, romantic date nights, and trendy girls' night out events. Unleash your inner artist while sipping New England's finest craft beers in our luxury venue with Paint Nite, Boston's original paint and sip experience, and combine expert art instruction with premium drinks and chef-crafted dishes from The Lantern restaurant. Operated by acclaimed Executive Chef, Nick Dowling, the eatery offers contemporary American dishes – brick-oven style pizza, salads, appetizers, sandwiches, entrees and more! Ample parking, and a fantastic site, including ample parking and a gorgeous outdoor beer garden—GABH provides the perfect backdrop for your creative festivities!
BeerWineCocktailsOutdoor
About this venue
Discover Boston's most unique Paint Nite experience at The Great American Beer Hall, where creativity meets craft beer just minutes from Tufts' Medford Green Line stop. Transform your evening into an unforgettable artistic adventure in our stunning 17,000-square-foot space, perfect for any special occasion, birthday parties, romantic date nights, and trendy girls' night out events. Unleash your inner artist while sipping New England's finest craft beers in our luxury venue with Paint Nite, Boston's original paint and sip experience, and combine expert art instruction with premium drinks and chef-crafted dishes from The Lantern restaurant. Operated by acclaimed Executive Chef, Nick Dowling, the eatery offers contemporary American dishes – brick-oven style pizza, salads, appetizers, sandwiches, entrees and more! Ample parking, and a fantastic site, including ample parking and a gorgeous outdoor beer garden—GABH provides the perfect backdrop for your creative festivities!
Photos
Upcoming at The Great American Beer Hall
Medford, MA·17.9 mi away
$$·2 Upcoming Events
Coming soon
BeerWineCocktailsOutdoor
About this venue
Coming soon
Photos
Local guide
Things to Do Near a Paint Nite in Chelmsford
The most romantic rooms in Chelmsford
Candlelit wine bars and skylit lounges make Paint Nite one of the most-booked date nights in Chelmsford — a low-pressure, high-charm evening that beats another dinner-and-a-movie.
Sort out the office social
Our larger Chelmsford 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 Chelmsford 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 Chelmsford
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 Chelmsford 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 Chelmsford 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 Chelmsford 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 Chelmsford Guests Are Saying
We had a great time, the instructor genuinely enjoyed her job, made you feel comfortable, welcome, she was very helpful, engaged, positive & it was really encouraging, fun, funny & gave any of us "non painters" with no experience the confidence to turn something blank into something beautiful
F
Featured Guest
Cat is always fun to paint with. She creates a fun and relaxing experience
F
Featured Guest
The artist showing us what to do, Josh, did a Great Job. The group was crowded together in a room that was, otherwise, empty of people. I have great difficulty sitting on a bar stool or bar chair. I had to stand up for over half the lesson. I did have a good time and am pleased with the painting I created.
G
Guest
Paint nite with Shilpa was so much fun! I highly recommend her classes. It was a small group so we did lots of extra things and learned all kind of techniques! Shilpa was very generous with us all. She is very patient and a talented artist and teacher. This was a wonderful night out, though a small group we had lots of fun. The venue -Flying Dreams Brewery was awesome as well! Shilpa does private events , what a wonderful gathering that would make for friends and family! If you are interested in
T
Tracy C.
Was very fun,Kay is the funniest artist and we loved her.
F
Featured Guest
Very fun time. Loved that I could include my 2 granddaughters (aged 10 & 12). Host was very helpful and friendly. She was also very patient when we got a little bit behind and gave us different ideas and suggestions.
S
Sue V.
Had a great time! DJ was awesome! Paint Kits were so cool.
L
Linda P.
It was laid back. The host was so nice and helpful. Great place to really relax
F
Featured Guest
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 Chelmsford
Paint Nite is a social painting event hosted at bars and restaurants across Chelmsford — 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 Chelmsford 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 Chelmsford and the surrounding Massachusetts 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 Chelmsford — 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 United States. Scroll to "Nearby cities" to jump to your area.