
Get matched with top painters in Chester, MA
There are 7 highly-rated local painters.
Need a pro for your painting project in Chester, MA?
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Verified Reviews for Painting pros in Chester, MA
*The Angi rating for Painting companies in Chester, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Painting needs.
*The HomeAdvisor rating for Painting companies in Chester, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Painting needs.
Last update on November 13, 2025
Find Painters in Chester

Burns & Co.
Burns & Co.
Book your Exterior job today.We service the Berkshires and Northern Connecticut. 25 years of experience in Painting and Remodeling. I would love to weatherize your property from the harsh New England weather. I am a firm believer in using Sherman Williams exterior, paints and epoxies to winterize your home, and give it a long lasting weather shield the elements. I absolutely love what I do. Bringing your home back to life with a beautiful Paint Job. I aim to please and all of my customers are ecstatic when the jobs complete. Please feel free to call or text me anytime to schedule your appointment for free estimate. I am a proud recipient of the Angie’s list 2023 and 2024 service award. Feel free to call, text, or email at any time. 413-588-8708 Please leave a message because your call is very important to me and I will get back to you. Thank you and take care I look forward to meeting you
"A professional job and very reliable. Would highly recommend the services and company to anyone looking for home improvement. Top notch service."
Jimmie A on October 2025
Book your Exterior job today.We service the Berkshires and Northern Connecticut. 25 years of experience in Painting and Remodeling. I would love to weatherize your property from the harsh New England weather. I am a firm believer in using Sherman Williams exterior, paints and epoxies to winterize your home, and give it a long lasting weather shield the elements. I absolutely love what I do. Bringing your home back to life with a beautiful Paint Job. I aim to please and all of my customers are ecstatic when the jobs complete. Please feel free to call or text me anytime to schedule your appointment for free estimate. I am a proud recipient of the Angie’s list 2023 and 2024 service award. Feel free to call, text, or email at any time. 413-588-8708 Please leave a message because your call is very important to me and I will get back to you. Thank you and take care I look forward to meeting you
"A professional job and very reliable. Would highly recommend the services and company to anyone looking for home improvement. Top notch service."
Jimmie A on October 2025

S&P Paint and Property Maintenance
S&P Paint and Property Maintenance
We specialize in exterior and interior painting, as well as power washing and gutter maintenance. With 10+ years of service to the Berkshires, we strive to leave our customers beyond satisfied and in love with a new look home or Business. Fully insured ⭐
"I hired Seth to do some interior paint work and could not be happier with the results! He took the time to make sure everything was perfect and was always willing to go above and beyond answering all my paint questions. I will be hiring Seth in the future and highly recommend his services to everyone!"
Jessica R on March 2025
We specialize in exterior and interior painting, as well as power washing and gutter maintenance. With 10+ years of service to the Berkshires, we strive to leave our customers beyond satisfied and in love with a new look home or Business. Fully insured ⭐
"I hired Seth to do some interior paint work and could not be happier with the results! He took the time to make sure everything was perfect and was always willing to go above and beyond answering all my paint questions. I will be hiring Seth in the future and highly recommend his services to everyone!"
Jessica R on March 2025

The Empire Company
The Empire Company
We know how important it is to choose a company that will meet and exceed your expectations. We work with honesty and partner with our customers, as we're both always seeking 100% satisfaction.We're a family owned business. My wife and I run this to have a better life for our families. We offer interior & exterior painting, all types of handyman work, pressure washing, and housecleaning services.
"I needed someone to fix a leak and add siding which had rotted. I couldn’t be more pleased. Bruno’s repair crew and painters were excellent."
Walter P on October 2025
We know how important it is to choose a company that will meet and exceed your expectations. We work with honesty and partner with our customers, as we're both always seeking 100% satisfaction.We're a family owned business. My wife and I run this to have a better life for our families. We offer interior & exterior painting, all types of handyman work, pressure washing, and housecleaning services.
"I needed someone to fix a leak and add siding which had rotted. I couldn’t be more pleased. Bruno’s repair crew and painters were excellent."
Walter P on October 2025

YARO GROUP
YARO GROUP
Great people, professional skills, quality work, windows, doors, floors, walls, paint, restoration, tiles, turnkey repair. Our mission is to be a provider that brings back the personal touch with our customers. We will build a relationship that will last a lifetime after you see our quality work. As a locally owned and operated business, we feel invested in our clients and constantly strive for customer satisfaction. Call or message us to schedule an estimate today!
Great people, professional skills, quality work, windows, doors, floors, walls, paint, restoration, tiles, turnkey repair. Our mission is to be a provider that brings back the personal touch with our customers. We will build a relationship that will last a lifetime after you see our quality work. As a locally owned and operated business, we feel invested in our clients and constantly strive for customer satisfaction. Call or message us to schedule an estimate today!

Home CPR 4 U
Home CPR 4 U
Nickel Stillnight has brought together talented artists who all specialize in their own unique field. We provide artistic murals (Nickel Stillnight), home renovation/repairs (Jeffrey Wyand), custom woodworking (Greg Bodnar), and custom metal signs (Justin Clark). We are LGBTQ+ allies. Based in Huntington, MA
Nickel Stillnight has brought together talented artists who all specialize in their own unique field. We provide artistic murals (Nickel Stillnight), home renovation/repairs (Jeffrey Wyand), custom woodworking (Greg Bodnar), and custom metal signs (Justin Clark). We are LGBTQ+ allies. Based in Huntington, MA

T&T remodeling
T&T remodeling
Hello, I'm Scott. I've been in the construction services field for over 30 years. I'm happy to help with any of your remodeling needs. At our company, your satisfaction is our top priority. We are committed to completing every job to the highest standards, ensuring exceptional quality and service. Discover our range of services and reach out today to book your free estimate. Let us show you the difference our dedication can make!
"Working with Scott was outstanding. Scott impressed me with his reliability, thoroughness, and exceptional results. He's highly skilled, trustworthy, and even went above and beyond to fix issues he noticed that we were unaware of. I would hire him again without hesitation and enthusiastically recommend him to anyone in need of quality work!"
Jessica H on November 2024
Hello, I'm Scott. I've been in the construction services field for over 30 years. I'm happy to help with any of your remodeling needs. At our company, your satisfaction is our top priority. We are committed to completing every job to the highest standards, ensuring exceptional quality and service. Discover our range of services and reach out today to book your free estimate. Let us show you the difference our dedication can make!
"Working with Scott was outstanding. Scott impressed me with his reliability, thoroughness, and exceptional results. He's highly skilled, trustworthy, and even went above and beyond to fix issues he noticed that we were unaware of. I would hire him again without hesitation and enthusiastically recommend him to anyone in need of quality work!"
Jessica H on November 2024

Austin's Home Improvement
Austin's Home Improvement
We specialize in all types of construction including: interior pine, sheet rock, flooring, and remodeling. We also do all exterior work such as: exterior paint, roofing, decking, siding, soft, dock building, and so much more!. We have experience since 2014 in the construction field. . We strive to exceed expectations by delivering exceptional service, great quality work, and professionalism on every job. Read more below on all the services we offer and contact us with any questions or to schedule a free estimate today!
We specialize in all types of construction including: interior pine, sheet rock, flooring, and remodeling. We also do all exterior work such as: exterior paint, roofing, decking, siding, soft, dock building, and so much more!. We have experience since 2014 in the construction field. . We strive to exceed expectations by delivering exceptional service, great quality work, and professionalism on every job. Read more below on all the services we offer and contact us with any questions or to schedule a free estimate today!

Vertex design and build
Vertex design and build
20 years of experience in all types of remodeling and construction. Any type of job big or small indoor and outdoor we have done it.
20 years of experience in all types of remodeling and construction. Any type of job big or small indoor and outdoor we have done it.

Alyssa Crabtree
Alyssa Crabtree
What I do isn’t just about painting walls or fixing things — it’s about creating spaces people feel proud of. From painting projects that brighten your home to repairs that bring peace of mind, every job I take on is powered by purpose and built from the heart. Each project is a reflection of my values, my craftsmanship, and my genuine passion for what I do. Check out my instagram for recent projects. https://www.instagram.com/ancprojects?igsh=c3E0a2ZnM2x0djdx&utm_source=qr
What I do isn’t just about painting walls or fixing things — it’s about creating spaces people feel proud of. From painting projects that brighten your home to repairs that bring peace of mind, every job I take on is powered by purpose and built from the heart. Each project is a reflection of my values, my craftsmanship, and my genuine passion for what I do. Check out my instagram for recent projects. https://www.instagram.com/ancprojects?igsh=c3E0a2ZnM2x0djdx&utm_source=qr
The Chester, MA homeowners’ guide to painting services
From average costs to expert advice, get all the answers you need to get your job done.

Painting a garage door is one of the most impactful projects you can undertake with a smaller budget. Learn what makes up the total cost, as well as tips on how you can save.

The cost to paint a stucco house depends on its size, the type of paint used, and any required repairs. This guide will help you budget for the painting project.

The cost to paint a house's exterior depends on its size, siding type, and height. The finish and the home's exterior condition also play a role.

Picking the right blue exterior house paint is easier said than done, but knowing which shades best suit the task will help you make the right choice.

Knowing how to pick a front door color will help you achieve the style you desire and boost your curb appeal.

Can you paint Trex decking? Learn whether there are any cases in which paint is safe to use on a Trex deck.
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