Top-rated painters.

Get matched with top painters in Westport, MA

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Find Painters in Westport

Avatar for Color Concepts Painting
Color Concepts Painting
4.9(
137
)

Serving Westport, MA and surrounding areas

Approved

In business since 2001

Free estimates

Emergency services offered

"Mark and Andrew did a GREAT job!!! They painted our Living Room, Dining Room and Kitchen and ceilings. They did 2 coats of paint (Benjamin Moore) with 2 contrasting colors in the Dining Room. Mark really helped us in suggesting colors and finishes. In addition, we are going to have them do some more painting in our house!!"
Additional Photos
Additional Photos
Additional Photos
Response time1 day
Recommended by98%of homeowners
Avatar for ARCH PAINTING
ARCH PAINTING
4.4(
160
)

Serving Westport, MA and surrounding areas

Approved

In business since 1997

Free estimates

Warranties offered

"Fantastic! From our first meeting with Brian Timmons to our last, we were extremely impressed. The quality of work and the employees’ professionalism was very impressive. We will be recommending Arch Painting to our family and friends!"
BEFORE
AFTER
Before
After
Before

+17

Response time12 hrs
5 neighbors recently requested a quote
Recommended by88%of homeowners
Avatar for Bobs Painting
Bobs Painting
4.8(
36
)

Serving Westport, MA and surrounding areas

Approved

In business since 2017

Free estimates

Emergency services offered

"Is the limit only 5 stars? Bob did several jobs for me that I can no longer do for myself. This included painting a 50 foot concrete garage, removing 2 custom made interior doors, & taking them to his shop, where he stained & polyurethane them. Then he power-washed my natural shingle, cape style house, following that he painted the concrete foundation of said house! We not only got a painter, we got a friend!"
Response time2 hrs
Response rate92%
26 neighbors recently requested a quote
Avatar for Renaissance Revival Painting
Renaissance Revival Painting
4.7(
86
)

Serving Westport, MA and surrounding areas

Approved

In business since 2001

Free estimates

Small jobs welcome

"Excellent work, great communication, on time, and worked with us to size our interior paint project to our budget. Highly recommended!"
 Living room
 Italian landscape
Library
Landscape with house
Tuscan landscape

+34

Response time10 mins
1 neighbors recently requested a quote
Recommended by82%of homeowners
Avatar for D.P. Painting
D.P. Painting
5.0(
27
)

Serving Westport, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2009

Free estimates

Warranties offered

"The fence in my yard needed to be scraped sanded painted and have some panels replaced. What an amazing job! Dennis is a very experienced painter and I would recommend him to anyone that needs any painting done. Very polite and well-mannered."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+35

Response time2 days
Recommended by79%of homeowners
Avatar for CertaPro Painters
CertaPro Painters
4.3(
75
)

Serving Westport, MA and surrounding areas

Approved

In business since 1971

Free estimates

Credit card accepted

"The entire Certa Pro team supervised by Mario Mesa, was very polite, professional, extremely cooperative and very meticulous when it came to painting our home. We could not have asked for a better crew. They did an outstanding job. We would also like to thank Matt Unger our sales representative."
Garage Painting
Interior Prep
Exterior
Exterior
Interior

+1

Recommended by94%of homeowners
Avatar for Almeidas painting & light carpentry
Almeidas painting & light carpentry
5.0(
4
)

Serving Westport, MA and surrounding areas

Approved

In business since 2018

Free estimates

"Eddie was great from the very start!! He quoted us fair pricing, worked hard to meet our standards and custom requests and brought in a great team to paint the house and ceilings, add crown molding, custom wainscoting and a custom window bench. He was respectful and wonderful to work with. I highly recommend him!! Thank you Eddie!"
Stair repair
Window bench
Window bench
Floor insulation
Wood fl refinished

+7

6 neighbors recently requested a quote
Romas Remodeling Inc
5.0(
30
)

Serving Westport, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2024

Free estimates

Customers say: True professional

"They do beautiful work. They redid some awful wood kitchen cabinets in a condo we inherited. They came out awesome and new hardware and hinges changed. We had them painted white with black hardware Very pleased with their work. They look like new! Don't hesitate to hire them if you need anything painted. It's a husband and wife team. They are the sweetest couple and truly care about their customers."
Response time6 hrs
Response rate96%
19 neighbors recently requested a quote
...
Showing 1-10 of 491

FAQs for painting projects in Westport, MA

Most homeowners opt for semi-gloss or high-gloss paint to make the baseboards stand out against the walls. If you’d rather keep things subtle, matching the wall sheen with eggshell or satin also works well. When your trim has nicks or dents, reach for a flatter, matte finish—it hides minor imperfections better than a shiny coat.

Stripping old paint from trim costs $1 to $3 per linear foot. Pros use specialized tools and techniques to lift away existing layers without gouging the wood, then prep the surface for a fresh finish. While it adds to your budget, proper removal protects the molding and sets the stage for a smoother, longer-lasting paint job.

Tackling the baseboards first often leads to crisper lines. Painting trim first lets you tape off the boards instead of the walls, so you’re less likely to splatter color where you don’t want it. Any stray marks on the wall get covered when you roll on the final coat, making the whole process faster and tidier.

You can absolutely paint baseboards in place. Leaving them installed avoids the risk of cracking or misaligning the boards when they’re reattached. With thorough cleaning, light sanding, and careful taping, a pro—or an experienced DIYer—can achieve a sharp, factory-smooth finish while saving you the hassle of prying off and reinstalling trim.

Painting almost always beats replacement in cost. Swapping out baseboards runs about $150 in DIY materials or roughly $1,100 with a pro, while repainting costs about $50 in supplies and $1 to $5 per square foot for labor. Unless the boards are warped or severely damaged, a fresh coat delivers the same visual upgrade for a fraction of the price.

Paintable caulk and wood filler are the go-to fixes for nail holes in baseboards. Wood filler sands flush for a glass-smooth surface, while caulk provides a flexible seal that won’t crack as the house settles. Either way, patching those tiny divots before you prime ensures your finished baseboards look seamless.

The Westport, MA homeowners’ guide to painting services

From average costs to expert advice, get all the answers you need to get your job done.