Top-rated painters.

Get matched with top painters in Ashland, 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 Ashland

Avatar for Superior Strokes Painting
Superior Strokes Painting
4.8(
130
)
Painting or Staining - Small ProjectsExterior Home or Structure - Paint or Stain: SmallInterior Painting or Staining: 1 - 2 Rooms

Serving Ashland, MA and surrounding areas

Approved

In business since 2006

Free estimates

Small jobs welcome

"I needed some painting done professionally and timely. I got both with Steve. He arrived timely for the estimate and the job. He completed everything in the time quoted and I could not be more pleased with the results. I am going to him for another body of work without hesitation. If you want quality and professionalism, call Steve."
Before
Chemical stripped railing, sanded and minwax perfo
Front door
Gorgeous
Beautiful Reflection

+19

Response time12 hrs
1 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for J’s Painting
J’s Painting
5.0(
31
)
Interior Home or Surfaces - Paint or StainInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms+1 more

Serving Ashland, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2007

Free estimates

Emergency services offered

"I will hire James again absolutely to do any future painting projects. He is thorough, efficient, well-priced, and a delight to work with. He is thoughtful and earnest, as well as honest and reliable. We had him paint our kitchen (where the counters were brandy-new and very white, and he left them in pristine condition after painting the whole kitchen, not an easy task!), including a chalkboard wall and a lot of trim; he did an awesome job and it looks great. He then did one bedroom, including trim and the doors in the bedroom, and again - fantastic job, thorough and great to work with throughout. We will definitely call James again when we have any paint projects!"
High volume trim rooms
view into bedroom from living room with some big goof in the way... yes, its me...
Additional Photos
Why I can work long hours and feel fine ❤️
Older apartment looking pretty modern now

+15

Response time2 days
Response rate100%
Recommended by74%of homeowners
Avatar for ARCH PAINTING
ARCH PAINTING
4.4(
161
)
Exterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 5 + RoomsExterior Building - Paint or Stain - For Business+14 more

Serving Ashland, MA and surrounding areas

Approved

In business since 1997

Free estimates

Warranties offered

"We were really happy with Arch Painting. They painted the exterior of our house in early November, 2016. They came and gave us a very fair price and once they started the work they were quick and efficient. The crew was a great group of guys who worked very hard and they were finished in a week. We had some areas of rot and as promised, they did some light carpentry to repair those areas and we were very happy with that work. The crew was really great....polite guys who picked up after themselves. We have had others who did work who left the place a mess. Not these guys. We recommend Arch Painting! Our house looks great."
BEFORE
AFTER
Before
After
Before

+17

Response time12 hrs
Response rate100%
2 neighbors recently requested a quote
Avatar for Boston Painting Services Inc.
Boston Painting Services Inc.
4.9(
110
)
Interior Home or Surfaces - Paint or StainInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms+3 more

Serving Ashland, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2002

Free estimates

Emergency services offered

"Great experience with Cassio and his crew. The project covered a staircase across three floors with high ceilings, including staining the wooden railings and painting all trims. The final result looks excellent and the quality really stands out. Work was completed on time and the space was kept clean throughout. Nice attention to detail as well, especially with caulking around trims and switches. Helpful input on color choices made the end result come together really well. Also appreciated that Cassio stopped by afterward to take care of a few small touch-ups without any hassle. Highly recommend Cassio and his crew for reliable, high-quality painting work."
Carpentry - Woodworking Project
Painting - Exterior Project
Additional Photos
Additional Photos
Additional Photos

+79

Response time5 days
Response rate100%
Recommended by91%of homeowners
Avatar for K Rod Painting
K Rod Painting
4.9(
19
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+5 more

Serving Ashland, MA and surrounding areas

Approved

In business since 1999

Free estimates

Warranties offered

"K Rod painting provided excellent service at a very good price.  They were on time, professional, neat and clean. They had to sand down the siding on the south side before painting. After painting they were unhappy with the results and on the own decided to paint another coat.  It looks great. We have already recommended K Rod painting to several people.  Highly recommended. You will not be disappointed."
Recommended by94%of homeowners
Avatar for Silva Express Painting, Inc.
Silva Express Painting, Inc.
4.9(
232
)
Interior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + RoomsInterior Surfaces - Paint or Stain- For Business+2 more

Serving Ashland, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1994

Free estimates

Warranties offered

"Chet and his team did a great job painting the entire interior of our home. We had some very dark walls and a brown ceiling and I chose VERY light paint colors. I'm sure these areas were challenging to cover, but you can't even tell there used to be such dark colors in our home! The paint job is great and they were able to paint the entire interior of our home in 2 days. I would choose Silva Express Painting for any future painting jobs without hesitation again."
paint &floors
paint &floors
paint &floors
paint &floors
painting &woodfloors

+216

Response time4 hrs
Response rate95%
10 neighbors recently requested a quote
Avatar for Life In Colors Painting, Inc.
Life In Colors Painting, Inc.
4.9(
73
)
Exterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 5 + Rooms

Serving Ashland, MA and surrounding areas

Approved

In business since 2017

Free estimates

Emergency services offered

"We asked for estimates to stain the exterior of our house. Ozzy handled the estimate process the best of the three companies we contacted. He has a friendly, professional manner and his price was in line with the other quotes. Ed did the work and he worked very hard and was polite and very accommodating. Ozzy put in extra effort to get our color choice matched just right. He came to set up the job with Ed and returned to inspect when the job was done. Ozzy spent time painting areas he thought needed improvement, but we hadn't noticed. He then used a blower around the house and took the debris away -- a very nice extra touch! Will hire them again for our painting needs."
Living room
Exterior work
Interior Painting
New construction
Exterior

+141

Response time9 hrs
Response rate94%
Recommended by100%of homeowners
Avatar for Target Painting & Contracting Inc
Target Painting & Contracting Inc
4.8(
182
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+5 more

Serving Ashland, MA and surrounding areas

Approved

In business since 2009

Free estimates

Warranties offered

"Perfect. This was not a typical job. Normally painters paint flat surfaces. This job was to paint (stain) 62 6-sided boards installed as a pergola. I tried to do it myself but only did 4 boards before I gave up and called Target Painting. (Another company refused the job.) Gene was great, as well as all the crew. At one point, one of the painters went up on the roof to monitor the progress and inspect the hard-to-reach places. Everything was great, including the cleanup."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+92

Recommended by93%of homeowners
...
Showing 1-10 of 1301

FAQs for painting projects in Ashland, 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 Ashland, MA homeowners’ guide to painting services

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