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
)

Serving Ashland, MA and surrounding areas

Approved

In business since 2006

Free estimates

Small jobs welcome

"We will always use Superior Strokes for our painting needs. Pricing is always fair and Steve is extremely reliant, detail oriented, and highly skilled. We have had fences painted, our deck re-stained and our home power washed and the quality of the work is exceptional."
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(
30
)

Serving Ashland, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2007

Free estimates

Emergency services offered

"We hired James to stain our deck. He was invariably responsive, patient, and clear. And, equally if not more important, he did an excellent job! I plan to rehire James for future staining and painting jobs."
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 rate96%
Recommended by76%of homeowners
Avatar for Boston Painting Services Inc.
Boston Painting Services Inc.
4.9(
110
)

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 time3 days
Response rate92%
Recommended by91%of homeowners
Avatar for ARCH PAINTING
ARCH PAINTING
4.4(
160
)

Serving Ashland, MA and surrounding areas

Approved

In business since 1997

Free estimates

Warranties offered

"Work was performed exactly as discussed and agreed to (match existing paint colors) at estimated cost. Start was delayed at our request due to high heat and humidity, with no complaints. Work was further delayed through no fault of Arch Painting due to continuous wet weather. Once a good weather window finally occurred, the work was performed quickly with no impact on us. We were totally satisfied with the quality of the work and the finished product."
BEFORE
AFTER
Before
After
Before

+17

Response time12 hrs
5 neighbors recently requested a quote
Recommended by88%of homeowners
Avatar for Supreme Painters Inc
Supreme Painters Inc
4.9(
116
)

Serving Ashland, MA and surrounding areas

Approved

In business since 2007

Free estimates

Emergency services offered

"Lindo responded to my request for a quotation more promptly than two other painting companies. Most of the painting in my house will be interior, but the exterior doors were painted on Monday before the weather gets too cold. Omar did an excellent job: he cleaned up, was polite, put everything back the way it was, and the quality of the painting makes our doors look like new, including the two front "double" doors and a side door. During the job, whenever there was a question, Omar always did the higher quality approach, even if it took a little longer: he removed all the small window shades that were on the door and their hardware (and put it back), he patched a couple of holes in the doors, he prepared the surfaces including sanding existing paint, he painted all nearby wood, including the door frames, using exterior green or exterior white, and then used interior white on the insides of the doors. Painting of all the remaining interior work will be this winter; if that's done as well as Omar did on the doors on Monday, then my wife and I will be very happy."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+52

Response time2 days
Recommended by97%of homeowners
Avatar for K Rod Painting
K Rod Painting
4.9(
19
)

Serving Ashland, MA and surrounding areas

Approved

In business since 1999

Free estimates

Warranties offered

"K-Rod did a good job painting. When they stained my deck, they dripped stain on my plants and trampled some of them. This is an established garden and I don’t know if the plants will come back. They did not show any care or concern my property and did not even cover the plants before staining."
Recommended by94%of homeowners
Avatar for Target Painting & Contracting Inc
Target Painting & Contracting Inc
4.9(
97
)

Serving Ashland, MA and surrounding areas

Approved

In business since 2009

Free estimates

Warranties offered

"The entire staff, from office to carpenters and painters were very professional and completely thorough in their work! Very pleased with the results. I wish I hired them 3 paint jobs ago!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+92

2 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for Silva Express Painting, Inc.
Silva Express Painting, Inc.
4.9(
232
)

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%
14 neighbors recently requested a quote
Avatar for Reliant Painting Company
Reliant Painting Company
5.0(
92
)

Serving Ashland, MA and surrounding areas

Approved

In business since 2015

Free estimates

Warranties offered

"I hired Reliant Painting to paint the bathroom of my office and I decided to paint the entire building inside and out, their work is amazing. It was a great experience dealing with them. I recommend them 100%."
Response time6 hrs
14 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for Evolution Painting Company, Inc.
Evolution Painting Company, Inc.
4.8(
129
)

Serving Ashland, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2009

Free estimates

Warranties offered

"I highly recommend Evolution Painting. We had carpentry work that needed to be done as well as staining the house. When a couple of unforeseen items popped up, they were taken care of as well. Each day, when they left you would never know they were there...excellent clean-up. My house looks great!"
Ashland, MA
Dover, MA
Franklin, MA
Medfield
Medway, MA

+18

Response time12 hrs
46 neighbors recently requested a quote
Recommended by84%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.