Top-rated painters.

Get matched with top painters in Woods Hole, 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 Woods Hole

Avatar for Rainmaker Painting
Rainmaker Painting
4.9(
52
)

Serving Woods Hole, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2018

Free estimates

Warranties offered

"Chris responded immediately. Came to my home on a Sunday and he & his crew started the next Tuesday. I never thought I could have my home painted in 8 days. From start to finish, he & his crew were here promptly at 8am. From the prep to the final coat of paint, they were professional and thorough. Not a spot of paint on my brand new floors. The price I was quoted was the price I paid. It was worth every penny. I plan on hiring them again for my kitchen and bathroom redo....I highly recommend that you do too!"
Rainmaker Painting 
Interior Painting Specialists 
(617)416-3965
Rainmakerpainting.com
Interior Painting Specialists (617)416-3965 Rainmakerpainting.com
Interior Painting Project
Rainmaker Painting  (617)416-3965
After: Primed with BIN stain blocker/sealer.  Finish Paint is Benjamin Moore, Regal Matte Finish.  Color: Duxbury Grey. Trim is Regal, Semi Gloss. Color: Heron White

+305

Response time7 hrs
Recommended by97%of homeowners
Avatar for Schmidt Painting
Schmidt Painting
4.8(
509
)

Serving Woods Hole, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1997

Free estimates

Emergency services offered

"Schmidt Painting is high quality painting company that I would HIGHLY recomend. Derrick and his crew painted the inside of my house from top to bottom. They have excellent workmanship and were on time everyday. Putting in long hours to make sure the job was done perfectly. We were extermely happy with their skill and their attention to detail. I would defintely recommend Schmidt Painting and would absolutely use them again. 10 + job. If your looking for a painting company look no more.... HIRE Schmidt Painting. You will be happy that you did!!!!"
Schmidt Painting Awards
Schmidt Painting Awards
Schmidt Painting Awards
Schmidt Painting Awards
Schmidt Painting Awards

+20

Response time8 hrs
Response rate100%
Recommended by96%of homeowners
Avatar for Regal Custom Painting, Inc.
Regal Custom Painting, Inc.
4.8(
53
)

Serving Woods Hole, MA and surrounding areas

Approved

In business since 2014

Free estimates

Credit card accepted

"They stripped the wallpaper in my family room and painted. They were very responsive, scheduled the work promptly and performed the work very quickly and well. I would definitely recommend this company. and, in fact, am already using them for another project."
Response time12 hrs
8 neighbors recently requested a quote
Recommended by97%of homeowners
FCL Painting
5.0(
26
)

Serving Woods Hole, MA and surrounding areas

Approved

In business since 2000

Free estimates

Customers say: Terrific value

"FCL is an amazing company. From the owner Felipe to the rest of his crew, professionalism was evident. Punctual and exceptional quality of work. When one color of paint was not the color my wife like, FCL returned to apply another coat of the paint that my wife wanted. No problem. Felipe was very accommodating and we were totally satisfied. I strongly recommend FCL. We will use them again!"
Response time7 hrs
3 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for I.S Painting Corp
I.S Painting Corp
4.8(
27
)

Serving Woods Hole, MA and surrounding areas

Approved

In business since 2023

Free estimates

Emergency services offered

"Carla and Italo were a pleasure to work with. They were prompt and courteous with every aspect of the job, took extra care to protect floors and furnishings, and provided first class workmanship at a very competitive rate. There's nothing not to like about IS Painting. They will be my go-to Paint Contractor for future work!"
Bedroom 1
Bedroom 2
Bedroom 3
Bedroom 4
Bedroom 5

+18

Response time3 hrs
Response rate94%
1 neighbors recently requested a quote
Avatar for P&B Painting
P&B Painting
5.0(
5
)

Serving Woods Hole, MA and surrounding areas

Approved

In business since 2000

Free estimates

Small jobs welcome

We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular project. We look forward to earning your business! \nOnce you use us, I'm confident you will be a customer for life>>>>>>>>>>>>

Exterior
Exterior
Exterior
Interior
Exterior

+6

Response time3 hrs
Recommended by100%of homeowners
Avatar for A1 Painters
A1 Painters
4.5(
60
)

Serving Woods Hole, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1999

Free estimates

Emergency services offered

"Proud Painters did an exceptional job. Came to our house as scheduled and completed the work required. After the power washing was completed we walked around the property to assure everything was done correctly. I highly recommend this company."
Moms Deck Replacement
Moms Deck Replacement
Moms Deck Replacement
Moms Deck Replacement
Moms Deck Replacement

+455

Response time1 day
Response rate91%
23 neighbors recently requested a quote
Avatar for VGK  Painting, Inc
VGK Painting, Inc
4.6(
112
)

Serving Woods Hole, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2016

Free estimates

Small jobs welcome

"Hired many painting and carpentry contractors over decades for exterior painting/deck and siding repair and deck staining and no one as performed better than Vinny and Giscelle. Why? Fair quote beating any competition on price and work detail and then in performance, executing daily on time as promised in the contract, communicating as needed on any new items arising. Excellent quality in carpentry repairs, painting prep and within the lines neat painting. Would recommend them to family and friends without hesitation. Pleasant professional people. M &D"
CARPENTRY
DECK + FRONT DOOR
INTERIOR PAINTING
INTERIOR PAINTING
CARPENTRY

+140

Response time2 hrs
Response rate91%
5 neighbors recently requested a quote
Avatar for Anderson & Sons Home Solutions, Inc.
Anderson & Sons Home Solutions, Inc.
4.8(
166
)

Serving Woods Hole, MA and surrounding areas

Approved

In business since 2012

Free estimates

Warranties offered

"Very professional workers. I am very pleased with theirwork. PAinted my outside trim and stained the deck. Thank you all who recommended them on Home Advisor."
Response time10 hrs
Response rate88%
22 neighbors recently requested a quote
...
Showing 1-10 of 363

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

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