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TRUSTED BY SOUTH BOSTON, MA HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon85
    Verified deck staining services reviews

Top-Rated Deck staining pros in South Boston - Updated Nov 2026

Avatar for Olde England Painting
Olde England Painting
5.0(
56
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving South Boston, MA and surrounding areas

Approved

In business since 1992

Free estimates

Warranties offered

"Paul and his team were absolutely fantastic! They were so courteous and respectful and meticulous in their prep and carpentry work- and we had A LOT of things that needed fixing like rotted windowsills, broken deck stairs, incomplete trim moulding, broken shingles and a crooked garage cupola. They fixed it all! Now my 115 year old house looks so beautiful and I can’t thank Paul and his team enough. They were also so tidy and cleaned up their work areas every afternoon before they left. If you’re considering Olde England Painting just hire them. You will not be disappointed. Last but not least, they were also the most reasonable quote I got and I met with 5 other painters. I would hire them again in a heartbeat!"
Additional Photos
Additional Photos
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Additional Photos

+4

Response time4 days
Response rate100%
Recommended by100%of homeowners
Kennedy Painting
5.0(
109
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving South Boston, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1990

Free estimates

Emergency services offered

"I highly recommend Kennedy Painting! Brain (the owner) was very personable and provided excellent customer service. When we walked around my house to going over what work needed to be done, he asked a lot questions and gave me some advice about different projects around the house. He also provided more than one estimate, so that we have different options to which we could choose from. Brian’s crew worked efficiently and did an excellent job with our exterior trim and deck. They scraped, sanded, primed and painted the trim of our house and sanded and painted our deck, not only to make it look better, but to preserve it for years to come. Thank you Kennedy Painting!"
Response time1 day
Response rate100%
Recommended by92%of homeowners
Quality Preferred Painting
4.7(
90
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving South Boston, MA and surrounding areas

Approved

In business since 1987

Free estimates

Credit card accepted

"This was our second time hiring Quality Preferred to do prep and paint for the interior of a house prior to move in. Would absolutely use again for future projects. High quality work and attention to detail, professional demeanor, work done on schedule, and good customer service. If you want to make sure job is done right, go with them."
Exterior Before and After
Exterior Before and After
Exterior Before and After
Sanctuary
Stripping wallpaer

+1

Response time2 days
Recommended by98%of homeowners
Avatar for Fox Services Inc
Fox Services Inc
4.8(
25
)
Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving South Boston, MA and surrounding areas

Approved

In business since 2018

Free estimates

Warranties offered

"We had a great experience with this team and would highly recommend them. They did an excellent job replacing many damaged clapboards, PVC trim, and deck boards with thorough scraping, sanding, priming, two coats of paint, and deck stain. The owner Cleuber was very responsive and communicative throughout the project."
Exterior Paiting
After Painting
Exterior Paiting
Before Painting
Exterior Paiting

+72

70 neighbors recently requested a quote
Recommended by16%of homeowners
Avatar for ARCH PAINTING
ARCH PAINTING
4.4(
162
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving South Boston, 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
Response rate100%
3 neighbors recently requested a quote
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Deck Staining FAQs, answered by experts

Pricing depends on prep work, paint/stain choice, area size, scaffolding needs, and detailed trim inclusions like precision-balanced windowsills.

When choosing between deck stain or paint, knowing what will last longer is important. Deck paint lasts longer than deck stain. With deck paint, you can get up to 10 years of coverage before you need to reapply. With deck stain, that time is significantly shorter at two to three years. 

Stain is meant to be absorbed by the porous wood, allowing some of the natural grain to show through. With that in mind, you don’t want to add more stain than the wood can absorb, as you risk covering up its natural markings. Generally, two coats is the maximum you should do, although very dense hardwoods may only be able to take a single coat.

Yes, it is generally a very good idea to seal your deck after pressure washing. Power washing removes not only dirt and debris but also a thin layer of wood, leaving the surface exposed and more susceptible to weathering. Sealing is almost always needed after this process. After a general cleaning, sealing isn't automatically necessary if the existing sealant is still intact. You can test the surface by placing a few drops of water on it. If the water beads up, the sealant is working. If it soaks into the wood, it's time to apply a new sealant. If it has been a few years, it's wise to remove the old sealant, wash the deck, and reseal for maximum protection.

If you have a smooth, already bonded concrete surface, painting a concrete pool deck can be a great way to brighten up the area and add longevity. If the surface has another covering or a different type of paint has been used previously, you won’t be able to paint it without removing the existing coating. Wooden decks benefit from painting as it helps to keep them watertight. Quality pool deck paints also help make the surface less slippery and less likely to gather mold and mildew or prematurely crack.

The South Boston, MA homeowners’ guide to deck staining services

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