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    Average homeowner rating
  • Verified reviews icon939
    Verified deck staining services reviews

Top-Rated Deck staining pros in Jamaica Plain - 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 Jamaica Plain, 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 Jamaica Plain, 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
Avatar for Foxrock Painting, LLC
Foxrock Painting, LLC
5.0(
74
)
Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving Jamaica Plain, MA and surrounding areas

Approved

In business since 2017

Free estimates

Warranties offered

"This company is exceptional. They have great customer service. Their workers/painters were courteous, professional and did a great job doing carpentry and staining my deck. I would hire them again in a heartbeat. They are a wonderful family run business."
Archway Entrance - AFTER
Front Entrance - AFTER
Side View - AFTER
Entire House - AFTER
Side Steps - AFTER

+62

Response time1 day
Response rate91%
11 neighbors recently requested a quote
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 Jamaica Plain, 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
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Deck Staining FAQs, answered by experts

It is definitely worth sanding a deck to ensure the wood absorbs new stain. Sanding a deck removes the outer layers of aging wood, allowing the stain to penetrate. It also gives a fresh look to the entire surface as part of the deck refinishing process. Without sanding, your stain or sealant is less likely to absorb into the wood. While sanding a deck is a time-intensive project, the rewards are noticeable and long-lasting.

Satin paint is generally considered a better choice for woodwork—including trim, baseboards, cabinets, and doors—than flatter finishes like eggshell or matte. Its soft sheen enhances architectural details and stands up well to frequent cleaning and daily wear. Compared to eggshell and matte finishes, satin is more durable for high-touch areas because it is less porous and doesn't absorb dirt as easily. Matte finishes, in particular, are prone to scuffs and are harder to clean, making them less practical for surfaces like doors and cabinets.

DIY staining or painting is manageable with proper preparation, including safety measures, necessary tools, and adherence to safe weather conditions for application.

Yes, you can and should paint or stain pressure-treated wood to help prevent the boards from cracking. However, you must wait for the wood to dry out completely before applying any finish. Freshly treated wood can take weeks or even months to dry; a common recommendation is to wait three to six months. To check if the wood is ready, perform a simple water test: drip some water onto the surface. If the water beads up, the wood is still too wet and needs more time to dry. If the wood absorbs the water, it is dry enough to be painted or stained. You can proceed with building your deck or fence while the wood is still wet, but you will need to wait to apply the paint or stain.

Painting a damaged pool deck is not recommended if the substrate is crumbling, cracking, spalling, or otherwise actively deteriorating. Continuing deterioration will result in the paint also delaminating or flaking off the damaged surface. Minor damage such as chips or hairline cracks that are not actively deteriorating can often be repaired enough to paint over. A damaged pool deck with a lot of cracking and deterioration should be replaced for best results.

The Jamaica Plain, MA homeowners’ guide to deck staining services

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