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  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon704
    Verified deck staining services reviews

Top-Rated Deck staining pros in Winchester - Updated Nov 2026

Avatar for Bay State Painting & Power Washing
Bay State Painting & Power Washing
4.9(
44
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1998

Warranties offered

Customers say: Super punctual

"A team of dedicated professionals completed the power washing of the north side of our house and a complex restyling and refinishing of our deck that involved removing the deck railing and staining the deck. We are pleased with the work of Baystate. We simply cannot stop admiring the renovation of our deck and would call on Baystate in the future whenever we have a painting project."
Additional Photos
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+72

Response time6 hrs
Response rate100%
1 neighbors recently requested a quote
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 Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1990

Free estimates

Emergency services offered

"Brian came to our house and made recommendations last year. This year we decided to paint and stain the entire exterior our house in the three colors that had been last done in 2009. His team came, prepped each area of the house with care and the results are fantastic. They repaired several areas where wooden railings and balusters needed fixing and made sure that the garden areas were protected. The house is brighter and cleaner looking, and the work was done with amazing care. The painters are artists. Brian was on location several times during the job, keeping everything perfect and on track, even with the pauses for rain. The grounds were left in clean and neat order at the end, and we are thrilled with the job."
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 Winchester, MA and surrounding areas

Approved

In business since 2017

Free estimates

Warranties offered

"Highly detail oriented, professional, thoughtful company. The team completed staining of deck, painting of front door, and multiple carpentry tasks on time and under budget. Highly recommend and would certainly consider for future painting jobs."
Archway Entrance - AFTER
Front Entrance - AFTER
Side View - AFTER
Entire House - AFTER
Side Steps - AFTER

+62

Response time1 day
Response rate91%
13 neighbors recently requested a quote
Avatar for Target Painting & Contracting Inc
Target Painting & Contracting Inc
4.8(
182
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving Winchester, 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
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+92

Recommended by93%of homeowners
Avatar for Crystal General Contracting
Crystal General Contracting
4.9(
110
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1999

Free estimates

Emergency services offered

"Leo and his team did an exceptional job repainting our house. We had a lot of wood rot as well as a leak. Their carpentry work is very impressive and took care of all of our issues. They worked quickly and finished ahead of schedule even during the heatwave in Boston. All workers were professional, respectful, and carefully cleaned up everything everyday. Leo was always available to answer questions and check in about the progress with an in person conversation and photos. We are very happy with the finished product and the price was very reasonable as well!"
Painting - Exterior Project
Painting - Exterior Project
Painting - Exterior Project
Painting - Exterior Project
Painting - Exterior Project

+79

1 neighbors recently requested a quote
Recommended by93%of homeowners
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Deck Staining FAQs, answered by experts

Staining pressure-treated wood is a recommended practice. While inherently resilient, it's not impervious to moisture and UV exposure. Staining treated wood is feasible and recommended for enhanced protection and longevity. Applying stain and sealant safeguards against degradation, prolonging its life span. These measures shield the wood from environmental threats while augmenting its aesthetic appeal, ensuring your investment endures the test of time.

Avoid using cleaning products that are abrasive or contain bleach or acidic components on composite decking to avoid discoloration. Early-generation Trex decking isn’t designed to handle pressure washer cleaning—and if you use them on second-generation boards, always use a low setting to avoid the risk of damage that can risk voiding your warranty.

It's okay to walk on a newly painted deck after about four to six hours as long as the weather has been dry. Be sure to wait at least 24 hours before you place any outdoor furniture or grills on a freshly painted deck, though.

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.

The best temperature to paint a pool deck is between 50 and 90 degrees Fahrenheit, because many paints and sealers require temperatures warm enough for the chemical reaction to take place for proper curing. The paint should not be allowed to freeze, and temperatures above 90 degrees can cause the paint to dry too quickly, also preventing the chemical reaction from following through to completion.

The Winchester, MA homeowners’ guide to deck staining services

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