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TRUSTED BY CHESAPEAKE CITY, MD HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon74
    Verified deck staining services reviews

Top-Rated Deck staining pros in Chesapeake City - Updated Nov 2026

Avatar for Paddy's LLC
Paddy's LLC
4.3(
218
)
Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain

Serving Chesapeake City, MD and surrounding areas

Approved

In business since 2023

Free estimates

Warranties offered

"Paddy's guys did the work and clean up the same day. They did such a great job that their foreman checked their work the same day instead of a week later. They charged a fair price for my tiny house. Will recommend every time!!"
Before
After
After
Before
During

+111

Response time1 day
Response rate94%
28 neighbors recently requested a quote
Avatar for Cowboy Painting Company
Cowboy Painting Company
5.0(
28
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving Chesapeake City, MD and surrounding areas

In business since 2019

Free estimates

Credit card accepted

"SUPER JOB!! They were terrific. Wasn't a selection for everything they did. Porch, Shutters, deck. all outside doors, railings, and much more. They were there at the time they said. Worked non stop. Work great together. A real team. They made sure I was satisfied. Take real pride in their work!! Friendly and courteous. If I have any other painting I will definitely call them. I would HIGHLY recommend them."
Staining Log Cabin
Stain Job
Real log cabin
Log cabin
Cabinet refinish

+128

Response time1 day
Response rate89%
Recommended by88%of homeowners
Avatar for George's Painting Inc
George's Painting Inc
4.4(
397
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving Chesapeake City, MD and surrounding areas

In business since 1998

Free estimates

Credit card accepted

"Painters arrived exactly on time and accomplished all tasks the same day. The manually stripped the deck and applied two coats of stain. They carefully cleaned and then painted the foundation concrete as it had got dirty over the years. They also scraped, caulked and painted a large bump-out window off our living room.
"
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+22

Recommended by92%of homeowners
Avatar for IMA Painting
IMA Painting
5.0(
20
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving Chesapeake City, MD and surrounding areas

In business since 2019

Free estimates

"I.M.A. Did multiple interior paint jobs (several rooms, two-story foyer, interior step railings and even repainted my kitchen dining chairs) And did excellent work for each and every one! Always friendly and willing to help me make decisions when warranted. I highly recommend!"
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+58

Recommended by100%of homeowners
Avatar for Xpress Exterior Design, LLC
Xpress Exterior Design, LLC
4.6(
130
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving Chesapeake City, MD and surrounding areas

In business since 1995

Free estimates

Credit card accepted

"Mr. Adam Martin who was very personable and humble, and his "Team" of highly professionally trained workers, worked tirelessly the entire day to do the install right. They removed all old materials, repair damaged part of the roof and gave special attention to detail. The Army has a saying "Second to None"!. Xpress' estimate of material was very accurate with minimal waste. Xpress provided a satellite certified roof footage report that was very accurate. Adam personally walked me through all the numbers adding up the the amount of squares required to complete the nearly 4,000 ft roof with 17 pitches and valleys. One crazy roof. Very accurate on underlining materials. If your looking for a roofing professionals look no further..! I would highly recommend Xpress, Parkville, Md to anyone looking for a Great hard working Team of Workers. Don, Pasadena, Md"
Flat Roof - Baltimore
Flat Roof - Baltimore
Flat Roof
Flat Roof - Baltimore
Flat Roof - Baltimore

+10

Response time11 hrs
Response rate100%
Recommended by93%of homeowners
Avatar for Prodigal Son Painting, LLC
Prodigal Son Painting, LLC
5.0(
9
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving Chesapeake City, MD and surrounding areas

In business since 2016

Free estimates

Emergency services offered

"Shout out to Prodigal Son Painting LLC / and team ....we had a small job that involved painting our kitchen, hallway and dining room. From start to finish it was a smooth operation. Kevin the general manager was very knowledgeable and very responsive to any questions we had. The painter's arrived at the agreed time and did a fantastic professional job. If you have painting needs in your future we highly recommend Prodigal Son Painting, LLC / Owner Frank Morrison 443-554-0540."
Ranger Station
Pavilion at the Ranger Station
Garage at the Ranger Station
Churches
Commercial Painting

+27

Response time9 hrs
Response rate98%
Recommended by88%of homeowners
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Deck Staining FAQs, answered by experts

Yes, they provide design insights that enhance space utility and visual appeal.

No, it is not okay to paint over rotted wood. Painting over rotted wood will not address the underlying issue and can trap moisture, leading to further decay. Properly addressing the rotted wood by removing and replacing or repairing the damaged areas is necessary before you can even consider painting.

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.

You can apply stain over peeling stain, but it’s not a good idea. Your old stain will get in the way of your new stain bonding to the wood, so you’re likely going to see the same issue again shortly after application. Your best option is to sand off the old stain and clean the surface thoroughly before applying new stain.

The best paint for an older deck depends on the material and whether or not your deck already has a coat of paint. Generally, if your deck already has paint on it, you should choose the same type of paint when repainting the deck. For example, if an old deck has oil-based paint on it, stick with oil; if your deck has water-based paint, choose water-based paint. 

The Chesapeake City, MD homeowners’ guide to deck staining services

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