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  • Average homeowner rating star icon5
    Average homeowner rating
  • Verified reviews icon24
    Verified painting services reviews

Top-Rated Painters in Trail - Updated Nov 2026

Avatar for The Valley Painting Pros
The Valley Painting Pros
5.0(
21
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeInterior Home or Surfaces - Paint or Stain+7 more

Serving Trail, OR and surrounding areas

Approved

Super Service Award Winner

Free estimates

Warranties offered

Credit card accepted

"I have a cabin that had an old exterior stain product on it that was very susceptible to mold. The house exterior aged very poorly and was covered in a black mold. I hired valley painting pros in southern oregon to take care of it and they handled it perfectly. They safely stripped the mold and old stain off the house while keeping the wood in great clear shape. I love the stain color choice they picked and the product is very resistant to bugs and mold. Throughout the process they were very timely and professional. I would hire them again if I need more exterior restoration or staining work done."
Painting - Interior Project
Painting - Exterior Project
Painting - Exterior Project
Interior Painting Project
Painting - Exterior Project

+234

Response time6 hrs
Response rate100%
Recommended by36%of homeowners
Richard Shier Painting
4.7(
70
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeInterior Home or Surfaces - Paint or Stain+7 more

Serving Trail, OR and surrounding areas

Approved

In business since 1994

Free estimates

Offers commercial services

"Our house needed exterior paint as well as our shop. The house also had several areas that needed repair/replacement. Rick and Chuck were fantastic in replacing those areas. One area would have been impossible for me to repair myself, but they not only did a great job, it was an amazing job. They were both very friendly, informative and a pleasure to work with. They did a fantastic job painting the house and shop and they both look brand new. We love it and would definitely recommend Rick and Chuck to anyone. They also helped us choose an accent color for the front door, which we hadn't even thought about. It definitely made the house colors pop!! Thanks again Rick and Chuck. You're the best. The other big plus was that they were able to get out here two weeks earlier than the original estimate given to us, which was fantastic."
Before & After
Custom Ceiling
Additional Photos
Additional Photos
Response time9 hrs
Response rate100%
Recommended by98%of homeowners
TYREE MATTHEW FRESHNER
5.0(
5
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 5 + RoomsInterior Painting or Staining: 3 - 4 Rooms+1 more

Serving Trail, OR and surrounding areas

Approved

In business since 2022

Free estimates

Credit card accepted

"We hired Tyfresh Painting to do the exterior, trim, and front door on our house. The owner was super friendly and very knowledgeable, and got to work right away. He was incredibly fast and everything turned out looking way better than we could have expected. We highly recommend Tyfresh Painting!"
14 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Paint Works LLC
Paint Works LLC
5.0(
5
)
Interior Painting or Staining: 5 + RoomsExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+4 more

Serving Trail, OR and surrounding areas

Approved

Super Service Award Winner

In business since 2023

Free estimates

Small jobs welcome

"Patrick with Paint Works did an amazing job on our home and we couldn’t be more happy with how it turned out. He has a great attention to detail and is very thorough during the entire job. We highly recommend hiring him for you job. Thanks again Patrick"
My Jobs
My Jobs
My Jobs
My Jobs
My Jobs

+1

Response time2 days
1 neighbors recently requested a quote
Recommended by20%of homeowners
Avatar for Pacific Builders Tim Hogue
Pacific Builders Tim Hogue
3.7(
35
)
Exterior Home or Structure - Paint or StainInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms+2 more

Serving Trail, OR and surrounding areas

Approved

In business since 1992

Free estimates

Emergency services offered

"They did a power wash and painted my house. They fixed an electric gate that had collapsed. They fixed a water feature on my deck. They replaced a board on my deck. They fixed a stopped up sink. They were absolutely, off-the-chart fabulous!”"
Coustom base board
Dewitt's project
Dewitt's project
Dewitt's project
stone fire place

+42

Response time7 hrs
Response rate85%
1 neighbors recently requested a quote
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Painting FAQs, answered by experts

Opt for an interior wood stain that is rated for your type of wood. Consider your personal style preferences as well as the overall use of the room when choosing a color. Remember, the color you see at the store may look different on your actual floors once applied. This is why if you have the chance, it’s helpful to test a few options on a scrap piece of wood in the room first. Once you narrow it down, you can test a small patch on an inconspicuous area in the room to see it on the actual floors.

Yes, you can paint a chain-link fence, but you don’t want to use spray paint. With the spray method, you’ll be losing a majority of your product to the air, given the size of the gaps in chain-link fences. Instead, use a paintbrush for your fence posts and a paint roller for the wire.

Regular staining, sealing, and inspecting for rot or insect damage prolongs fence lifespan.

The longevity of paint on wood depends on factors like the quality of the paint, surface preparation, exposure to elements, and maintenance. Exterior paint on wood surfaces can last 5 to 15 years or more with proper care and maintenance. Interior paint tends to have a longer life span, often 10 years or more. Regular cleaning, touch-ups, and addressing any issues like peeling or cracking can extend the life of the paint. 

Choose based on climate, finish preference (glossy, matte), and durability. Tailored coatings also provide longevity.

The Trail, OR homeowners’ guide to painting services

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