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    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
Avatar for The Oregon Painting Company
The Oregon Painting Company
5.0(
5
)
Interior Painting or Staining: 5 + RoomsExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+7 more

Serving Trail, OR and surrounding areas

Approved

Free estimates

Warranties offered

Offers commercial services

"The Oregon Painting Company is one of the best companies I’ve ever had work on my house. Brandon was professional, on time, and very knowledgeable; it’s obvious he’s spent years honing his craft. Two of his crew members (Danielle and Katie) were so sweet and stayed extra hours to help finish the job. I’d hire Brandon and his team any time for any painting work, both interior and exterior. When I didn’t know that you had to scrape, sand, AND prime each side that had peeling paint, Brandon actually peeled off a paint chip and showed me in real time how he would do the prep work. Such an artisan, and a gentleman!!!! Try out the Oregon Painting Company today. 9.95/10, would work with again!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+7

Response time11 hrs
Response rate100%
3 neighbors recently requested a quote
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

For homes in areas with extreme weather, high heat, or intense sun exposure, high-quality acrylic paint is the best option. Acrylic paint is durable, resistant to both heat and cold, and provides a protective barrier with excellent UV resistance. For best results, look for acrylics that contain natural earth pigments, which are better suited for resisting sun damage. While oil-based paint is also durable, it can be prone to fading in high heat and can become too viscous to apply easily in cold temperatures. Additionally, choosing a neutral or light color like gray, beige, or white can help, as these colors absorb less heat than darker shades.

DIY is possible with proper tools and knowledge, but professionals can ensure even application and high-quality results, saving time and hassle.

Adding a second coat of stain to wood can even out the color to some extent, but it won't drastically alter the hue if the initial application is too light or too dark. It's more effective at enhancing the richness of the color rather than significantly changing it. Ensure the first coat is dry before applying the second.

Shadowbox fence maintenance depends on the material. But for wood shadowbox fences, maintenance typically includes annual cleaning to prevent mold growth, resealing or staining every two to three years, and promptly replacing any damaged or rotted boards. Vinyl fencing, on the other hand, typically only requires annual cleaning with a hose to maintain its appearance.

You can weather a new wood fence by applying vinegar with steel wool as a way to fade some of the coloring. You may also find it easier to stain your entire fence a new color instead of trying to get newer fence boards to match an older one.

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.