Top-rated painters.

Best painters near Trail, OR

Enter your zip and get matched with up to 5 pros

Need a pro for your painting project in Trail, OR?

Select your specific project to find the pro for you.

TRUSTED BY TRAIL, OR HOMEOWNERS

  • 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

+305

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 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
Sloans Land Painting, LLC
5.0(
9
)
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

In business since 2022

Free estimates

Warranties offered

"Excellent! Justin is definitely customer oriented, respectful, conscientious, attention to detail, and ensures the area is cleaned upon completion of the job. Additionally, he kept in touched by messaging me when needed. Justin is a man of his word. I am so glad Justin, the owner, painted my door. A perfect job, thank you most kindly."
Case project
Case project
Case project
Case project
Additional Photos

+10

Response time1 day
Recommended by75%of homeowners
...
Showing 1-10 of 63
Painting FAQs, answered by experts

You should stain both sides of your fence to get the full benefits. Fences often fall along property lines, so you may want to save a buck by leaving your neighbor’s side in the dust. If you do that, all you get is a slightly better view. Moisture and UV rays can still sneak in through the side that’s unpainted or worn down and damage your fence. Rot and rust will spread, even if you can’t see it from your side of the lawn.

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.

Generally, these steps are included in exterior house painting:

  • Prepping and protecting the areas not being painted

  • Scraping away loose paint

  • Cleaning off dirt, grease, and debris

  • Caulking gaps and openings

  • Priming with a quality paint primer

  • Painting the prepared areas, including trim and accents with chosen paint finish

  • Adding a second coat

  • Cleaning up the site and disposing of tape, plastic, and drop cloths

Preparation includes cleaning the fence, sanding any rough areas, applying a primer if necessary, and ensuring dry weather for application.

You can use latex or acrylic paint outdoors. Although acrylic paint tends to last longer outside, it also costs more, so if you’re painting the outside of your house, for instance, latex paint is often a go-to option. However, acrylic will be your best choice if you want to spend some extra money for added durability.

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.