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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

+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
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Painting FAQs, answered by experts

A five-gallon bucket of deck stain will cover roughly 875 square feet in a single coat. Actual coverage will vary based on the type of wood you’re staining and the number of coats. If you plan on doing multiple coats, multiply the square footage by the number of coats to calculate how many buckets of stain you’ll need.

Staining a fence is less expensive than painting a fence due to the cost of materials and the longevity of the finish. Stain not only lasts longer than paint without chipping or peeling, but you also won’t have to put in the extra time and cost to prime the surface first. 

The general consensus is that two coats of stain are required and since the cedar is siding, a third coat of sealant is always a good idea. This helps protect the wood and stain, so you won’t need to resand and restain for at least a decade. Each stain after the first will darken the wood, so be aware of that when choosing a colored stain.

You can paint an old wooden fence, but make sure first to do a deep clean (ideally with a pressure washer) and inspect the fence for any existing damage. Painting over dirt and debris will cause your paint to peel. Once you’ve cleaned and repaired any minor issues, use a primer and high-quality satin paint.

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.

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.