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Find Painters in Ashland

Richard Shier Painting
4.7(
70
)

Serving Ashland, 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 Valley Painting Pros
The Valley Painting Pros
5.0(
13
)

Serving Ashland, OR and surrounding areas

Approved

Super Service Award Winner

Free estimates

Warranties offered

Credit card accepted

"The project was extremely well-organized, excellently completed, and done in a timely and professional manner. Also, with interior painting, tidiness is very important. This crew is wonderful--tidy, careful, and professional. I would hire this painter again in a minute!"
Painting - Interior Project
Painting - Exterior Project
Painting - Exterior Project
Interior Painting Project
Painting - Exterior Project

+125

Response time6 hrs
Response rate94%
1 neighbors recently requested a quote
Avatar for Wall Art by Jennifer Patten
Wall Art by Jennifer Patten
5.0(
5
)

Serving Ashland, OR and surrounding areas

Approved

In business since 2018

Free estimates

Warranties offered

"Jennifer Patten is a consummate professional! She did great detailed trim & column painting for us at our rental property. And she discovered an easy fix for a wall that looked really worn, which now looks brand new with a coat of paint! Recommended."
Master bathroom faux
Master Suite faux
Master Suite faux
Master bathroom faux
Master Suite Faux

+49

TYREE MATTHEW FRESHNER
5.0(
5
)

Serving Ashland, 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!"
7 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for All American Trade Work
All American Trade Work
4.9(
26
)

Serving Ashland, OR and surrounding areas

Approved

In business since 2011

Free estimates

Small jobs welcome

"I called to tell what I needed done and Darren came out and did it right away. He did a beautiful job. Can't tell what was actual touch-ups with spackling and paint from walls and frame work. I was very surprised and beyond happy."
Interior repaint
interior repaint
interior repaint
interior repaint
interior repaint

+25

Response time2 days
Recommended by100%of homeowners
Avatar for Modern Professional Design, LLC
Modern Professional Design, LLC
5.0(
10
)

Serving Ashland, OR and surrounding areas

Approved

In business since 2019

Free estimates

Emergency services offered

"Chad did an excellent job painting our old ugly kitchen cabinets, They look like new! In addition he painted our kitchen & dining room walls and woodwork! We met in advance to check the quality of his work. He was very timely. You can tell he loves what he does and is proud of his work. We would hire him in s second should we need additional work."
Response time4 hrs
Response rate95%
Recommended by100%of homeowners
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Showing 1-10 of 94

FAQs for painting projects in Ashland, OR

Most homeowners opt for semi-gloss or high-gloss paint to make the baseboards stand out against the walls. If you’d rather keep things subtle, matching the wall sheen with eggshell or satin also works well. When your trim has nicks or dents, reach for a flatter, matte finish—it hides minor imperfections better than a shiny coat.

Stripping old paint from trim costs $1 to $3 per linear foot. Pros use specialized tools and techniques to lift away existing layers without gouging the wood, then prep the surface for a fresh finish. While it adds to your budget, proper removal protects the molding and sets the stage for a smoother, longer-lasting paint job.

Tackling the baseboards first often leads to crisper lines. Painting trim first lets you tape off the boards instead of the walls, so you’re less likely to splatter color where you don’t want it. Any stray marks on the wall get covered when you roll on the final coat, making the whole process faster and tidier.

You can absolutely paint baseboards in place. Leaving them installed avoids the risk of cracking or misaligning the boards when they’re reattached. With thorough cleaning, light sanding, and careful taping, a pro—or an experienced DIYer—can achieve a sharp, factory-smooth finish while saving you the hassle of prying off and reinstalling trim.

Painting almost always beats replacement in cost. Swapping out baseboards runs about $150 in DIY materials or roughly $1,100 with a pro, while repainting costs about $50 in supplies and $1 to $5 per square foot for labor. Unless the boards are warped or severely damaged, a fresh coat delivers the same visual upgrade for a fraction of the price.

Paintable caulk and wood filler are the go-to fixes for nail holes in baseboards. Wood filler sands flush for a glass-smooth surface, while caulk provides a flexible seal that won’t crack as the house settles. Either way, patching those tiny divots before you prime ensures your finished baseboards look seamless.

The Ashland, OR homeowners’ guide to painting services

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