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Top-Rated Painters in Jackson - Updated Nov 2026

MVO Painters
5.0(
34
)
Exterior Home or Structure - Paint or Stain: MediumExterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or Stain+18 more

Serving Jackson, WI and surrounding areas

Approved

Super Service Award Winner

In business since 2023

Free estimates

Credit card accepted

"Professional, quick, and went above and beyond giving reccomendations and keeping the work site clean. Painted the exterior of my home including soffets, gutters, shutters, garage doors, and staining brick. We have had so many compliments! Would definitely reccomend and use again!"
Painting - Exterior Project
Painting - Exterior Project
Painting - Exterior Project
Painting - Interior Project
Painting - Interior Project

+159

Response time1 day
Response rate100%
1 neighbors recently requested a quote
Avatar for Santiago Home Improvement, LLC
Santiago Home Improvement, LLC
5.0(
104
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsExterior Home or Structure - Paint or Stain: Large+7 more

Serving Jackson, WI and surrounding areas

Approved

Super Service Award Winner

In business since 2019

Free estimates

Warranties offered

"Santiago Painting did a fantastic job staining our deck! We had some problems with color matching and they were patient and helpful. They always responded quickly to our communications and were very knowledgeable. I will always use them if I need work done and highly recommend them! If you are looking for high quality and efficiency, hire Santiago Painting!"
Complete rebuilt!
Before and after
Siding repairs ✅
👍
Handrail repair

+7

Response time12 hrs
Response rate92%
81 neighbors recently requested a quote
Avatar for Valencia Painting & More LLC
Valencia Painting & More LLC
5.0(
16
)
Exterior Home or Structure - Paint or Stain: MediumInterior Painting or Staining: 1 - 2 RoomsExterior Building - Paint or Stain - For Business+4 more

Serving Jackson, WI and surrounding areas

Approved

In business since 2014

Free estimates

Warranties offered

"Valencia Painting & More LLC did an outstanding job painting the exterior of my home. From the start, their communication and attention to detail were excellent. The finished job looks fantastic; they went above and beyond my expectations. Highly recommend!"
Courtney
Courtney
Courtney
Courtney
Courtney

+35

Response time1 day
Response rate100%
2 neighbors recently requested a quote
Avatar for The Handyman Help
The Handyman Help
5.0(
15
)
Exterior Home or Structure - Paint or Stain: MediumInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms+3 more

Serving Jackson, WI and surrounding areas

Approved

In business since 2021

Free estimates

Small jobs welcome

"Noah’s work was excellent. He was careful, thorough and conscientious. His painting of our house was perfectly done. He went above and beyond and repaired some damage done to joists and sills, etc. He’s a real find and we’re sure to call him again for repairs and other projects. We’ve recommended him to our friends."
Outdoor patio with fire pit
Outdoor patio with fire pit
Pieces
Outdoor patio with fire pit
Outdoor patio with fire pit

+47

Response time3 days
Recommended by93%of homeowners
Avatar for Splash Painting
Splash Painting
5.0(
7
)
Interior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms

Serving Jackson, WI and surrounding areas

Approved

In business since 2013

Free estimates

Warranties offered

"I was very satisfied with the work performed for each of my projects. Rob painted the whole interior of my home, sealed my drive way and stained my pergola. He also needed to do some ceiling and wall repair which came out great. Rob is very easy to work with and will try his best to satisfy the customer. Great personality! I thought his prices were reasonable and are for the type of work he does. Without a doubt I would hire him again."
Project Photos
Response time4 hrs
Response rate98%
Recommended by28%of homeowners
Top Tier Painting
5.0(
4
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms+1 more

Serving Jackson, WI and surrounding areas

Approved

Free estimates

Small jobs welcome

Offers commercial services

Hi, my name is Jeycob Dingui. I run a local painting business specializing in interior painting. I focus on clean, detailed work and making sure customers are happy with the final result. I’d be happy to take a look at your project and give you a free estimate.

Recommended by100%of homeowners
Avatar for CertaPro Painters
CertaPro Painters
4.3(
75
)
Exterior Home or Structure - Paint or StainInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms

Serving Jackson, WI and surrounding areas

Approved

In business since 1971

Free estimates

Credit card accepted

"The entire Certa Pro team supervised by Mario Mesa, was very polite, professional, extremely cooperative and very meticulous when it came to painting our home. We could not have asked for a better crew. They did an outstanding job. We would also like to thank Matt Unger our sales representative."
Garage Painting
Interior Prep
Exterior
Exterior
Interior

+1

Recommended by94%of homeowners
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Showing 1-10 of 318

FAQs for painting projects in Jackson, WI

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 Jackson, WI homeowners’ guide to painting services

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