Top-rated painters.

Get matched with top painters in Cross Plains, WI

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Find Painters in Cross Plains

Avatar for Five Star Painting of Madison
Five Star Painting of Madison
4.9(
51
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+18 more

Serving Cross Plains, WI and surrounding areas

Approved

Super Service Award Winner

In business since 2000

Free estimates

Warranties offered

"We highly recommend Five Star Painting! Everyone that we had contact with was professional, friendly, efficient, and responsive. We had ceilings and walls in 4 rooms and 3 hallways painted and they finished in 1.5 days. And it all looks so good! Very reasonable pricing. Meticulous work. We will definitely use them for any future painting needs."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+606

Recommended by98%of homeowners
Avatar for VR Painting & Contracting
VR Painting & Contracting
5.0(
18
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium+8 more

Serving Cross Plains, WI and surrounding areas

Approved

In business since 2015

Free estimates

Warranties offered

"I am a first-time homebuyer who needed a fair amount of painting done, and I am more than pleased with the end result both in terms of the quality of the painting and with what it ended up costing me. I would highly recommend VR Painting to anyone looking for painters, and I would do business again with them in the future without a second thought."
Painting
Painting
Painting
Painting
Painting

+213

Response time6 hrs
Recommended by100%of homeowners
Avatar for Ultra Painting, LLC
Ultra Painting, LLC
4.9(
19
)
Interior Painting or Staining: 3 - 4 RoomsExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium+4 more

Serving Cross Plains, WI and surrounding areas

Approved

In business since 2019

Free estimates

Warranties offered

"Kenzie did an outstanding job of planning and coordinating all aspects of the project, including arranging services such as a visit from a designer who brought paint swatches. The painter, Luis Ruiz, was definitely an expert, who did a flawless job of painting and provided extra services such as taking down and re-hanging mini blinds. I would recommend Ultra Painting to anyone who wants a complete, hassle free painting job."
Ceiling Repaint
Master Bedroom
Living Room
Living Room
Kitchen

+15

Response time1 day
Response rate96%
9 neighbors recently requested a quote
Avatar for Southeast Homeworks
Southeast Homeworks
5.0(
10
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms+2 more

Serving Cross Plains, WI and surrounding areas

Approved

In business since 2025

Free estimates

Emergency services offered

"Louis was very friendly and inquisitive during his walkthrough and was very forthright in the estimate provided. On our appointed day, Colin was prompt, friendly, and very skilled in getting our paint jobs done. We are very satisfied with the results and would recommend Southeast Homeworks and use their services again."
Geometric Mural 1
Geometric Mural 2
Dining Area
Classic Kitchen
Kitchen & Dining

+42

Response time3 hrs
Response rate100%
Avatar for O.G. Property Services
O.G. Property Services
4.9(
42
)
Painting or Staining - Small ProjectsPainting or Staining - Small Projects - For Business

Serving Cross Plains, WI and surrounding areas

Approved

Super Service Award Winner

Warranties offered

Customers say: True professional

"Top marks all the way around for Oscar. Oscar is the best handyman we’ve ever employed. He was everything you want in someone working on your home: excellent communication, reasonable cost, high quality work, prompt, dependable, friendly, neat, cleans up after each day of work, very detail-oriented, and just a really nice guy. He re-screened our 3-season porch, replaced all the exterior wood facings on the porch, hung a new and much improved door on same porch, replaced about 12 feet of cedar privacy fence, and power washed the full exterior of our house. There is no question that we will call Oscar again when we need work done. If you’re looking for a talented handyman, look no further; just call Oscar."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+15

Response time3 days
Recommended by85%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 Cross Plains, 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
...
Showing 1-10 of 238

FAQs for painting projects in Cross Plains, 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 Cross Plains, WI homeowners’ guide to painting services

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