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TRUSTED BY WEBSTER, WI HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon11
    Verified painting services reviews

Top-Rated Painters in Webster - Updated Nov 2026

Avatar for Jerry's Painting
Jerry's Painting
4.9(
6
)
Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain

Serving Webster, WI and surrounding areas

Approved

In business since 2020

Free estimates

Small jobs welcome

"Jerry's Painting team was outstanding and professional. Communication was great, choosing colors was easy. I changed my mind last minute on the stain for our porch. The company worked seamisly to make sure our home was exactly as we envisioned. Careful attention to detail was given. We would recommend this company 5 out of 5 stars."
Painting photos
Painting photos
Painting photos
Painting photos
Painting photos

+21

Response time4 days
8 neighbors recently requested a quote
Recommended by60%of homeowners
Avatar for T&A Contracting
T&A Contracting
5.0(
27
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large

Serving Webster, WI and surrounding areas

Approved

Super Service Award Winner

In business since 2019

Free estimates

Credit card accepted

"Tommy and his crew did a great job re-staining our cabin and deck. Tommy communicated throughout the planning and painting process, which was very appreciated. He sent before and after photos to me because I could not be on site to see how it was going. Great experience working with him throughout the process. Highly recommended!"
Hardwood Flooring Sales/Installation/Refinishing Project
Doors Project
Countertops Project
Drywall Project
Builders - Garages/Barns/Sheds Project

+56

Response time2 days
Response rate100%
1 neighbors recently requested a quote
Hover Logging and Tree Services
4.4(
16
)
Exterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 3 - 4 RoomsExterior Home or Structure - Paint or Stain+4 more

Serving Webster, WI and surrounding areas

Approved

In business since 2016

Free estimates

Small jobs welcome

Chris Hover Logging and Tree Services is committed to excellence in every aspect of our business. FISTA certified and fully insured. \nHave been logging/cutting down trees for 10+ years. \nDo a variety of work - tree trimming, storm damage clean-up, select cutting to clear cutting, clearing lots, putting in driveways, spreading gravel, stump removal, painting, deck work, remodeling, etc\nNo job is too big or too small. Free quotes on all jobs.

Roofing job
Roofing job
Roofing job
Response time2 days
3 neighbors recently requested a quote
Recommended by73%of homeowners
Avatar for RRR Painting
RRR Painting
4.2(
250
)
Interior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms

Serving Webster, WI and surrounding areas

In business since 1986

Free estimates

Credit card accepted

"It went fairly well - it took some time to get it scheduled and the person came about 15 minutes late, but he did an excellent job. Also, when the paint was not adhering properly in the second bathroom, the worker called the owner, and the three of us decided that I should double check to see if there was a leak or mold in the wall before continuing with the job. The owner also did not charge the full amount since the second bathroom was not painted. The worker left the bathroom and bedroom very clean. I'd love to hire them again, but it can be difficult to get a call back at times."
Additional Photos
Recommended by90%of homeowners
Driftless Painting
4.8(
3
)
Painting or Staining - Small ProjectsPainting or Staining - Small Projects - For Business

Serving Webster, WI and surrounding areas

In business since 2009

Free estimates

Warranties offered

We are a locally owned and operated company that values honesty and integrity and treats your property with respect and care. We specialize in both interior and exterior residential and commercial painting projects. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships with our clients and guarantee your satisfaction! \n

Response time11 hrs
Recommended by100%of homeowners
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Painting FAQs, answered by experts

A properly applied coat of stain will last between 3 and 8 years, depending on your climate. If you live in a place where your fence experiences a lot of moisture or high heat, your stain will last for a shorter period than in more temperate conditions. We recommend reapplying stain every 3 to 5 years to keep your wood in good condition.

On most untreated wood fences, there is no need to sand before treating. You typically only need to sand if there’s an old coat of paint or stain on your fence. If you do need to sand off a previous paint or protective coating (like an old stain or sealant), use medium-grit sandpaper.

If it rains after you paint your fence, you may need to apply another coat of paint after the fence thoroughly dries. This will ensure a good seal if the rain weakened any areas of the paint. However, if your paint had enough time to dry thoroughly before it rained, you should have no problem.

Yes, you can paint a chain-link fence, but you don’t want to use spray paint. With the spray method, you’ll be losing a majority of your product to the air, given the size of the gaps in chain-link fences. Instead, use a paintbrush for your fence posts and a paint roller for the wire.

Regular staining, sealing, and inspecting for rot or insect damage prolongs fence lifespan.

The Webster, WI homeowners’ guide to painting services

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