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Top-Rated Painters in Aspen - Updated Nov 2026

Avatar for Sammy's Drywall
Sammy's Drywall
5.0(
30
)
Painting or Staining - Small Projects - For Business

Serving Aspen, CO and surrounding areas

Approved

In business since 2001

Free estimates

Small jobs welcome

"I was contacted quickly after requesting a quote for removing popcorn ceilings in our new home. These guys were efficient and communicated very well. They were able to finish the job (popcorn removal, sanding, drywall, and painting) in about four day before we moved in. They looked so great and it totally increased the value of our home! The price was very reasonable and the job was done perfectly."
Fireplace
Response time10 hrs
Recommended by92%of homeowners
Western Drywall & Stucco, LLC
4.9(
7
)
Interior Painting or Staining: 1 - 2 RoomsExterior Home or Structure - Paint or Stain: MediumInterior Painting or Staining: 3 - 4 Rooms+6 more

Serving Aspen, CO and surrounding areas

Approved

In business since 2010

Free estimates

Small jobs welcome

"Yuni has a great attitude and is very helpful. He helped us with more than painting. He helped us demo a tub and countertops. He also helped us lay some slate tile. He was on time, his crews worked hard, and he followed through on everything he promised. We recommend Yuni!"
Response time1 day
21 neighbors recently requested a quote
Recommended by83%of homeowners
JJ&E Construction
4.6(
32
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms

Serving Aspen, CO and surrounding areas

Approved

In business since 2003

Free estimates

Credit card accepted

"Israel did a fantastic job on restructuring and replacing our steep flagstone north stairway. He tore out and rebuilt front patio and pathways. He and his crew were most professional and cleaned up total areas completely. Highly recommend his work!"
21 neighbors recently requested a quote
Recommended by66%of homeowners
Handyman Bob
5.0(
12
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 5 + Rooms

Serving Aspen, CO and surrounding areas

Approved

Super Service Award Winner

In business since 2021

Credit card accepted

Offers commercial services

"Bob had two weeks of availability between jobs to assist me with a walk-out basement renovation I knew he could not finish in two weeks but was really impressed and happy with how much he was able to complete. He did a little bit of everything including framing, drywall and trim, a bathroom remodel, painted kitchen cabinets, hung shelving, laid flooring, installed lighting, hung doors, and more! I had a couple contractors come in to finish the few remaining items and both of them commented on the quality of the work Bob did. He has an excellent work ethic and communicated well. Without question, I will hire Bob again."
House Finished
Garage Finished
Garage Finished
Original Bathroom
Original Bathroom

+34

Response time2 days
3 neighbors recently requested a quote
Recommended by45%of homeowners
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FAQs for painting projects in Aspen, CO

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 Aspen, CO homeowners’ guide to painting services

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