High Quaility Painting

Made Easy

#1 Painters Winnipeg Has To Offer, With A Great Reputation To Hold

We are Winnipeg’s BEST painting company! With competitive pricing and decades of combined experience we will get your job done stress free!

What defines Skillful Painting as the best Painters in Winnipeg? It is possible the fact that we focus on fair pricing with quick job completions and top notch quility on all types of paint jobs.

Painting Winnipeg - Home

How We Are Different Then The Rest?


Committed to your Satisfaction


FREE Quote Delivered in 24 Hours


High Trained and Traded Staff


Workmanship Warranty 

Painting Winnipeg With Our Whole Heart

Customer Support - Home

 Skillful Painting has the eye for detail needed for ultimate success in the painting industry. 

For that reason along with many others is how we have helped so many local Winnipeg people make their projects look beautiful. With such a fast growing reputaion Skillful Painting continue too expand at a very good rate Skillful Painting is excatly what it’s name says. We think in a Skillful way allowing us to be prepared for every job and finish it with less stress to you.

Along side with our knowledge in all painting products and the experience of 1000s of man hours under our teams belt we are sure to deliver the painting job you are looking for.

To often we see houses being painted with steps being missed because the contractor belevies he can get away with it…

We hate seeing this and PROMISE all of our customers equal opportunity to have their house taken care of properly no matter their knowledge level.

“We found them via kijiji and right from reading their advertisement we knew they were serious. We called and they booked us and showed up the next morning! We have worked with a couple contractors before but Proactive was by far our favorite.”

John Ouellette

“I had my deck stained by Skillful Painting. The Team was excellent. I was under a tight time schedule and he made it happen. The job was done quickly and neatly. Very professional! I would definitely use him for other work. Give him a call, you won’t be disappointed!”


“We have that the Skillful Painting Team in on a few of our flips and rentals and they have done a great job.”


Owner, GG Property Management

“We have been looking for a cottage painter in Winnipeg that would come paint our cabin in Lake Of The Woods. Skillful gave us a quote and we found a fair agreement. Great team, great company.”

Samantha Ellison

“We were so impressed with how fast they responded for our quote request and how well their salesmen explained and helped us as we have never painted our exterior before. The crew was clean and polite and the finished product is incredible.”

Mary & Joven Santos

“Was the most professional quote and they delivered on the work aspect also. Would probably consider them the best painting company in Winnipeg. Already have suggested them to a few people.”

Rowen Barbour

“This company sets the standard for customer service. Their crew was professional, courteous, detailed and punctual. Skillful Painting communicated constantly to keep me informed of their progress. I would never hire another painting company to do interior or exterior painting again. I recommend them without hesitation. My home looks amazing.”

Sarah Yang

“We were impressed in Proactive’s attention to detail and skill level. Thanks team”

Adam Thompson

Schedule Your Free Quote Today

24 hour Estimate - Home

We guarantee a detailed, competitive estimate with in 24 hours! (unless otherwise booked)

Our customer’s happiness is our top priority and this is why we promise to book and deliver a detailed, customer friendly quote within the next 24-48 hours or when ever works best for the customer requesting the quote.

Our professional painting rep will take a close look at the job and write you a 100% professional and easy understand quote. Simplicity is very important for us as we want the painting process to be stress free for you!