Best Painters Near Highland, NY Ranked by Chooz Score

Homeowners in Highland, NY have access to several well-reviewed painting contractors serving the Hudson Valley region. Across hundreds of verified customer reviews, themes of punctuality, clean workspaces, and genuine care for the finished product come through again and again. Here are the top-rated painting companies based on their Chooz Scores.

The last time we conducted our Chooz Score analysis, Ryan's Painting had over 110 Google reviews with a 4.9-star rating. This company earned a Chooz Score of 88.6%, the highest among painters serving the Highland, NY area. Owner Ryan Clarkin runs the operation out of New Windsor and covers Orange and Dutchess counties with a team that customers frequently mention by name. Reviews also reflect strong multi-platform ratings, including 5.0 stars on Angi with over 30 reviews, 100% recommended on Facebook, and 5.0 stars on Yelp. If you are looking for a contractor who handles everything from cabinet refinishing to full exterior staining with a hands-on owner presence, Ryan's Painting is a good choice.

What stands out across the reviews is how many customers mention Ryan's willingness to help with color selection and offer honest advice about what will work best for their space. Several reviewers also note that the crew tackled unexpected issues on the spot, from drywall repairs to hardware upgrades, without needing to schedule a separate visit.

• Multiple customers describe Ryan providing same-day or next-day responses to estimate requests and starting projects within days of the initial call
• Reviewers frequently mention the crew covering floors and furniture carefully and leaving the home cleaner than they found it
• Projects ranging from small touch-ups to full-home interior and exterior jobs are completed on schedule, often ahead of the quoted timeline

"Ryan and his team were top shelf. They showed up on time each day and worked without stopping. I found that being able to have confidence that they would finish in the time that they said they would gave me peace of mind." - Joan Nissen, Google Review

With a family history in the painting trade spanning over 90 years and a New York State corporation incorporated in 1980, George Apap Inc. is one of the most established painting operations in the Hudson Valley. They earned a Chooz Score of 85.1% with over 450 Google reviews and a 4.8-star rating. Their multi-platform presence includes 4.6 stars on Angi with over 140 reviews, 90% recommended on Facebook, and over 25 Yelp reviews. If you need a larger-scale operation with dedicated project managers and the capacity for both residential and commercial work, George Apap is a strong option.

The company assigns a project coordinator to each job, and names like Leah, Erika, and Annika appear across reviews as the main points of contact for scheduling and updates. Customers regularly describe the crew arriving at 7 a.m. sharp and working through the full day with minimal disruption to household routines.

• Cabinet refinishing is a specialty, with multiple reviewers describing old kitchen cabinets brought back to like-new condition at a fraction of the cost of replacement
• Several customers trusted the crew to work unsupervised while they were away, including one reviewer who was out of town for the entire project and came home to completed work that exceeded expectations
• The company also offers carpentry and power washing services, which customers frequently bundle with painting jobs

"In terms of the expertise and professionalism of this company, you won't find better. I've had a lot of interior painting done in our homes over the years and this was by far the best, and not just the final result but the entire experience from start to finish." - Kaitlin Hopkins, Google Review

When it comes to a perfect review record, Kyle Stark Painting stands out with over 85 Google reviews and a 5.0-star rating across every single one. They earned a Chooz Score of 85.0% and have been operating continuously since 1999, giving them over 25 years in the business. They are also 96% recommended on Facebook with over 20 reviews. If you want a smaller, owner-led crew that focuses on careful prep work and detailed finishes, Kyle Stark Painting is a great fit.

Kyle personally handles estimates, communicates throughout the project, and is often on-site working alongside his crew. Reviewers consistently mention how he listens to their preferences and takes extra time to make sure edges, transitions, and trim lines are clean. Several customers brought Kyle back for second and third projects after seeing the quality of his initial work.

• Multiple reviews highlight Kyle's ability to repair damaged sheetrock, patch cracks, and address surface issues before painting, so the finished walls look smooth and even
• His crew member Jorge is praised by name in several reviews for careful, precise work on both interior and exterior projects

"I couldn't imagine a better house painter than Kyle Stark. From the first meeting, communication was prompt, with ongoing updates on timing of the job. My house was weathered with multiple layers of peeling paint, and the result was outstanding." - Bonnie, Google Review

Rounding out the top contractors in Highland, NY, Certified Painting LLC has built a loyal following under owner Brian Shannon. They earned a Chooz Score of 82.6% with over 100 Google reviews and a perfect 5.0-star rating. They are 100% recommended on Facebook. If you value a contractor who personally handles every estimate, stays in constant communication, and treats smaller jobs with the same care as larger ones, Certified Painting is a solid choice.

Brian's approach shows up in the reviews as deeply personal. Customers describe him patiently helping them choose colors, offering honest opinions about what will look best, and adjusting timelines to accommodate their schedules. His crew members Caitlin and Gavin are called out by name for their careful edge work and clean lines.

• Several reviewers mention hiring Brian for deck staining and being so pleased that they immediately booked interior painting as a follow-up
• Customers who work from home or have overnight schedules note that the crew was quiet and respectful of their environment
• Brian frequently sends progress photos to out-of-town homeowners so they can follow along with the project remotely

"Brian was a pleasure to work with from start to finish. He was informative, personable and detail oriented. Brian brings integrity to his work and it shows." - Gina Charles, Google Review

~Review Snippet Sources: Google, Facebook, Yelp

Across reviews for painting contractors serving Highland, NY, the quality of the finished product is the most frequently praised aspect of the experience. Customers describe walls that look smooth and even, clean trim lines, and colors that match exactly what they envisioned. Ryan's Painting reviewers frequently point out that the crew catches small imperfections others might miss. "They covered every detail with spackling, painting and tiling my wall for a splash guard. They were very neat and did an incredible job." - Paul Mongelli, Google Review. George Apap Inc. customers highlight their cabinet refinishing work in particular, with one reviewer noting that old, worn cabinets were "repainted and refinished to look nearly new, all for a fraction of the cost of new cabinets" - Jack Hughes, Google Review.

Kyle Stark Painting holds a perfect 5.0-star rating across every review, and customers consistently note his crew's thorough prep work before any paint goes on. "We needed more than just painting. We had numerous cracks and blemishes in the Sheetrock. KSP not only repaired the walls and ceiling, but also painted it beautifully." - Roy Paisley, Google Review. Certified Painting LLC customers echo similar praise for Brian Shannon's attention to surface preparation, with one homeowner describing how Brian skim-coated bathroom walls left full of imperfections from wallpaper removal and delivered a flawless finish. "Brian is amazing at his craft. He is impeccably detail oriented, timely and affordably priced." - Judi Beaulieu, Google Review.

~Review Snippet Sources: Google

Strong communication is a consistent highlight in reviews for painters serving Highland, NY. Customers describe contractors who respond quickly to initial inquiries, provide detailed estimates, and keep homeowners updated throughout the project. Ryan's Painting owner Ryan Clarkin is described by several reviewers as responding to questions promptly and explaining the full process before work begins. "Ryan is great to work with. He always responds in a timely manner and clarifies all the annoying questions I throw at him." - Patty Yang, Google Review. George Apap Inc. assigns dedicated project coordinators to each job, and reviewers praise the seamless scheduling and daily updates. "The organization and communication, through Erika, made everything so easy. Team leader, Leon, was just amazing and his team as well." - Valarie Vennard, Google Review.

Kyle Stark Painting customers note that Kyle provides clear communication from the estimate through the final walkthrough. "Kyle arrived on time, listened to our interests, provided a very reasonable estimate, and stayed in touch throughout the process." - Martin Daley, Google Review. Certified Painting LLC owner Brian Shannon is praised for his transparent approach to pricing and scheduling, with multiple reviewers mentioning that he sends progress photos and checks in regularly. "Brian was fairly priced, professional and did a great job!" - Brandy Haight, Google Review.

~Review Snippet Sources: Google

Timeliness is a strong suit across the top-rated painting contractors in Highland, NY. Reviewers consistently report crews arriving on schedule and completing work within or ahead of the quoted timeframe. Ryan's Painting customers describe projects finished faster than expected, with one reviewer noting three rooms completed in a single day. "Ryan was great to work with, communicates well, best price and did a perfect job." - Glenn Kamp, Google Review. George Apap Inc. reviewers highlight crews that show up at 7 a.m. and work full days without delays. "Finished an entire interior painting job in a week, great communication and friendly service." - Gary Fioretti, Google Review.

Kyle Stark Painting customers note Kyle's ability to fit jobs into tight schedules, with one reviewer describing a significant paint job completed in a short window after Kyle responded quickly to the initial request. "Kyle squeezed in a job for me last minute and went above and beyond to complete it in the limited time frame that I had." - Angela Flanagan, Facebook Review. Certified Painting LLC reviewers echo similar praise, noting Brian arrives when he says he will and completes work on the timeline he quotes. "He showed up at the time he said he would. I would highly recommend him!" - Michelle B, Google Review.

~Review Snippet Sources: Google, Facebook

Value and fair pricing are frequently mentioned in reviews for painting contractors serving Highland, NY. Customers across multiple companies describe receiving competitive estimates and feeling the final results were well worth the investment. Ryan's Painting reviewers regularly note that Ryan's quotes came in at or below competitors while delivering higher quality work. "Called on Monday and Ryan came to our home on Thursday for the estimate appointment. Arrived a few minutes early, professional, courteous and gave us a fair estimate." - Wallace Grahn, Google Review. George Apap Inc. customers generally praise the value for larger projects, though a few note the company sits at a higher price point, which reviewers say is justified by the scope of services and project management included.

Kyle Stark Painting customers frequently describe his pricing as both reasonable and competitive for the quality delivered. "Kyle and his team are super friendly, and very thorough and efficient. He takes the time to make sure everything is done right, and his prices are very reasonable." - Katie Bachli, Google Review. Certified Painting LLC reviewers highlight Brian Shannon's transparent quoting process and competitive rates, with several noting they received detailed written estimates before any work began. "His rates are very competitive and regardless well worth the cost." - Andrew Miller, Google Review.

~Review Snippet Sources: Google