Awards, Recognition & Proven Excellence
For over 25 years, we’ve earned our reputation one perfect job at a time — recognized by the industry’s most respected organizations and, most importantly, by the communities we serve.
25+
YEARS IN BUSINESS
17+
ANGI SUPER SERVICE AWARDS
2X
INC. 5000 HONOREE
#1
RATED IN ANNAPOLIS
Our Awards & Honors
2021 & 2022
Inc. 5000 — Fastest Growing Companies
Named to the prestigious Inc. 5000 list of America’s fastest-growing private companies — not once, but twice. A testament to the trust our customers place in us year after year.
17+ Consecutive Years
Angi Super Service Award
Earning the Angi Super Service Award 17 straight years running — and counting. This honor goes only to the top-rated service providers in every market, voted on by real customers.
2021
What’s Up Media — Best of Annapolis
Voted Best of Annapolis by What’s Up Media readers — a community-driven award that reflects our deep roots and commitment to excellence in the Annapolis area.
Best of West County
What’s Up Media — Best of West County
Recognized by What’s Up Media as the Best painter in West County — another community honor that speaks to the trust our neighbors place in us across the region.
Multiple Years Including 2026
Annapolis Home Magazine — Face of Custom Painting & Renovation
Featured as the Face of Custom Painting & Renovation in Annapolis Home Magazine multiple times — and named again for 2026. A local editorial honor reserved for the very best.
2025
Quality Business Award — Best Painters in Annapolis
Winner of the 2025 Quality Business Award for Best Painters in Annapolis, Maryland — recognizing businesses that consistently deliver outstanding quality and service.
Josh Kirschner — MVP for 2025
Congratulations to Josh on being named our Most Valuable Player of 2025 — a reflection of the exceptional team that makes our work possible every day.
Certifications & Memberships
Annapolis Area
Design District
Proud Member — committed to design excellence and neighborhood improvement in the Annapolis community.
MHIC Licensed Contractor
Maryland Home Improvement Commission licensed — your assurance that we meet the state’s highest standards for contractors.
Lead Paint Certified
Certified by both the Maryland Department of the Environment (MDE) and the U.S. EPA for lead-safe work practices.
Romabio Preferred Pro
Certified Romabio Applicator — one of a select group of contractors approved to apply Romabio’s premium European mineral paints.
Top Rated on Every Platform
More 5-star reviews on Google than any competitor in the area — by a wide margin. See for yourself on the platforms you trust most.
Featured on Podcasts
Steve & Will
Radio
Our team sat down with Paint Radio to discuss our approach to quality, craftsmanship, and what sets Chesapeake Painting apart in a competitive market.
Steve Interview — The Data-Driven Secret to Growing Your Business
Steve shares the data-driven strategies behind Chesapeake Painting’s growth story on the Growth Success Stories podcast.
Ready to Work with Annapolis’ Most Decorated Painters?
All estimates are free, and we’ll give you honest advice whether we get the job or not. That’s the Chesapeake difference.
Or call us today: (443) 569-2909
