Professional Roofing Services in Cheshire
Same-Day Appointments Available · 24/7 Emergency Service
GAF & CertainTeed certified. 19 years in business. Protecting Cheshire roofs from Thompson.
Call (877) 349-1553Crews available today · No travel fees to Cheshire
Thompson Roofing & Maintenance provides full-service roofing to homeowners and businesses in Cheshire, CT. Our crews work in Cheshire regularly and know the area well: the building codes, the HOA requirements, and the weather patterns that wear roofs down.
Our Services in Cheshire
What Cheshire Customers Say
"We got three quotes for a full tear-off and Thompson Roofing & Maintenance was the most thorough. They showed us the rotted decking in the photos before replacing it. New Timberline HDZ shingles look great."
"Hail punched through half our shingles last spring. Thompson Roofing & Maintenance handled the entire insurance claim — met the adjuster, filed the supplement, and we paid nothing out of pocket besides the deductible."
Why Cheshire Residents Choose Thompson Roofing & Maintenance
Storm Damage Specialists
Hail, wind, and monsoon damage are common in CT. Our team includes HAAG Certified inspectors who document damage the way adjusters expect it. We handle the entire insurance claim process so you don't have to.
19+ Years of Experience
We've been installing and repairing roofs for over 19 years. That experience shows in how we handle complex roof lines, unexpected deck damage, and insurance claim disputes. We've seen everything and know how to handle it.
Manufacturer-Certified Installation
We hold certifications from GAF, Owens Corning, and CertainTeed. That means the manufacturers have trained and vetted our crews and will back our installations with their strongest warranties. Your Cheshire roof gets factory-level quality control.
4.8/5 Stars | 280+ Reviews
Our reputation is built one roof at a time. 280+ homeowners across Thompson, Cheshire, and surrounding areas have rated us 4.8/5 stars. We earn every review. No incentives, no discounts for feedback.
About Our Cheshire Roofing Services
Every roof we install in Cheshire meets local building code requirements and manufacturer specifications. That matters because it protects your warranty. Cut corners during installation and the manufacturer can void your coverage. We don't cut corners.
Call (877) 349-1553 to schedule a free roof inspection in Cheshire. We'll send one of our certified inspectors to assess your roof, document any issues with photos, and deliver a written estimate, usually the same day.
Thompson Roofing & Maintenance is based in Thompson and our crews are in Cheshire regularly, typically multiple times per week. There are no travel fees for Cheshire jobs.