Roofing
Full replacements, repairs, and inspections across residential and commercial properties. Asphalt shingles, metal, TPO, and more — backed by manufacturer warranties.
- New Roof Installation
- Roof Repair & Inspection
- Storm & Insurance Claims

◆ Upper Cumberland's #1 Roofing Company
Over twenty years of roofing expertise serving Cookeville, Crossville, and the entire Upper Cumberland region. Thirty-five trained professionals. Don't pay until the job is complete.
Henry Brothers Roofing is the premier choice for top-quality roofing services in Cookeville and the Upper Cumberland Region. With over twenty years of roofing expertise, our team of thirty-five trained professionals is dedicated to providing exceptional workmanship and the best customer experience.
As a locally owned and operated company, we take great pride in our roots. Every home and business receives the highest quality work — from the initial inspection to the final nail. GAF Master Elite certified and BBB A+ rated, because your trust is earned, not assumed.
From the roof to the siding to the gutters — the same crew handles it all. No subcontractors shuffled between jobs. One company, one standard, one guarantee.
Full replacements, repairs, and inspections across residential and commercial properties. Asphalt shingles, metal, TPO, and more — backed by manufacturer warranties.
Upper Cumberland's premier vinyl siding installation contractor. Protect and transform your home's exterior.
Seamless rain gutter solutions at a great price with quick service. Engineered for Tennessee storms.
Quality window replacements and custom deck builds. Complete exterior solutions under one roof.
Use our satellite-powered estimator or call us directly. We measure your roof remotely and give you a Good, Better, Best estimate — before we ever climb up.
Our team comes to you. Photographs, measurements, decking condition, ventilation. We walk you through every finding — no surprises.
Thirty-five trained professionals, not subcontractors. The same crew that inspected your roof does the work. Don't pay until the job is complete.
Manufacturer warranty registered. Worksite cleaned. Join our 253+ happy customers who left five-star reviews — we earn every one.
They were very responsive & went above and beyond. Their roofing crew was very polite and respectful. I called them after a storm and they had the insurance paperwork handled before I even had to think about it. Highly recommend.
We use satellite imagery to measure your roof and provide an instant Good, Better, Best estimate. Or call us directly — we'll have a crew on-site within days.