Cookeville · Crossville · Smithville
The roof over your family, done right the first time.
Upper Cumberland's #1 roofing & siding company. Free instant estimate, honest pricing, and you pay nothing until the job is complete.
- 25+ yrs
- In the Upper Cumberland
- 3
- Local offices
- $0
- Down payment
- 4.95★
- From 402 Google reviews
What we do
Roofing, siding and gutters — one local crew, start to finish.
New Roofing
Full tear-off and replacement with architectural shingles, metal or TPO. Manufacturer-backed warranties.
Learn moreRoof Repair
Leaks, storm damage, missing shingles and flashing failures — diagnosed and fixed fast.
Learn moreVinyl Siding
The Upper Cumberland's premier vinyl siding installer. Insulated, trimmed and finished right.
Learn moreRain Gutters
Seamless gutters, guards and downspouts sized to actually move Tennessee rain.
Learn moreStorm damage? Call before the next rain.
Same-week inspections and insurance claim help across all three counties.
Free instant estimator
Four steps to a real price — no salesman on your porch.
Pick your roof type, choose a shingle, drop in your address, and get Good / Better / Best pricing measured from satellite imagery.
About Henry Brothers
Brothers, neighbors, and the crew that shows up.
We're a family-run roofing and siding company built in the Upper Cumberland. Our crews are our own — not day labor — and every job is walked with you before we ask for a dollar.
- Licensed & insuredFull coverage on every job, every crew member.
- No payment until completeYou inspect it first. Then we settle up.
- Manufacturer warrantiesShingle and workmanship warranties in writing.
Reviews
4.95 stars across 402 Google reviews.
"Henry Brothers did an absolutely fabulous job replacing our roof. They were fast and efficient, cleaned up so well we couldn't tell they had been there, and the roof looks great! Jason showed amazing patience when dealing with our insurance company."
"Henry Brothers Roofing did an excellent job re-roofing our house. The work was done very professionally, and the job was completed in one day. The crew did a great job cleaning up afterward too."
"I am very pleased with the job Henry Brothers did for me. They provided a detailed quote, answered all questions and followed up with me after the job. Their roofing crew was very polite and respectful."
Recent work
Roofs, siding and gutters from around the Upper Cumberland.
Service area
Three offices to serve you.
Talk to a real person