Licensed Roofer Serving Pittsfield, MA
Same-Day Appointments Available · 24/7 Emergency Service
Wellesley Hills Roofing & Maintenance: Licensed roofer serving Pittsfield, MA. 4.8-star rated, 302+ reviews.
Call (877) 349-1553Insurance claims handled start to finish
If your Pittsfield home needs a new roof or a repair, Wellesley Hills Roofing & Maintenance is the contractor to call. We're based in Wellesley Hills and our crews are in Pittsfield every week, inspecting roofs, replacing shingles, and handling storm damage claims.
Our Services in Pittsfield
What Pittsfield Customers Say
"Had a bad leak around the chimney flashing after a storm. Wellesley Hills Roofing & Maintenance came out next day, found the failed step flashing, replaced it, and sealed everything properly. No more dripping. Solid work."
"Emergency tarping after a windstorm ripped our ridge cap off. Wellesley Hills Roofing & Maintenance had a crew out within three hours and tarped the exposed section before rain moved in. Saved us from interior water damage."
Why Pittsfield Residents Choose Wellesley Hills Roofing & Maintenance
Storm Damage Specialists
Hail, wind, and monsoon damage are common in MA. 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.
No Subcontractors
Every Pittsfield roof is installed by our own trained crews, not subcontractors pulled from a labor pool. That means consistent quality, accountability, and a crew that knows our standards from the first nail to the last drip edge.
GAF Master Elite Certified
Only 2% of roofing contractors in the country hold GAF Master Elite certification. That gives Pittsfield homeowners access to the Golden Pledge warranty: 25 years on workmanship, 50 years on materials. It's the strongest warranty in the industry.
20+ Years of Experience
We've been installing and repairing roofs for over 20 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.
About Our Pittsfield Roofing Services
Our Pittsfield roofing services include full tear-offs, re-roofs, repairs, emergency tarping, ventilation upgrades, gutter replacement, and skylight installation. If it's on or attached to your roof, we do it.
The first step is always a free inspection. Call (877) 349-1553 and we'll have a certified inspector at your Pittsfield property within a couple of days. Storm damage? We prioritize those calls and can usually get out same-day.
Our Wellesley Hills team includes dedicated crews that cover Pittsfield and the surrounding area. They know the local codes, the common roof issues, and the fastest supply routes.