The best-rated roofers serving South Shore (Greater Boston, MA), independently researched and ranked on rating, review volume and genuine local reputation.
The best roofers in South Shore, Greater Boston, MA are Giannini Roofing & Siding, Flynn Roofing Co., Waterman Building & Remodeling, MJY Construction and Cazeault Roofing & Siding. Each is an independently researched local operator, ranked on reputation, reviews and genuine local presence, and none paid to appear.
One business can feature above the Top 5 on this page, clearly labeled. A great way for a newer or smaller pro to get seen first.
Giannini Roofing & Siding is a family-owned, locally operated contractor that has handled roofing and siding across the South Shore for more than 20 years, serving Quincy, Weymouth, Hingham and 15-plus surrounding towns. The team is fully licensed and insured and holds CertainTeed ShingleMaster certification, covering roofs, siding, gutters, windows and doors. Backed by lifetime labour warranties and a reputation for honest advice and fair pricing, they are a dependable South Shore choice.
Flynn Roofing Co. has worked on South Shore roofs for close to 30 years from its base on Washington Street in Weymouth. The company is CertainTeed ShingleMaster Select and GAF affiliated, BBB accredited, and handles new roofs, replacements, repairs, storm damage, gutters and skylights for both homes and businesses. Customers regularly praise the crews for careful, tidy, punctual work, and the firm has built a reputation strong enough that many clients happily serve as references.
Family-owned since 2014, Waterman Building & Remodeling serves Quincy, Weymouth, Hingham and the wider South Shore with residential and commercial roofing, siding and skylights. The company holds top-tier manufacturer credentials, including Owens Corning Platinum Preferred (the top few percent of roofers), Velux, GAF and CertainTeed certifications, plus an A+ BBB rating. It carries a very high volume of positive customer feedback, earned through transparent pricing, clean jobsites and durable installations.
MJY Construction is a family-owned, BBB A+ rated roofing and construction firm based in nearby Brockton, fully licensed with Massachusetts HIC and Construction Supervisor credentials. The team covers roof installations, repairs and replacements along with siding, gutters, chimneys and storm-damage restoration across Weymouth and more than a dozen surrounding towns. Reviewers consistently highlight the crews' attention to detail, hard work and professionalism, giving the company a strong local reputation.
Cazeault Roofing & Siding has been a roofing family since 1927, making it one of the longest-established roofers in the region, and it runs a dedicated Plymouth office serving the South Shore alongside its Cape Cod base. The company is a member of the National and regional roofing contractor associations and handles roof replacement, inspections, repairs, architectural metal and copperwork, plus siding, windows and doors. Clients regularly praise the crews for punctuality, professionalism and meticulous daily clean-up.
The best roofers serving South Shore, Greater Boston, MA are based in and around South Shore, Weymouth, Middleboro, Brockton and Plymouth / South Shore. With the Northeast's four seasons and older housing stock to contend with, roofs take a real pounding, so a proven local pro makes all the difference, and we've done the legwork to surface only the operators worth calling.
Giannini Roofing & Siding currently tops the list, but every business here earns its place the same way: we research each roofer genuinely operating near South Shore, Greater Boston, weigh real customer reviews and ratings from sources like Google and the Better Business Bureau, and rank on merit. No business can pay into this list, the single featured spot above it is the only paid placement, and it's always clearly labeled.
| Business | Best for |
|---|---|
| 1. Giannini Roofing & Siding | Consistent, top-reviewed service |
| 2. Flynn Roofing Co. | Fast response and repairs |
| 3. Waterman Building & Remodeling | Professional workmanship |
| 4. MJY Construction | Dependable service and value |
| 5. Cazeault Roofing & Siding | Everyday, all-round jobs |
Our current top picks are Giannini Roofing & Siding, Flynn Roofing Co., Waterman Building & Remodeling, MJY Construction and Cazeault Roofing & Siding. Every business is independently researched and ranked on merit, never paid placement.
We research every roofer genuinely operating in and around South Shore, Greater Boston, then weigh real customer reviews and ratings from sources like Google and the Better Business Bureau, review volume, and a genuine local track record. No business can pay to appear in the ranked Top 5.
No. The ranked Top 5 is editorial and cannot be bought. The only paid option is the single featured spot above the list, which is always clearly labeled as featured.
Start with the five above, then get written quotes from two or three, read their most recent reviews, and confirm they cover your part of South Shore, Greater Boston. A good roofer responds promptly, explains the work clearly, and is upfront about pricing.
We rank on independent reputation and reviews, not licensing checks. Requirements vary by state and trade, so always confirm a pro's current license and insurance directly with them before any work begins.
Own the featured spot above this Top 5, clearly labeled. A great way for a newer or smaller pro to get seen first. Early-adopter rate $19/month for your first 6 months, then $39/month.