Best Roofing Companies in Massachusetts
Massachusetts

Best Roofing Companies in Massachusetts

Find trusted roofers professionals serving Massachusetts. All contractors are independently researched and certified.

Only companies with a Certified Best Pick® badge meet our strict satisfaction & licensing requirements and are eligible for the Best Pick Guarantee.

12
Recommended Pros
4k+
Verified Reviews
Locally FocusedResearch-VerifiedFree Service

12 Contractors

Only companies with a Certified Best Pick® badge meet our strict satisfaction & licensing requirements and are eligible for the Best Pick Guarantee.

A & A Services Home Improvement
Certified Best Pick

A & A Services Home Improvement

Certified Pro

"Since 1982, A & A Services has built its reputation on 100 percent customer satisfaction by installing the highest-quality products and providing service that is truly 'A Grade Above.' With most of our work coming from referrals and repeat customers, you can be assured that we are consistent, trustworthy, and true to our word."

11th year as a Best Pick Licensed Insured Workers' Comp
Jancon Exteriors
Certified Best Pick

Jancon Exteriors

Certified Pro

"Our word is your bond. When we tell you something will be done, you can count on it. We strive to establish lasting relationships with our customers by exceeding their expectations. Our core values are honesty and integrity within our work, exceptional customer service, and a passion for excellence."

10th year as a Best Pick Licensed Insured Workers' Comp
United Home Experts
Certified Best Pick

United Home Experts

Certified Pro

"At UHE, we understand the needs of New England homes because we are New Englanders. We use products made for New England as well as the latest technology and equipment to increase efficiency and improve quality. Our friendly and knowledgeable team is passionate about our craft and helping you love your home again."

9th year as a Best Pick Licensed Insured Workers' Comp
Capital Construction Contracting Inc.
Certified Best Pick

Capital Construction Contracting Inc.

Certified Pro

"Founded in 2005, Capital Construction Contracting is an award-winning exterior contracting specialist. We pride ourselves on fantastic customer service and top-notch craftsmanship. We are a trusted business throughout the Greater Boston area, and we would love the opportunity to prove our dedication to you!"

9th year as a Best Pick Licensed Insured Workers' Comp
GF Sprague and Company LLC
Certified Best Pick

GF Sprague and Company LLC

Certified Pro

"For more than 50 years, our team has been delivering projects built on quality, integrity, and craftsmanship. Our work is backed by our Forever Whoever warranty, as well as hundreds of 5-star reviews. 'Your Home, Your Priorities. Our Expertise.'"

8th year as a Best Pick Licensed Insured Workers' Comp
Long Home
Certified Best Pick

Long Home

Certified Pro

"For eight decades, Long Home has helped families enjoy safer, more beautiful homes. Quality products, outstanding craftsmanship, and dedication to customer satisfaction are at the core of our philosophy. We work with customers to make home improvement projects affordable with competitive rates and payment plans."

5th year as a Best Pick Licensed Insured Workers' Comp
O'LYN Roofing
Certified Best Pick

O'LYN Roofing

Certified Pro

"When we say, 'We did your neighbor's roof,' it's no exaggeration. We've installed over 40,000 roofs and counting in the Greater Boston area and stand behind the work with our own craftsmanship warranty. A family-owned-and-operated business since 1974."

4th year as a Best Pick Licensed Insured Workers' Comp
Masterpiece Roofing
Certified Best Pick

Masterpiece Roofing

Certified Pro

"At Masterpiece Roofing, our mission is to give our customers a fair and accurate assessment of their roofing needs. Our experienced and skilled team members work with you to develop the best solution for your roof at a cost that fits your budget. We're committed to earning your trust and working hard."

3rd year as a Best Pick Licensed Insured Workers' Comp
TIMEPROOFUSA
Certified Best Pick

TIMEPROOFUSA

Certified Pro

"We provide homeowners with reliable roof replacement solutions backed by premium materials, expert craftsmanship, and a commitment to long-term protection. From the first inspection to the final walkthrough, we focus on delivering clear communication and results you can trust in every forecast."

1st year as a Best Pick Insured Workers' Comp
TIMEPROOFUSA

TIMEPROOFUSA

Standard Pro

"We provide homeowners with reliable roof replacement solutions backed by premium materials, expert craftsmanship, and a commitment to long-term protection. From the first inspection to the final walkthrough, we focus on delivering clear communication and results you can trust in every forecast."

Licensed Insured Workers' Comp
TIMEPROOFUSA

TIMEPROOFUSA

Standard Pro

"We provide homeowners with reliable roof replacement solutions backed by premium materials, expert craftsmanship, and a commitment to long-term protection. From the first inspection to the final walkthrough, we focus on delivering clear communication and results you can trust in every forecast."

Insured Workers' Comp

Recent Project Requests in Massachusetts

Real homeowners looking for roofers in your area

Milton

"Roof in front of house needs repair. Water seeped into interior from ice dams."

May 6, 2026
Carlisle

"Asphalt room replacement, removal/replacement of skylights and gutters"

Apr 28, 2026
Cambridge

"We are talking to roofers because our current roof is 20 years old and showing signs of age…no leaks, though. We are con..."

Apr 20, 2026
Framingham

"Replace roof on house, attached garage and kitchen area near skylight add flashing and membrane"

Mar 23, 2026
wellesley

"a complicated roof area caused leaking and rain water pouring, need a solution, and replacements of gutter I think. Emai..."

Feb 24, 2026
Boston

"New roof."

Sep 8, 2025
Wellesley

"Need asphalt shingles roof replacement free and non-binding estimate."

Sep 7, 2025
Nahant

"I’d like a roof inspection and have about a 6-10 shingles that need to be repaired. Wondering if you guys are interested..."

Jul 22, 2025
Boston

"Roofing repair"

May 14, 2025
Boston

"Replace roof"

Apr 28, 2025
Certification Standards

How Massachusetts Roofing Companies Earn Best Pick Certification

Only roofing companies that meet our strict standards earn Best Pick status.

Customer Satisfaction

Roofing companies must maintain a 4.0+ rating and an 80% recommendation rate.

Licensing & Insurance

Current state contractor license verification and general liability insurance for roofing work

Business Stability

Minimum 1 year in business with established local presence

Verified State Standing

Maintain active business registration and in good standing with the state

Operational Excellence

Consistent roofing service quality across all projects

Annual Re-Certification

Must re-qualify every year through new research

Frequently Asked Questions

Common questions about Certified Best Pick® roofers companies in Massachusetts

Massachusetts homeowners often experience the state's defining roofing failure: the ice dam. Following heavy snowfall in cities like Worcester or Boston, watch for the formation of massive icicles or a thick build-up of ice at your eave lines. This indicates that heat escaping from your attic is melting snow, which then refreezes at the cold roof edge, forcing water backward under your shingles and damaging the underlying decking. Another critical indicator is wind-driven shingle damage. After a significant nor'easter, scan your yard or your roof's surface for shingle tabs that have been torn loose. Because coastal Massachusetts is a high-wind zone, these storms weaken shingle adhesives over time, leaving your home vulnerable to leaks during the next driving rain. Finally, consider the age of your cedar shingles if you live in Cape Cod. The constant salt air and maritime humidity often limit their lifespan to 20-30 years, much shorter than in inland climates. If your cedar is significantly checking or turning a deep gray, its water-shedding ability is likely compromised.

Scanning your roof with binoculars from your yard is a great way to spot trouble after a nor'easter brings wind gusts of 60 to 80 mph to coastal areas like Plymouth or the North Shore. Look for shingles that look lifted or buckled, as this suggests wind uplift has compromised the fasteners. You can also examine your downspouts for excessive asphalt granule accumulation, which is a common sign of material fatigue caused by our 40 to 60 annual freeze-thaw cycles. During a heavy snowmelt, head into your attic and use a flashlight to check for water stains or damp insulation along the eave lines, which are often the first signs of ice dam infiltration. Massachusetts homeowners have up to three years to file property damage claims, so documenting these findings with dates and ground-level photos is very helpful. All of these checks can be done safely from the ground or inside your attic. Anything involving getting on the roof, such as applying a temporary tarp or attempting a repair, must be handled by a licensed roofing professional due to the extreme safety risks.

Ice dam remediation and specialized re-roofing are the most sought-after services across the state. Because of the older housing stock and heavy snowfall in regions like Central MA, contractors focus on installing heavy-duty ice-and-water shield membranes at the eaves and upgrading attic ventilation to prevent damming. Additionally, historic roofing restoration is essential in cities like Salem and Concord, where century-old slate or copper requires expert maintenance to preserve the architectural integrity of the home. Given the 120-140 mph wind speed design requirements in coastal zones, local crews also specialize in wind-uplift compliance, ensuring shingles and flashing are properly fastened to withstand nor'easters. In urban areas like Boston, you'll also find rubber (EPDM) membrane services specifically for the flat-roof sections of iconic triple-deckers, which face unique challenges from freeze-thaw cycles. Each of these services is designed to address the specific structural and climate stressors unique to our New England environment.

Finding a reliable partner starts with verifying their credentials through the Massachusetts Board of Registration, as a licensed roofing company must also hold a valid Construction Supervisor License (CSL). It is vital to ensure they carry both general liability and workers' compensation insurance, especially given the roof heights on Boston triple-deckers. To simplify your search, you can consult Best Pick Reports. This resource features local roofing contractors who have cleared a 6-step merit-based certification process, which includes a minimum 4.0 Google rating and annual credential verification. Hiring a certified roofer through this directory also grants you the Best Pick Guarantee, providing up to $2,500 in labor cost protection. A true local expert will be deeply familiar with the 9th edition state building code and know precisely how to install high-wind flashing on coastal homes in Nantucket or the South Shore to prevent nor'easter leaks. Choosing a team that stands by its work ensures your home is protected throughout the long New England winter.