Best Roofing Companies in Boston, MA
Boston, Massachusetts

Best Roofing Companies in Boston, MA

Find trusted roofers professionals serving Boston. 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.

11
Recommended Pros
4k+
Verified Reviews
Locally FocusedResearch-VerifiedFree Service

11 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

Recent Project Requests in Boston

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 Boston 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 Boston, MA

Best Pick Certified Roofing companies in Boston, MA have earned their status through independent consumer research—not paid placement. To qualify, a company must meet strict standards:

  • High customer satisfaction: 4.0+ Google rating (25+ reviews) OR 80%+ recommendation rate from surveyed customers
  • Verified credentials: Active state licenses, general liability insurance, and workers' comp (where required)
  • Financial stability: Clean credit history and active Secretary of State standing
  • Local track record: Minimum 1 year serving the Boston, MA area

Certification is re-verified annually, ensuring continued performance.

No. Roofing companies cannot buy Best Pick Certification, improved ratings, or better placement. Our research team independently evaluates companies based on customer satisfaction, licensing, insurance, and business stability—before any business relationship exists.

Companies that earn certification pay a participation fee after qualifying, which covers the cost of ongoing research and publication. This fee has no influence on whether a company qualifies or how they appear in our directory.

The Best Pick Guarantee provides financial protection—up to $2,500 in labor costs—if a Certified Best Pick Roofing company fails to deliver on their commitments.

To be eligible:

  • Contact the company through Best Pick Reports or BestPickReports.com
  • Register for the guarantee (free)
  • Submit any claim within 45 days of the final date of service
  • Allow the company the opportunity to resolve the issue first

This guarantee applies only to Certified Best Pick companies, not Standard Pros. Full terms are available on our guarantee page.

Boston homeowners most frequently deal with roof leaks (affecting 6 million homes nationally) and missing shingles from storm damage, particularly during nor'easters and winter storms.

  • Ice dam formation: Freeze-thaw cycles cause melting snow to refreeze at overhangs, backing water under materials
  • Historic home vulnerabilities: 66% of Boston homes built before 1970 often have aging roofing systems
  • Damaged flashing: Around chimneys and vents in older triple-deckers and brownstones
  • Storm damage: High winds from coastal storms and nor'easters lift and displace roofing materials
  • Clogged gutters: Leading to water backup and fascia damage during heavy precipitation periods

Boston's coastal location and extreme weather patterns, combined with the city's predominantly older housing stock, create unique challenges. The city receives 49.2 inches of annual snowfall and experiences 92.5 freeze days per year, making ice-related damage particularly common.

Boston's Climate Zone 5A (Cold-Humid) creates specific challenges for roofing work throughout the year.

Summer impacts: July temperatures averaging 82.2°F with muggy conditions lasting 3.3 months can make asphalt shingles overly pliable and prone to damage. High humidity requires water-resistant materials to prevent mold and algae growth. Work becomes difficult when temperatures exceed 85-90°F due to safety concerns and material handling issues.

Winter considerations: January lows of 23.5°F make asphalt shingles brittle and compromise adhesive effectiveness. Installation below 40°F isn't recommended. Heavy snow loads from 49.2 inches of annual snowfall stress roof structures, while 92.5 freeze days per year create ice dam conditions.

Best timing: Spring and fall offer optimal conditions with temperatures between 40-85°F. Winter scheduling is faster but weather-dependent, while summer work requires early morning starts to avoid peak heat.

Roofing project duration in Boston varies significantly based on scope, weather conditions, and the city's predominantly older housing stock.

  • Simple repairs: 1 day for minor leak repairs, shingle replacement, or flashing work around chimneys common in historic homes
  • Standard projects: 1-3 days for full asphalt shingle replacement on average Boston homes (~1,767 sq ft), though complex rooflines on triple-deckers may extend timelines
  • Major projects: 2-7 days for metal roofing installation or structural repairs, with larger projects taking up to 14 days
  • Permit timeline: Approximately 30 days for standard building permits, though Fast Track Program offers 7-day processing for certain projects

Boston's weather significantly impacts scheduling - nor'easters, heavy precipitation (43.6 inches annually), and winter conditions can cause delays. Emergency repairs from storm damage may get same-day response, while planned replacements typically require 1-3 weeks lead time during peak seasons.

Snowfall in Massachusetts often triggers the most distinctive warning sign for local homes: the high-risk ice dam. Because many of Boston's historic triple-deckers and Victorian homes have poor thermal separation between the attic and heated living spaces, heat escapes upward and melts snow on the roof deck. When this meltwater hits the colder eaves, it refreezes into a thick ridge of ice. If you notice large icicles forming specifically behind your gutters or see water stains appearing on interior ceilings on the third floor, your roof’s drainage has failed. This mechanism frequently forces water under shingles and can lead to structural rot if not addressed by a professional. Beyond winter weather, our seasonal nor'easters deliver sustained winds of 40-65 mph that create a specific damage pattern known as lateral infiltration. Standard vertical rain might not reveal a leak, but these coastal storms force water sideways under architectural shingles and old slate flashing. Check your attic after a significant storm for damp insulation or daylight near chimney junctions and dormers. In neighborhoods like Dorchester or Jamaica Plain, where much of the housing stock dates back to the early 1900s, aged sealants often crack under the stress of 50-65 freeze-thaw cycles per year. When flashing loses its flexibility, it can no longer keep pace with the building's thermal expansion, making a professional inspection necessary to prevent minor drips from becoming major repairs.

Using a pair of binoculars from the sidewalk is one of the most effective ways to spot damage without taking any risks. Scan the roof for missing shingles or "cupping," where the edges of the asphalt pull away from the deck. This is a common sight across the metro after nor'easters deliver sustained winds of 40-60 mph, which can lift aging materials. Pay special attention to the valleys and chimney transitions, as these are the primary entry points for wind-driven rain. If you spot cracked or slipping slates on an older South End brownstone, the copper fasteners may be suffering from "nail sickness" after a century of exposure. Another vital check involves inspecting your downspouts after a heavy rain or snowmelt. If you see a significant accumulation of granules—which look like coarse sand—it indicates your shingles are losing their protective coating. In our climate, the frequent thermal cycling from our 50-plus freeze-thaw days per year accelerates this granule loss as the material expands and contracts. You can also check your attic during a storm; move a flashlight across the underside of the roof deck to look for dark streaks or damp wood, especially near the eaves where ice dams typically form. All of these checks can be done safely from the ground or inside your attic. Anything involving getting on the roof or using a ladder above gutter height should be left to a licensed roofing professional.

Triple-decker ice dam remediation and full re-roofing are the most frequent service calls in the city. Because these three-story multi-family buildings often lack modern attic insulation, they are prone to significant snowmelt and eave icing. A comprehensive re-roofing service here isn’t just about shingles; it involves stripping the old material and installing extended ice-and-water shields at the eaves and valleys to prevent the standard leaks that follow our heavy winter snowfalls. Many contractors also integrate attic air-sealing and ventilation improvements to solve the thermal problem at its source. Slate roof restoration is another essential local service, given that we have one of the largest remaining inventories of urban slate in the country. Working on a Back Bay brownstone or an early 20th-century home in Charlestown requires a specialist who can source period-appropriate stone and manage complex copper flashing. This service often involves replacing individual slipped slates and remediating "nail sickness" to preserve a roof that can last over a century. Additionally, many homeowners request architectural shingle upgrades. Replacing old 3-tab shingles with thicker, wind-rated architectural options is common for properties facing the sustained wind stress of Boston Harbor, providing better resistance against the lateral rain forced under shingles during seasonal nor'easters.

Finding a reliable local roofing company requires verifying specific Massachusetts credentials. In our state, any contractor working on a residential property must hold a valid Home Improvement Contractor (HIC) registration, and those performing structural work need a Construction Supervisor License (CSL). Because roofing involves significant safety risks, always demand proof of up-to-date general liability and workers' compensation insurance. A truly trusted roofing expert should also demonstrate deep familiarity with the City of Boston Inspectional Services Department (ISD) permit process, especially for the complex fire-safety and historic commission requirements common in the South End and Back Bay. To simplify this vetting process, you can consult Best Pick Reports. This resource features local companies that have passed a rigorous six-step qualification process that cannot be purchased. Each certified roofer listed must maintain a high level of verified client satisfaction, with at least a 4.0 Google rating or an 80% recommendation rate from independent surveys. Choosing an expert through this directory also provides the security of the $2,500 Best Pick Guarantee on labor. This approach ensures you hire a team that understands local challenges—like the proper installation of ice-and-water shields mandated by the 9th edition of the Massachusetts building code—while offering financial peace of mind for your investment.