The Best Roofing Contractors in Pittsfield, MA

Compare the highest-rated roofing professionals in Pittsfield, Massachusetts. All contractors are licensed, insured, and verified through our rigorous screening process.

#1

Berkshire Roofing & Restoration

4.8
(142 reviews)
Verified

A premier full-service roofing contractor specializing in both residential and commercial projects throughout the Berkshires. Known for exceptional craftsmanship and handling complex insurance claims for storm and hail damage. They are a preferred installer for several major shingle manufacturers.

1000 South Street, Pittsfield, MA 01201

Specialties & Features

Storm Damage Restoration
Insurance Claims
Slate & Tile Roofing
24/7 Emergency Service

Business Information

Years in Business:18 years
Licensed:Yes
Insured:Yes
#2

Pittsfield Metal Roofing Specialists

4.7
(118 reviews)
Verified

Experts in high-performance metal roofing systems designed to withstand harsh New England winters. They offer standing seam, metal shingles, and classic corrugated options. Their services include roof replacement, repair, and specialized snow retention system installation for heavy snow loads common in Pittsfield.

452 Dalton Avenue, Pittsfield, MA 01201

Specialties & Features

Metal Roofing Installation
Snow Load Management
Energy-Efficient Roofing
Commercial Metal Roofs

Business Information

Years in Business:15 years
Licensed:Yes
Insured:Yes
#3

Taconic Roofing & Contracting

4.5
(96 reviews)
Verified

A reliable, family-owned and operated roofer with deep roots in the community. They provide comprehensive roof inspections, maintenance programs, and repairs for all major asphalt shingle brands. They are praised for their honest assessments, clear communication, and quality repair work on historic and modern homes alike.

88 First Street, Pittsfield, MA 01201

Specialties & Features

Roof Maintenance Programs
Asphalt Shingle Repair/Replacement
Historic Home Roofing
Gutter Systems

Business Information

Years in Business:22 years
Licensed:Yes
Insured:Yes

Why These Are the Top Roofing Contractors in Pittsfield

The Pittsfield roofing market is characterized by a high demand for durability and weather resistance due to the region's humid continental climate. Contractors must be well-versed in handling significant snow loads, ice dam prevention, and repair from nor'easters and occasional severe thunderstorms. The presence of many historic homes also creates a niche for specialists in slate and period-appropriate materials. Reputable local providers distinguish themselves with deep knowledge of Massachusetts building codes and a focus on proper ventilation and insulation to combat moisture issues.

High Ratings

4.7+ star average from verified customer reviews

Fully Licensed

All contractors are properly licensed and insured

Proven Experience

10+ years average experience in the industry

Local Experts

Familiar with Pittsfield regulations and climate

Frequently Asked Questions About Roofing in Pittsfield

Get answers to common questions about roofing services in Pittsfield, Massachusetts.

1How much does a new roof typically cost for a home in Pittsfield, MA?

For a standard asphalt shingle roof on an average-sized Pittsfield home, homeowners can expect a range of $8,000 to $15,000, with final costs heavily dependent on roof size, pitch, material choice, and the extent of any underlying decking repairs. Prices in the Berkshires can be slightly higher than state averages due to material transport and the specialized labor needed for our region's older, historic homes. Always get 2-3 detailed, written estimates from licensed local contractors for an accurate price.

2What is the best time of year to replace a roof in the Berkshires, and how long does it take?

The ideal roofing windows in Pittsfield are late spring through early fall (May to October), avoiding the deep winter snow and ice that create hazardous working conditions and material issues. A typical full roof replacement on a single-family home takes 2-4 days, but this can extend with unpredictable Berkshire weather, complex architectural features, or unexpected rot discovery. Reputable contractors will monitor the forecast closely and schedule accordingly.

3Are there specific roofing materials better suited for Pittsfield's climate?

Absolutely. Given our heavy snowfall, freeze-thaw cycles, and potential for high winds, impact-resistant architectural asphalt shingles (Class 3 or 4) are a popular and prudent choice for durability. Metal roofing is also excellent for shedding snow. It's crucial to ensure proper ice and water shield installation at eaves, valleys, and penetrations, which is a critical component of the Massachusetts State Building Code for roof replacements to prevent ice dam water intrusion.

4What should I look for when choosing a roofing contractor in Pittsfield?

First, verify they hold a valid **Massachusetts Construction Supervisor License (CSL)** and carry both general liability and workers' compensation insurance. Look for established local companies with a physical address, strong references from nearby projects, and manufacturer certifications (like GAF or CertainTeed). Be wary of storm-chasing contractors who solicit door-to-door after a major weather event. The Pittsfield Building Department can also be a resource for checking a contractor's local permit history.

5How do I handle ice dams, and are they covered by a new roof?

Ice dams are a common winter problem in Pittsfield due to heat loss from attics melting snow that refreezes at the colder eaves. A proper roof replacement addresses this by including adequate attic ventilation, high R-value insulation, and the mandatory ice and water shield membrane. While a new roof system is designed to prevent the water intrusion caused by ice dams, the physical removal of existing ice dams is a separate maintenance task and not covered under a standard material or workmanship warranty.