The Best Roofing Contractors in Great Barrington, MA

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

#1

Berkshire Roofing & Restoration

4.8
(127 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 damage. They are a certified installer for major shingle manufacturers and excel in steep-slope and historic home roofing.

45 Railroad Street, Great Barrington, MA 01230

Specialties & Features

Storm Damage Restoration
Insurance Claims
Historic Home Roofing
Slate & Tile
24/7 Emergency Services

Business Information

Years in Business:15 years
Licensed:Yes
Insured:Yes
#2

South County Roofing Pros

4.7
(94 reviews)
Verified

A locally owned and operated roofing company with deep roots in the Great Barrington community. They offer comprehensive roof inspections, maintenance programs, and replacements designed to withstand New England winters. Highly regarded for their clear communication, meticulous cleanup, and expertise in asphalt shingle and metal roofing systems.

802 Main Street, Great Barrington, MA 01230

Specialties & Features

Roof Maintenance Programs
Metal Roofing Installation
Residential Roof Replacement
Snow & Ice Damage Repair

Business Information

Years in Business:22 years
Licensed:Yes
Insured:Yes
#3

Apex Commercial Roofing Services

4.6
(68 reviews)
Verified

The leading commercial roofing specialist in the region, serving business owners, property managers, and HOAs in Great Barrington and the surrounding areas. They focus on flat and low-slope roofing systems, including TPO, EPDM, and modified bitumen. Their services include leak detection, preventative maintenance, and large-scale roof replacements with minimal business disruption.

12 Industrial Parkway, Great Barrington, MA 01230

Specialties & Features

Commercial Flat Roofing
Leak Detection & Repair
Roof Coatings
Emergency Tarping
Building Envelope Services

Business Information

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

Why These Are the Top Roofing Contractors in Great Barrington

The roofing market in Great Barrington is characterized by a high demand for durability and weather resistance due to the region's harsh climate. Contractors must be well-versed in handling heavy snow loads, ice dam formation, and wind damage from nor'easters. The architectural style varies from historic colonials and Victorians to modern builds, requiring expertise in materials like slate, cedar shake, and standing-seam metal. A strong emphasis is placed on proper insurance claim assistance for frequent storm-related damage. Reputation and local word-of-mouth are paramount in this close-knit community.

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 Great Barrington regulations and climate

Frequently Asked Questions About Roofing in Great Barrington

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

1What is the typical cost range for a full roof replacement on a standard home in Great Barrington?

For a typical 2,000-2,500 sq. ft. home in the Berkshires, a full asphalt shingle roof replacement generally ranges from $12,000 to $25,000. This range accounts for local labor costs, material quality, roof complexity, and the necessary disposal of old materials. Factors like steep pitch, historic district requirements, or premium materials (metal, slate) can significantly increase the price, so a detailed, in-person estimate is crucial.

2When is the best time of year to schedule a roof replacement in the Great Barrington area?

The ideal windows are late spring (May-June) and early fall (September-October). These periods typically offer stable, dry weather which is critical for proper installation and material adhesion. Berkshire winters bring snow and ice, making roofing unsafe and ineffective, while mid-summer heat can make asphalt shingles too pliable during installation. Scheduling early for these prime seasons is highly recommended due to local contractor demand.

3Are there specific local regulations or historic district considerations I need to be aware of for my roof?

Yes, Great Barrington has local historic districts (like the Downtown Historic District) and is subject to the Massachusetts State Building Code. If your home is in a designated historic district, you will likely need approval from the Great Barrington Historic District Commission for any visible changes to your roof, including material and color. Even outside these districts, all work must comply with state codes for wind uplift resistance and ice dam protection.

4How do I choose a reliable roofing contractor in the Berkshires?

Prioritize contractors who are licensed, insured, and have a long-standing physical presence in Berkshire County. Ask for local references you can drive by and verify, and ensure they provide a detailed, written contract. It's also wise to confirm they are familiar with working under the Town of Great Barrington's specific requirements and use high-quality materials suited for our freeze-thaw cycles and snow loads.

5What are the most common roof problems for homes in Great Barrington, and how can they be prevented?

The most prevalent issues are ice dams and wind-driven rain damage due to our snowy winters and seasonal storms. Prevention starts with ensuring proper attic insulation and ventilation to maintain a cold roof deck, which minimizes ice dam formation. Regular biannual inspections (especially after winter and severe storms) to check for damaged, loose, or missing shingles, and keeping gutters clean, are essential for longevity.