The Best Roofing Contractors in Monterey, MA

Compare the highest-rated roofing professionals in Monterey, 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 serving Monterey and the Berkshires since 1998. Specializes in handling complex insurance claims for storm damage and offers comprehensive roof replacements using premium materials. Known for exceptional craftsmanship and deep knowledge of local building codes specific to heavy snow loads and winter weather.

87 Main Road, Monterey, MA 01245

Specialties & Features

Storm Damage Restoration
Insurance Claims
Snow Load Expertise
Slate & Metal Roofing
24/7 Emergency Services

Business Information

Years in Business:26 years
Licensed:Yes
Insured:Yes
#2

Monterey Mountain Top Roofers

4.6
(89 reviews)
Verified

A locally owned and operated roofing company with deep roots in the Monterey community. Excels in residential roof replacements and repairs, particularly for historic and custom homes in the area. They are experts in designing roofs to withstand the harsh Berkshire winters, offering robust maintenance programs to prevent ice dam formation and related damage.

245 Beech Plain Road, Monterey, MA 01245

Specialties & Features

Residential Roof Replacement
Historic Home Roofing
Ice Dam Prevention
Roof Maintenance Programs
Asphalt Shingles

Business Information

Years in Business:18 years
Licensed:Yes
Insured:Yes
#3

All-Weather Roofing & Contracting

4.5
(67 reviews)
Verified

Provides a strong balance of commercial and residential roofing services for the Monterey area. They are a go-to provider for local businesses, farms, and larger residential properties, offering durable standing seam metal roofs and EPDM flat roofing systems. Known for reliable emergency tarping and board-up services after severe weather events.

12 Lake Garfield Road, Monterey, MA 01245

Specialties & Features

Commercial Roofing
Metal Roof Installation
Emergency Tarping
Agricultural Building Roofing
Flat Roof Systems

Business Information

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

Why These Are the Top Roofing Contractors in Monterey

Monterey, MA, is a small town in the Berkshire Mountains characterized by a significant seasonal population and historic properties. The roofing market is highly specialized due to the extreme climate, which includes heavy snowfall (averaging over 70 inches annually), freezing temperatures, and potential for ice dams. Contractors must be adept at designing for snow load, preventing moisture intrusion, and using materials that can withstand significant thermal expansion and contraction. The market is competitive among a small number of established, high-quality providers who understand these unique local demands.

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 Monterey regulations and climate

Frequently Asked Questions About Roofing in Monterey

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

1What is the typical cost range for a full roof replacement on a home in Monterey, MA?

For a standard asphalt shingle roof on a typical single-family home in Monterey, you can expect a cost range of $15,000 to $30,000, with premiums for higher-end materials like metal or slate. Costs are influenced by the steepness and complexity of your roof, accessibility, and the current price of materials and labor in Berkshire County. Always get 3-4 detailed, written estimates from local, licensed contractors for the most accurate pricing for your specific project.

2When is the best time of year to schedule a roof replacement in Monterey?

The ideal scheduling window in Monterey is late spring through early fall (May to October), avoiding the deep winter months. Our Berkshire County climate brings heavy snow, ice, and freezing temperatures that make roofing unsafe and impractical from late November through March. Scheduling early in the season is crucial, as reputable local roofers' calendars fill up quickly for summer and early fall projects.

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

Absolutely. Given Monterey's cold, snowy winters and humid summers, impact-resistant asphalt shingles (Class 4) are a popular choice for their durability against hail and ice. Standing seam metal roofs are also excellent for shedding heavy snow efficiently. It's vital to ensure proper ice and water shield installation at eaves and valleys, which is a critical component of the Massachusetts State Building Code for roof replacements to prevent ice dam damage.

4How do I verify a roofing contractor is properly licensed and insured for work in Massachusetts?

First, any contractor performing roofing work on a primary residence in Massachusetts must be licensed as a Home Improvement Contractor (HIC) with the Office of Consumer Affairs and Business Regulation; you can verify their license online. Second, they must carry both Workers' Compensation and General Liability insurance. Always ask for their HIC license number and current certificates of insurance, and confirm they pull the required local building permit from the Monterey town office, which provides an additional layer of oversight.

5How can I tell if my roof damage is from a storm and might be covered by insurance?

After severe weather common to the Berkshires (like nor'easters, hail, or heavy snow), look for signs like missing shingles, granule loss in gutters, dents on metal fixtures, or leaks in your attic. The critical first step is to contact your homeowner's insurance company to file a claim. They will send an adjuster to assess the damage. We strongly recommend also having a trusted, local roofing contractor present for the insurance inspection to ensure all storm-related damage is properly documented and accounted for in the estimate.