Top 3 Roofing Contractors in Monterey

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
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#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
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#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
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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