Top 3 Roofing Contractors in Chestertown

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

#1

Adirondack Roofing & Restoration

4.8
(127 reviews)
Verified

A premier full-service roofing contractor specializing in high-wind and hail damage restoration for both residential and commercial properties. They are certified by leading shingle manufacturers and are experts at navigating insurance claims. Known for their meticulous workmanship and use of premium materials designed to withstand harsh Adirondack winters.

7893 Schroon River Road, Chestertown, NY 12817

Specialties & Features

Storm Damage Restoration
Insurance Claims
Asphalt Shingles
Emergency Tarping
Roof Inspections

Business Information

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

North Country Metal Roofing Specialists

4.7
(94 reviews)
Verified

Specializes in durable, energy-efficient metal roofing systems ideal for the heavy snow loads common in Chestertown. They offer standing seam and metal shingle options with Class 4 impact resistance. Also proficient in slate and synthetic slate replacements and repairs, providing long-lasting solutions for historic and modern homes alike.

4227 Main Street, Chestertown, NY 12817

Specialties & Features

Metal Roofing
Snow Load Systems
Slate Roofing
Energy-Efficient Roofs
Commercial Roofing

Business Information

Years in Business:12 years
Licensed:Yes
Insured:Yes
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#3

Chestertown Roofing & Repair

4.5
(112 reviews)
Verified

A reliable local family-owned business offering comprehensive roof repair, replacement, and maintenance services. They are highly responsive for emergency leak repairs and routine maintenance, helping to prevent small issues from becoming major problems. They work with a variety of materials and are known for their honest assessments and strong community reputation.

1010 Adirondack Avenue, Chestertown, NY 12817

Specialties & Features

Roof Repair
Preventative Maintenance
Leak Repair
Residential Re-Roofing
Tile & Shake Roofing

Business Information

Years in Business:18 years
Licensed:Yes
Insured:Yes
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Why These Are the Top Roofing Contractors in Chestertown

The roofing market in Chestertown, NY, is heavily influenced by its Adirondack Mountain climate, characterized by significant snowfall, freezing temperatures, and potential for severe storms. Contractors must be well-versed in constructing steep-slope roofs designed for heavy snow load shedding and using impact-resistant materials to handle hail and falling branches. Expertise in ice dam prevention, proper attic ventilation, and working with insurance companies on storm-related claims is a critical differentiator for local providers. The market is competitive among a small number of established, reputable companies.

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 Chestertown regulations and climate