The Best Roofing Contractors in Winchester, NH

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

#1

Monadnock Roofing & Restoration

4.8
(127 reviews)
Verified

A leading full-service roofing contractor serving Winchester and the greater Monadnock Region. They specialize in high-quality residential and commercial roof replacements, particularly skilled in handling storm damage and navigating insurance claims. Their team is certified in various roofing systems and known for exceptional craftsmanship and customer service.

102 Main Street, Winchester, NH 03470

Specialties & Features

Storm Damage Restoration
Insurance Claims
Asphalt Shingles
Metal Roofing
Emergency Tarp-Ins

Business Information

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

Winchester Exteriors & Roofing

4.6
(94 reviews)
Verified

A trusted local provider with deep roots in the community. They offer comprehensive roofing services, from minor repairs and maintenance to complete replacements. They are experts in dealing with the specific challenges of New England weather, including heavy snow loads and ice dams, and use durable, energy-efficient materials suited for the climate.

451 Richmond Road, Winchester, NH 03470

Specialties & Features

Residential Roof Repair
Ice Dam Prevention
Roof Inspections
Slate & Tile
Siding Installation

Business Information

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

Pioneer Valley Roofing Pros

4.5
(78 reviews)
Verified

A highly responsive and reliable contractor known for its emergency services and quick turnaround on repairs. While based slightly outside Winchester, they are a major service provider for the town and surrounding Cheshire County. They excel in both residential and light commercial projects and offer strong warranties on their workmanship and materials.

88 Ashuelot Street, Winchester, NH 03470

Specialties & Features

Emergency Roof Repair
Commercial Flat Roofs
Roof Maintenance Programs
Skylight Installation
Gutter Systems

Business Information

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

Why These Are the Top Roofing Contractors in Winchester

The roofing market in Winchester, NH, is driven by its humid continental climate, characterized by cold, snowy winters and warm, humid summers. Key concerns for homeowners and businesses include damage from heavy snow loads, ice dams, and high winds. This creates a strong demand for durable roofing materials (like impact-resistant asphalt and standing seam metal), expert storm damage restoration, and proactive maintenance services. The market consists of a mix of long-established local contractors and highly-rated regional companies that serve the town. Reputation, responsiveness to emergencies, and expertise in dealing with insurance companies are critical factors for success here.

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 Winchester regulations and climate

Frequently Asked Questions About Roofing in Winchester

Get answers to common questions about roofing services in Winchester, New Hampshire.

1What is the typical cost range for a full roof replacement on a single-family home in Winchester, NH?

For a standard asphalt shingle roof on a typical Winchester home (e.g., 2,000 sq. ft.), you can expect a range of $8,500 to $15,000, with the final cost heavily dependent on roof complexity, material choice, and the current cost of labor and disposal. Premium materials like metal or architectural shingles will increase this price. It's important to note that New Hampshire's higher labor costs and the need for durable materials to withstand local weather contribute to this pricing range.

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

The ideal windows are late spring (May-June) and early fall (September-October). These periods typically offer stable, dry weather which is crucial for proper installation and material adhesion. Winchester's winters bring snow and freezing temperatures that can delay work and complicate installation, while peak summer heat can make asphalt shingles too pliable. Scheduling well in advance of these ideal seasons is key, as reputable local roofers book up quickly.

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

Absolutely. Given Winchester's cold, snowy winters with potential for ice dams and its humid summers, impact-resistant architectural asphalt shingles (Class 3 or 4) are a popular, durable choice. Standing seam metal roofing is also excellent for shedding snow and resisting wind. A critical local consideration is ensuring proper ice and water shield installation at the eaves and valleys, which is a best practice and often required by NH building codes to prevent ice dam water intrusion.

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

First, verify they are licensed and insured in New Hampshire, including Workers' Compensation. Look for established local companies with physical addresses and strong references from Winchester or nearby towns, as they understand regional weather challenges. Ensure they provide detailed, written estimates and explain the project scope clearly. It's also wise to check their standing with the NH Better Business Bureau and ask about their warranty offerings on both materials and workmanship.

5Do I need a permit to replace my roof in Winchester, NH?

Yes, a building permit from the Winchester Town Offices is required for a full roof replacement. This ensures the work complies with the New Hampshire State Building Code and local ordinances, which include requirements for wind resistance and proper underlayment for ice dam protection. Your roofing contractor should typically handle this permitting process, but it is your responsibility as the homeowner to confirm the permit is pulled before work begins.