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    Average homeowner rating
  • Verified reviews icon230
    Verified roofing services reviews

Top-Rated Roofers in Cheshire - Updated Nov 2026

Avatar for Global Home Exteriors, Inc.
Global Home Exteriors, Inc.
4.8(
86
)
Flat, Foam, or Single Ply Roofing - Install or Replace- For BusinessAsphalt Shingle Roofing - Repair - For BusinessSealant for Roof - Apply- For Business+2 more

Serving Cheshire, MA and surrounding areas

Approved

In business since 2017

Free estimates

Emergency services offered

"Very prompt and organized. Andrea came out during the day while they were working on the roof to check on progress and to see if there were any questions. She also followed up by email to see if we had any questions and was very transparent on the extra cost of having to replace some of the decking. Will definitely use them again in the future if need be!"
Roof Replacement
Roof Underlayment
Roof Installation
Roof Prep & Install
Shingle Installation

+1

Response time3 days
146 neighbors recently requested a quote
Recommended by97%of homeowners
Avatar for Adam Quenneville Roofing and Siding, Inc.
Adam Quenneville Roofing and Siding, Inc.
4.7(
136
)
Asphalt Shingle Roofing - RepairRoof - Clean

Serving Cheshire, MA and surrounding areas

Approved

In business since 2004

Free estimates

Warranties offered

"We have gone to Adam over the years for roof repairs, roof shampoo and now gutter covers. Always quick and efficient with quality work. Weâ ll be calling Adam when itâ s time to replace the roof in a few years."
Roof repair
Repairs
Roof maintenance.
New roof
Asphalt shingles, new roof.

+1

Response time10 hrs
60 neighbors recently requested a quote
Recommended by69%of homeowners
Avatar for East Coast Metal Roofing, LLC - Massachusetts
East Coast Metal Roofing, LLC - Massachusetts
4.6(
104
)
Metal Roofing - Install or Replace

Serving Cheshire, MA and surrounding areas

Approved

In business since 2015

Free estimates

Warranties offered

"The cost of metal roof is more than asphalt but this roof comes with 50 year guarantee. Since this is our third roof , I wish we had this option years ago. Roof looks great"
Halifax, MA - Dawn Gray Aluminum Shingle
Griswold, CT - Dawn Gray Aluminum Shingle
Southborough, MA - Black Aluminum Shingle
Rindge, NH - Classic Brown Aluminum Shingle
Webster, MA - Black Aluminum Shingle

+155

Response time2 days
76 neighbors recently requested a quote
Recommended by92%of homeowners
Avatar for Vault Roofing
Vault Roofing
4.4(
35
)
Asphalt Shingle Roofing - Install or Replace

Serving Cheshire, MA and surrounding areas

Approved (Corporate)

In business since 1979

Free estimates

Warranties offered

"Shawndel Evans and Greg Plaskett with Vault Roofing. They were great guys. They came to our house and explained our roof situation. The guys gave us a good deal and helped us get some financing so we could get the rest of the money for our loan. Would recommend Vault roofing!!!"
Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal

+5

55 neighbors recently requested a quote
Recommended by40%of homeowners
Avatar for Overstate Roofing Services Inc.
Overstate Roofing Services Inc.
4.2(
80
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairSealant for Roof - Apply+10 more

Serving Cheshire, MA and surrounding areas

Approved

In business since 2025

Free estimates

Emergency services offered

"I have to commend these guys and the job they did with my roof. I had a partially collapsed roof from the snow and ice buildup on my roof. I needed the repair done urgently and withing budget. I got may quotes on the job with some outrageous bidding to be honest. Overstate gave me a fair price and told me exactly what needed to be done. Within a week the job was completed and my home is leakproof again."
Roof replacement
Roof replacement
1734 neighbors recently requested a quote
Recommended by1%of homeowners
Avatar for ProEdge Remodeling - Roofing
ProEdge Remodeling - Roofing
4.3(
47
)
Asphalt Shingle Roofing - Install or Replace

Serving Cheshire, MA and surrounding areas

Approved

In business since 1961

Free estimates

Credit card accepted

"Install crew was perfect. No dust, no mess. Complete cleanup, and a perfect airtight install. For years we have had winter management strategies. Closing off room on the north side... and running space heater in those rooms during use. After installation of the ProEdge windows these rooms are as warm as the rest of the house. AMAZING! Recent warm days prove the advantage of triple glazed low-E windows, too. Nice and cool inside. I searched for years for new windows that met MY specifications . As a career engineer I am happy to recommend ProEdge to anyone. Their attention to detail is superb."
Asphalt Shingle Roofing
Asphalt Shingle Roofing
Recommended by85%of homeowners
Avatar for JAF Contracting
JAF Contracting
5.0(
8
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+22 more

Serving Cheshire, MA and surrounding areas

Approved

In business since 2010

Free estimates

Emergency services offered

"Jake was super responsive and was the only contractor who was timely and courteous with his communication. His crew did great work repairing my roof in one day. He was clear and fair with his estimate so there were no unexpected costs when payment was due. I highly recommend Jake and his team."
Logo
Work Photos
Work Photos
Work Photos
Work Photos

+5

7 neighbors recently requested a quote
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Showing 1-10 of 150
Roofing FAQs, answered by experts

Furring strips (also called wood stripping) are not always necessary for a metal roof installation, but they are highly recommended and may be required by local building codes or the roofing manufacturer's specifications. There are several key reasons to use them:

  • Energy Efficiency: Furring strips, made of wood or metal, create an air gap between the metal panels and the roof deck. This acts as a thermal break, reducing heat transfer into your home and improving overall energy efficiency.

  • Moisture and Condensation Control: The air gap allows for better airflow, which helps prevent moisture buildup and condensation under the metal panels.

  • Structural Support: They provide a solid, even frame to which you can attach the metal roofing panels.

It is especially important to use furring strips when installing a metal roof over existing shingles. Without them, the roof surface can be uneven, and you will experience greater solar heat gain.

If you choose tile for your roof, take the time to hire a true tile professional. Look at trusted online review sites to find a top-rated roofing contractor. This helps you zero in on great contractors while avoiding ones who bait and switch you with fluctuating bids.

After you’ve narrowed down a few great candidates with reasonable bids, there are some important questions to ask roofers before you hire. Be sure they are licensed, bonded, and insured before signing a contract. Once you find a roofer who checks off all your boxes, you’re ready to get your project started.

No, a metal roof will not make your house hot. In fact, metal roofs help keep your home cooler by reflecting heat instead of absorbing and transmitting it inside. Metal also has high thermal conductivity, which means it gains and loses heat quickly. While the sun may heat the metal, the roof rapidly transfers that heat back into the air rather than retaining it. This reflective property can lead to energy cost savings of up to 40%, as your cooling system won't need to work as hard to maintain a consistent indoor temperature.

You can think of a flat roof as a green roof, as it does offer some environmentally-friendly advantages. When considering an eco-friendly flat roof, some of the green roof pros and cons include that you could place a garden with plants on the flat roof. Manufacturers may use recycled materials in the construction of the flat roof for an eco-friendly design.

The warranty for algae-resistant shingles varies by manufacturer, but the industry standard is 25 years for overall shingle durability and lifespan and between 10 and 15 years for algae resistance. Some products come with longer warranties for discoloration of up to 30 years. Check warranty coverage for the shingle and algae protection before deciding on a roofing product.

The Cheshire, MA homeowners’ guide to roofing services

From average costs to expert advice, get all the answers you need to get your job done.