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  • Average homeowner rating star icon4
    Average homeowner rating
  • Verified reviews icon230
    Verified roofing services reviews

Verified Reviews for Roofing pros in Cheshire, MA

*The Angi rating for Roofing companies in Cheshire, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.

*The HomeAdvisor rating for Roofing companies in Cheshire, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.

Last update on June 25, 2026

Find Roofers in Cheshire

Avatar for S & G Roofing
S & G Roofing
4.8(
95
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+10 more

Serving Cheshire, MA and surrounding areas

Approved

In business since 1998

Free estimates

Emergency services offered

"They did a very good service, fast and very well done I did contacted them a week later and they came right over to fixed the roof and also the window leaking."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+2

Response time2 days
4 neighbors recently requested a quote
Recommended by93%of homeowners
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Avatar for Global Home Exteriors, Inc.
Global Home Exteriors, Inc.
4.8(
86
)
Flat, Foam, or Single Ply Roofing - Install or Replace- For BusinessSealant for Roof - Apply- For BusinessAsphalt Shingle Roofing - Repair - 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
149 neighbors recently requested a quote
Recommended by97%of homeowners
Request Quote
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

"Scott (the leader) Lewis and Davison did a stellar job on my 2 story home and garage. They go the extra mile! Have hired lots of folks who have done good work but this team I would give 10 stars to. Hope they are available again next fall!!! Very grateful."
Roof repair
Repairs
Roof maintenance.
New roof
Asphalt shingles, new roof.

+1

Response time10 hrs
63 neighbors recently requested a quote
Recommended by69%of homeowners
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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

"Clear communication through the whole process. Questions were answered promptly and the roof looks amazing. I was extremely impressed with the work ethics of the crew, as well as the care the project manager and quality control team gave us."
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Southborough, MA - Black Aluminum Shingle
Rindge, NH - Classic Brown Aluminum Shingle
Webster, MA - Black Aluminum Shingle

+155

Response time2 days
81 neighbors recently requested a quote
Recommended by92%of homeowners
Request Quote
Avatar for JP Carroll Roofing - Western Mass
JP Carroll Roofing - Western Mass
5.0(
10
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairInspection - Roofing

Serving Cheshire, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1988

Free estimates

Warranties offered

"Excellent job. Courteous professionals. Good communications. On time, on budget, good job policing the grounds, both mine and the neighbor's."
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing

+13

30 neighbors recently requested a quote
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Avatar for Long Home
Long Home
4.3(
184
)
Asphalt Shingle Roofing - Install or Replace

Serving Cheshire, MA and surrounding areas

Approved

In business since 1999

Free estimates

Emergency services offered

"Our company contact Aaron was patient, professional and took the time to educate us about roof components and their installation."
Recommended by87%of homeowners
Request Quote
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 1977

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

+2

153 neighbors recently requested a quote
Recommended by40%of homeowners
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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

4 neighbors recently requested a quote
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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
Request Quote
Avatar for ALLIED PAVING & SEALCOATING
ALLIED PAVING & SEALCOATING
4.4(
20
)
Flat, Foam or Single Ply Roofing - Repair- For BusinessSealant for Roof - Apply- For Business

Serving Cheshire, MA and surrounding areas

Approved

In business since 1983

Free estimates

Emergency services offered

"Allied did a fantastic job on our parking lot. Highly recommend them. Repaired all potholes and cracks . Very responsive and was quick and easy to work with."
Asphalt sealcoating
Asphalt sealcoating
Asphalt sealcoating
Asphalt sealcoating
Response time9 hrs
Response rate94%
23 neighbors recently requested a quote
Request Quote
...
Showing 1-10 of 147
Roofing questions, answered by experts

Metal roofing offers durability, energy efficiency, and resistance to extreme weather conditions. It can reduce cooling costs, has a longer lifespan than traditional materials, and provides a sleek, modern appearance, adding value to a property.

Fall is generally considered the best time of year for roof repairs. The weather is temperate and typically drier, which makes for safer working conditions and fewer delays. The days are also still long enough to complete the work.

Spring is another good option and is a popular time for repairs to fix damage from winter storms. However, frequent rainfall can slow down progress. Spring may be a less busy season for roofers than fall.

Summer can also work for roof repairs, but extreme heat can make asphalt shingles too soft and difficult to work with.

A well-maintained tile roof can last anywhere from 40 to over 100 years, with its exact lifespan depending on the material and level of care. Proper maintenance, which includes keeping the roof clean, free of debris, and performing routine repairs for any cracked tiles, is crucial for longevity. The lifespan varies significantly by tile type:

  • Clay, terracotta, and slate tiles are highly durable and can last over 100 years.

  • Concrete tiles typically last from 30 to 100 years.

  • Metal tile roofs generally last between 40 and 70 years.

  • Composite tile roofs have a lifespan of 20 to 50 years.

Be aware that maintenance for a tile roof can sometimes be more expensive than for an asphalt roof.

If you’re building the roof trusses yourself, which isn’t recommended, it will be more affordable than buying pre-built trusses. Trusses cost more because they use the same amount of material, but you’ll also be paying for the labor, as well as the delivery to your home. However, if you’re having a contractor build the roof for you, then trusses will be less expensive, as the labor costs to build roof framing on-site will cost more.

Though roof coatings can last up to two decades, it’s a good idea to recoat your roof every four to six years. This is especially important if you have a built-up roof, which is vulnerable to moisture issues. Inspect your built-up roofs annually to make sure they don’t need a new coat.

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.

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