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TRUSTED BY CHESHIRE, MA HOMEOWNERS

  • 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
151 neighbors recently requested a quote
Recommended by97%of homeowners
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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

"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
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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
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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

22 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

"I had my roof replaced. The salesperson was knowledgeable and very personable. Bridget was amazing. Communication was great throughout the entire process and I was satisfied with the results."
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

"Greg Plaskett and Shawndel Evans with Vault Roofing came to the house and did a great demonstration step by step. Taught us some stuff with the materials very educational."
Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal

+2

164 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 great job applying roof coating. Highly recommend working with them."
Asphalt sealcoating
Asphalt sealcoating
Asphalt sealcoating
Asphalt sealcoating
Response time9 hrs
Response rate94%
24 neighbors recently requested a quote
Request Quote
...
Showing 1-10 of 146
Roofing questions, answered by experts

A new roof may improve insulation and ventilation problems that can lead to ice dams, but it’s not a solution for preventing them. All roofs are susceptible to the conditions that cause ice dams, so it’s best to invest your money into insulation and gutter management solutions rather than a new roof if you don’t need a replacement yet.

You can damage your shingles if you use the wrong type of paint on them. You should always use acrylic latex paint specifically formulated for shingles. Other types of paint may trap moisture, which can cause bigger problems like rot and mildew. Considering that roof replacement costs $9,100 on average, it’s definitely best to avoid making this mistake.

Besides using the right paint, remember that painting your shingles will require increased maintenance.

Single-ply roofing lasts for between 15 and 30 years, depending on the type you install and the climate in your area. TPO roofing has the shortest lifespan of 15 to 30 years, followed by PVC, which lasts for 20 to 30 years. EPDM roofing is the longest-lasting single-ply roofing option, with a lifespan of 30 to 40 years. Keep in mind that hail, strong winds, blown debris, and foot traffic can all reduce how long your flat roof lasts.

While there are many benefits to installing a metal roof on your home, there are some downsides, too. Zinc roofs, in particular, are susceptible to corrosion from overly salty air directly near coastal areas. Another potential downside of zinc roofing is that it must be allowed to expand and contract with the weather. This means special attention is necessary to how it's fastened to the home to avoid issues. 

Yes, roofers can repair and replace roof trusses. In fact, because trusses are such an important part of your roof’s structure, it’s best to have a roofing contractor deal with a damaged truss. If you try to fix the problem without the right skills or knowledge, your roof could sustain further damage or even collapse.

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.

See all articles