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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
3 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
)
Sealant for Roof - Apply- For BusinessAsphalt Shingle Roofing - Repair - For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace- 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
147 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
59 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"
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Southborough, MA - Black Aluminum Shingle
Rindge, NH - Classic Brown Aluminum Shingle
Webster, MA - Black Aluminum Shingle

+155

Response time2 days
79 neighbors recently requested a quote
Recommended by92%of homeowners
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Avatar for JP Carroll Roofing
JP Carroll Roofing
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

1 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
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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

180 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 ReplaceNatural Slate Roofing - Repair+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

6 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
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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%
26 neighbors recently requested a quote
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...
Showing 1-10 of 146
Roofing questions, answered by experts

In some cases, yes, you can put a second roof layer over architectural shingles, but it depends on your home’s structural stability and the local building codes where you live. Architectural shingles are thicker and heavier than standard asphalt shingles, so you may need structural reinforcement or a structural engineer’s inspection before proceeding. Additionally, some building departments don’t allow for two roof layers, regardless of the roof type. You should ask a professional if ripping the old roof off before installing the new one is the best option for you.

It’s possible to install your chimney cap in some areas, but it’s usually better to hire a professional. Before you attempt a DIY chimney cap installation, check to see if your local building department requires a permit. If it does, you should hire a professional to pull the permit and complete the work for you. Even if you don’t need a permit, getting up on your roof is dangerous, especially if you have an aggressive pitch or slippery roof material, like metal. Hiring a chimney professional guarantees the job is done correctly and keeps you safe from injury.

You should tarp a roof whenever roof damage occurs. Missing shingles and holes in your roof can cause roof leaks and problems that come with them. Tarping is a quick way to provide temporary roof protection while you wait for a professional roofer to make repairs.

Depending on the condition of your roof, you may be able to add flashing to it. If you’re looking for a way to maintain its integrity while saving some money, you should ask a roofing pro if this is an option. Keep in mind that if your roof is in poor shape, a full replacement may be necessary before flashing is installed.

A roof pitch that’s too shallow won’t shed runoff as quickly, so you have an increased risk of water intrusion through the seams between your roofing materials. In colder climates, snow and ice will accumulate more easily on your roof, which can add enough weight to cause roof collapse and structural damage to your home.

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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