Top-rated roofers.

Get matched with top roofers in Cheshire, MA

Enter your zip and get matched with up to 5 pros

Need a pro for your roofing project in Cheshire, MA?

Select your specific project to find the pro for you.

TRUSTED BY CHESHIRE, MA HOMEOWNERS

  • Average homeowner rating star icon4
    Average homeowner rating
  • Verified reviews icon219
    Verified roofing services reviews

Find Roofers in Cheshire

Avatar for S & G Roofing

S & G Roofing

4.85(
89
)
Approved Pro

S & G Roofing

4.85(
89
)
Approved Pro
Customers say: True professional
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
28 years of experience

Save up to $1000 off roof installation! Call us today! We do not do roof repair at this time. S&G Roofing has been offering professional, quality roofing to customers in Upstate New York for 14 years. Located in Schenectady, NY, we are qualified to work on all phases of residential and commercial roofing from repairs to complete roof replacements. At S&G Roofing, we serve Albany, NY and surrounding areas with guaranteed fair and low pricing for our quality work. We are also known for our quick start to completion times as well as the warranty we offer on our labor against any malfunctions, including leaks and blow-offs. Regardless of the size of your roof installation, S&G Roofing will happily provide you with excellent customer service. Call 518 557 2039 today for a FREE estimate!

"I highly recommend S&G Roofing to anyone who needs roofing work of any kind. They are locally owned, have been in business for over 20 years and use only the very best materials. The warranties are impressive and the work is done promptly and well. All of the personnel that I interacted with were fantastic. Richard gave me a very reasonable estimate and kept in touch with me throughout the project. Juan, the team leader of the crew who did the work was great, he kept me up to date using photos and detailed explanations of every thing being done. Don't worry about choosing this company even if you have a complicated project. I have a huge house built in the 1850s with a very unusual roof design and the team handled it all to perfection. I was very impressed with the results. Patricia Young Fonda, NY"

Patricia Y on May 2023

Save up to $1000 off roof installation! Call us today! We do not do roof repair at this time. S&G Roofing has been offering professional, quality roofing to customers in Upstate New York for 14 years. Located in Schenectady, NY, we are qualified to work on all phases of residential and commercial roofing from repairs to complete roof replacements. At S&G Roofing, we serve Albany, NY and surrounding areas with guaranteed fair and low pricing for our quality work. We are also known for our quick start to completion times as well as the warranty we offer on our labor against any malfunctions, including leaks and blow-offs. Regardless of the size of your roof installation, S&G Roofing will happily provide you with excellent customer service. Call 518 557 2039 today for a FREE estimate!

"I highly recommend S&G Roofing to anyone who needs roofing work of any kind. They are locally owned, have been in business for over 20 years and use only the very best materials. The warranties are impressive and the work is done promptly and well. All of the personnel that I interacted with were fantastic. Richard gave me a very reasonable estimate and kept in touch with me throughout the project. Juan, the team leader of the crew who did the work was great, he kept me up to date using photos and detailed explanations of every thing being done. Don't worry about choosing this company even if you have a complicated project. I have a huge house built in the 1850s with a very unusual roof design and the team handled it all to perfection. I was very impressed with the results. Patricia Young Fonda, NY"

Patricia Y on May 2023


Avatar for Adam Quenneville Roofing and Siding, Inc.

Adam Quenneville Roofing and Siding, Inc.

4.67(
38
)
Approved Pro

Adam Quenneville Roofing and Siding, Inc.

4.67(
38
)
Approved Pro
Customers say: Quality work
22 years of experience
Free onsite estimate

Adam Quenneville Roofing & Siding, Inc., has offered premiere roofing services to our clients since 1996. We are completely dedicated to our customers satisfaction and perform our work under an infallible code of ethics, favoring a friendly and honest approach to the business we do. We value your questions and concerns and ultimately, we have the experience and expertise to handle all your roofing concerns and give your home stability from the top down. PLEASE NOTE WE DO NOT BID ON NEW CONSTRUCTION PROJECTS.

"Quick and effective! "

casey g on November 2025

Adam Quenneville Roofing & Siding, Inc., has offered premiere roofing services to our clients since 1996. We are completely dedicated to our customers satisfaction and perform our work under an infallible code of ethics, favoring a friendly and honest approach to the business we do. We value your questions and concerns and ultimately, we have the experience and expertise to handle all your roofing concerns and give your home stability from the top down. PLEASE NOTE WE DO NOT BID ON NEW CONSTRUCTION PROJECTS.

"Quick and effective! "

casey g on November 2025


"Dave, our sales rep, went above and beyond, by coming to our home to cut our new downspout so the heavy water flow would be rerouted away from the house. He didn't charge us and helped us out as the All Gutters Inc who Ecmr used for our gutters, wanted $150 to make the cut. Dave brought all the right tools and was pleasant as he repaired their work. We love our new metal roof and we appreciate Dave and everyone at Ecmr who make dealing with them a real pleasure."

Deb K on September 2024

Welcome to East Coast Metal Roofing, LLC! We take pride in our reliability, great communication, integrity and quality work. We are experts in home improvement and will do our best to keep you educated on your project. We look forward to earning your business!

"Dave, our sales rep, went above and beyond, by coming to our home to cut our new downspout so the heavy water flow would be rerouted away from the house. He didn't charge us and helped us out as the All Gutters Inc who Ecmr used for our gutters, wanted $150 to make the cut. Dave brought all the right tools and was pleasant as he repaired their work. We love our new metal roof and we appreciate Dave and everyone at Ecmr who make dealing with them a real pleasure."

Deb K on September 2024


Avatar for Long Home

Long Home

4.80(
131
)
Approved Pro

Long Home

4.80(
131
)
Approved Pro
Customers say: True professional
27 years of experience
Free onsite estimate

We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We are experts in all aspects of window projects. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guarantee your satisfaction!

"Had a young man named Jake out for an estimate. He was my second. Our first estimate left us with more questions than answers. Jake cleared all those up and left us feeling good about our decision."

Jonas L on June 2024

We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We are experts in all aspects of window projects. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guarantee your satisfaction!

"Had a young man named Jake out for an estimate. He was my second. Our first estimate left us with more questions than answers. Jake cleared all those up and left us feeling good about our decision."

Jonas L on June 2024


"Brian was responsive at every stage of the project. He came out and showed he understood the project. Responded quickly with a project cost. The work was done professionally, and when it was agreed to be done."

patrick m on July 2025

Thank you for considering Capital Region & New England Home Repair. We are always prompt, courteous and professional. We have the experience and expertise to get your project done right the first time.

"Brian was responsive at every stage of the project. He came out and showed he understood the project. Responded quickly with a project cost. The work was done professionally, and when it was agreed to be done."

patrick m on July 2025


Avatar for ProEdge Remodeling - Roofing

ProEdge Remodeling - Roofing

4.52(
42
)
Approved Pro

ProEdge Remodeling - Roofing

4.52(
42
)
Approved Pro
Customers say: Quality work
65 years of experience
Free onsite estimate

ProEdge Remodeling is a family-run window, door, roof and bath replacement company serving residents in Rhode Island, Connecticut, Massachusetts, New Hampshire, New Jersey and New York. Founded in 1961, ProEdge has decades of local home remodeling expertise and strong ties to the community, and is proud to be a BBB® Accredited Partner with an A+ rating. As the premier home improvement company in New York and New England, we offer energy-efficient windows, custom exterior doors, premium roofing, and expert bath remodeling, all installed by certified local professionals. All ProEdge products are backed by industry leading warranties, including a lifetime 25-year transferable warranty on window parts and labor. With over 60 years of experience, ProEdge delivers high-quality, custom solutions designed to enhance your home for a lifetime. You can request a free quote online or call to schedule a free consultation with a ProEdge Remodeling professional to discuss options and pricing.

"My windows were completed in 1 day, came sooner than expected and everyone I dealt with was professional."

Kay-Ann G on January 2024

ProEdge Remodeling is a family-run window, door, roof and bath replacement company serving residents in Rhode Island, Connecticut, Massachusetts, New Hampshire, New Jersey and New York. Founded in 1961, ProEdge has decades of local home remodeling expertise and strong ties to the community, and is proud to be a BBB® Accredited Partner with an A+ rating. As the premier home improvement company in New York and New England, we offer energy-efficient windows, custom exterior doors, premium roofing, and expert bath remodeling, all installed by certified local professionals. All ProEdge products are backed by industry leading warranties, including a lifetime 25-year transferable warranty on window parts and labor. With over 60 years of experience, ProEdge delivers high-quality, custom solutions designed to enhance your home for a lifetime. You can request a free quote online or call to schedule a free consultation with a ProEdge Remodeling professional to discuss options and pricing.

"My windows were completed in 1 day, came sooner than expected and everyone I dealt with was professional."

Kay-Ann G on January 2024


Avatar for Alliance Home Improvement, Inc.

Alliance Home Improvement, Inc.

4.96(
20
)
Approved Pro

Alliance Home Improvement, Inc.

4.96(
20
)
Approved Pro
Customers say: Quality work
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
20 years of experience

Due to the Caronavirus, Alliance Home Improvement is currently offering FREE "no-contact" exterior appraisals, with the option of phone or video chat follow-up meetings to discuss project options and questions. - Alliance Home Improvement, Inc., is proud to be a locally owned and operated business that specializes in exterior improvements of the home in MA and CT. With years of experience and unmatched expertise we can help with any and all of your siding, windows, roofing and exterior door installation needs. Since opening our doors our goal has been to provide our customers with the highest quality craftsmanship and products at a fair price. Our reputation has been built on being reliable, communicating throughout the process and making sure that every customer is 100% satisfied when we are done with the job. Let us show you why we are consistently named one of the top construction companies in the region, get in touch today!

"Entire process exceeded my expectations from the initial contact I had with Alliance to the completion of the project. The proposal I received from Keith provided the level of detail I was looking for and he did a great job in going over the siding products Alliance offered to detailing all the necessary steps in the process. The installation process went very smoothly and was completed in a timely manner. The crew led by Serg were extremely professional, knowledgeable and focused. I could not be happier with the work they did and Serg kept me updated on how the project was progressing and was quick to reach out to me with any questions he had on the proposed installation approach. Therefore, I would recommend Alliance for any home improvement needs that you may need addressed. Lastly, I was so satisfied with the siding installation Alliance did I am now having them replace the two entry doors to my garage. Thank you again Sergiy, Keith, Serg and the rest of the installation crew. CFP Sr."

Carlo F. Petrucci S on May 2023

Due to the Caronavirus, Alliance Home Improvement is currently offering FREE "no-contact" exterior appraisals, with the option of phone or video chat follow-up meetings to discuss project options and questions. - Alliance Home Improvement, Inc., is proud to be a locally owned and operated business that specializes in exterior improvements of the home in MA and CT. With years of experience and unmatched expertise we can help with any and all of your siding, windows, roofing and exterior door installation needs. Since opening our doors our goal has been to provide our customers with the highest quality craftsmanship and products at a fair price. Our reputation has been built on being reliable, communicating throughout the process and making sure that every customer is 100% satisfied when we are done with the job. Let us show you why we are consistently named one of the top construction companies in the region, get in touch today!

"Entire process exceeded my expectations from the initial contact I had with Alliance to the completion of the project. The proposal I received from Keith provided the level of detail I was looking for and he did a great job in going over the siding products Alliance offered to detailing all the necessary steps in the process. The installation process went very smoothly and was completed in a timely manner. The crew led by Serg were extremely professional, knowledgeable and focused. I could not be happier with the work they did and Serg kept me updated on how the project was progressing and was quick to reach out to me with any questions he had on the proposed installation approach. Therefore, I would recommend Alliance for any home improvement needs that you may need addressed. Lastly, I was so satisfied with the siding installation Alliance did I am now having them replace the two entry doors to my garage. Thank you again Sergiy, Keith, Serg and the rest of the installation crew. CFP Sr."

Carlo F. Petrucci S on May 2023


X-Pert Roofing

5.00(
8
)
Approved Pro

X-Pert Roofing

5.00(
8
)
Approved Pro
Customers say: Quality work
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
26 years of experience

X-Pert Roofing, Inc., is your one-stop shop for roofing. They specialize in everything!! From repairs to installation, be assured no job is too big or too small. Call today and let Sam over at X-Pert Roofing, Inc., improve the look and value of your home for many years to come. Insurance claims are welcome.

"Very positive experience, great work. Will use again when needed."

Abe M on August 2018

X-Pert Roofing, Inc., is your one-stop shop for roofing. They specialize in everything!! From repairs to installation, be assured no job is too big or too small. Call today and let Sam over at X-Pert Roofing, Inc., improve the look and value of your home for many years to come. Insurance claims are welcome.

"Very positive experience, great work. Will use again when needed."

Abe M on August 2018


Avatar for ALLIED PAVING & SEALCOATING

ALLIED PAVING & SEALCOATING

4.70(
15
)
Approved Pro

ALLIED PAVING & SEALCOATING

4.70(
15
)
Approved Pro
Customers say: Quality work
43 years of experience
Free onsite estimate

We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business!

"Great job. Worked around my schedule which allowed me to keep my office running as usual"

Jeffrey B on August 2025

We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business!

"Great job. Worked around my schedule which allowed me to keep my office running as usual"

Jeffrey B on August 2025


Avatar for JP Carroll Roofing

JP Carroll Roofing

5.00(
4
)
Approved Pro

JP Carroll Roofing

5.00(
4
)
Approved Pro
Customers say: Quick response
38 years of experience
Free onsite estimate

JP Carroll is the most trusted roofing company in MA and CT - serving our communities for almost 40 years with over 500 5-star reviews. While all roofs will eventually face problems and fail, homeowners can take many preventative measures to protect their roofs so they last as long as possible. The most important action is to find a professional roofer you can rely on when something goes wrong. Whether you need roof repair, inspection, ice damming prevention, you can count on our trained and certified roofers in Connecticut and Massachusetts for high-quality service every time. As full-service contractor, JP Carroll Roofing is the best choice for prompt and dependable residential and commercial roofing service. We also offer siding, gutter, gutter guard, and replacement window installation as well as gutter cleaning.

"Awesome . Great communication, left the property spotless"

Bill W on August 2025

JP Carroll is the most trusted roofing company in MA and CT - serving our communities for almost 40 years with over 500 5-star reviews. While all roofs will eventually face problems and fail, homeowners can take many preventative measures to protect their roofs so they last as long as possible. The most important action is to find a professional roofer you can rely on when something goes wrong. Whether you need roof repair, inspection, ice damming prevention, you can count on our trained and certified roofers in Connecticut and Massachusetts for high-quality service every time. As full-service contractor, JP Carroll Roofing is the best choice for prompt and dependable residential and commercial roofing service. We also offer siding, gutter, gutter guard, and replacement window installation as well as gutter cleaning.

"Awesome . Great communication, left the property spotless"

Bill W on August 2025

...
Showing 1-10 of 162
Roofing questions, answered by experts

If you need to replace the roof over your attached garage, a roofing contractor can perform what is called a partial roof replacement that only affects garage roofing. However, it's important to keep in mind that only replacing a portion of your roof creates a situation where your roofing has two different lifespans. You will also miss out on the opportunity for a full roof warranty. In some cases, having two different roofs on your home could increase risks for leaks. When replacing the roof on a detached garage, homeowners have the option to make the project bigger by upgrading their home roof alongside their garage roof. However, this isn't necessary if your home has a newer, properly functioning roof. It is better to try to match the new garage roof to your home's existing roof instead.

A gable roof with steep pitches covered in asphalt shingles or wood shakes is the most popular roof for Cape Cod homes. Asphalt shingles started gaining popularity in the early 1900s, so wood shake roofs, which were popular in the 1700s when Cape Cod homes were first built, are the traditional option. You can further modernize your Cape Cod home by raising the roof in the front, back, or both to add living space and change up the traditional single-gable roof with doghouse dormers.

While you don’t have to let roofers inside your home, it is proper etiquette to offer the use of your restrooms. And if it’s a hot day, it’s polite to invite the roofers into your house to cool off and have a chilled drink.

The amount of hail damage that warrants a roof replacement depends on the size of the hail. In many cases, a roof replacement is needed if your roof gets hail that is 1 inch or larger in diameter. You may also need to replace a roof due to hail damage if you notice several dents in the shingles or there are seven to 10 hail impact marks within a 10x10 foot area on your roof.

Architectural shingles and impact-resistant shingles aren’t mutually exclusive, which means some architectural shingles are impact-resistant shingles. Architectural shingles are thicker and more durable than standard 3-tab shingles, and they become even stronger when they also have high impact resistance and wind resistance ratings. The most durable shingles for areas with extreme weather are architectural or luxury shingles that have a Class-4 impact resistance and a Class-H wind resistance that can stand up to winds reaching 150 mph.

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.

What do you need done? We’ll find top pros.
  • 🌱 "Mow a small front yard"
  • 🛠 "Fix a leaking pipe under the sink"
  • 🏠 "Repair shingles on an asphalt roof"