Top-rated roofers.

Get matched with top roofers in Winchendon, MA

Enter your zip and get matched with up to 5 pros

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

Select your specific project to find the pro for you.

TRUSTED BY WINCHENDON, MA HOMEOWNERS

  • Average homeowner rating star icon4.2
    Average homeowner rating
  • Verified reviews icon272
    Verified roofing services reviews

Verified Reviews for Roofing pros in Winchendon, MA

*The Angi rating for Roofing companies in Winchendon, 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 Winchendon, 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 06, 2026

Find Roofers in Winchendon

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 Winchendon, MA and surrounding areas

Approved

In business since 2017

Free estimates

Emergency services offered

"I had a leak that can be seen from a ceiling. Called several roofing companies and got no reply back. Used home advisor and have Andrea called me and scheduled the visit promptly for Freddy to come and check the leak. Freddy was very professional, identified the leak that was due to improper seal of one of the skylights and fixed it right away. He also checked my other skylights and some had the same problem which he fixed. Freddy checked my roof for issues and provided tips for maintenance so it can last long. Definitely will recommend Global Home Improvement, Inc as a honest and very professional company !"
Roof Replacement
Roof Underlayment
Roof Installation
Roof Prep & Install
Shingle Installation

+1

Response time3 days
145 neighbors recently requested a quote
Recommended by97%of homeowners
Request Quote
Avatar for Long Home
Long Home
4.3(
96
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Winchendon, MA and surrounding areas

Approved

In business since 1945

Free estimates

Emergency services offered

"I am looking for job and I do roofing and siding."
Roof Replacement
Roof Replacement
Roof Replacement
Roof Replacement
Response time10 mins
135 neighbors recently requested a quote
Recommended by84%of homeowners
Request Quote
Avatar for East Coast Metal Roofing, LLC - Massachusetts
East Coast Metal Roofing, LLC - Massachusetts
4.6(
104
)
Metal Roofing - Install or Replace

Serving Winchendon, 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."
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
75 neighbors recently requested a quote
Recommended by92%of homeowners
Request Quote
Avatar for BBS General Construction Inc
BBS General Construction Inc
4.5(
13
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairNatural Slate Roofing - Repair+17 more

Serving Winchendon, MA and surrounding areas

Approved

In business since 2016

Free estimates

Emergency services offered

"They did an awesome job! The roof looks GREAT! Plus the people are very professional and friendly. There will be no other company doing my projects but BBS General Construction Inc. from now on!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+16

Response time10 hrs
10 neighbors recently requested a quote
Recommended by84%of homeowners
Request Quote
Avatar for David Mercier
David Mercier
4.1(
84
)
Flat, Foam or Single Ply Roofing - RepairNatural Slate Roofing - RepairWood Shake or Composite Roofing - Repair- For Business+2 more

Serving Winchendon, MA and surrounding areas

Approved

In business since 1998

Free estimates

Emergency services offered

"Leak on my slate roof and he cleaned my gutters while repairing the leak. Good job."
Response time1 day
36 neighbors recently requested a quote
Recommended by90%of homeowners
Request Quote
Avatar for JP Carroll Roofing
JP Carroll Roofing
5.0(
10
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business

Serving Winchendon, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1988

Free estimates

Warranties offered

"Paul came by to install solar powered vent and repair chimney leak and finish Velux install. All went well and very polite people."
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing

+13

Request Quote
Avatar for Adam Vaillancourt Roofing & Gutters
Adam Vaillancourt Roofing & Gutters
4.9(
11
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or ReplaceHeating Cable for Roof - Install+13 more

Serving Winchendon, MA and surrounding areas

Approved (Corporate)

Super Service Award Winner

In business since 2004

Free estimates

Small jobs welcome

"This team took the time to really understand leaky roof problem before considering the repairs."
During
During 2
Before
After
After

+7

Response time12 hrs
Response rate100%
60 neighbors recently requested a quote
Request Quote
Avatar for Clear Choice Home Improvements, LLC
Clear Choice Home Improvements, LLC
4.5(
977
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Winchendon, MA and surrounding areas

Approved

In business since 2004

Free estimates

Credit card accepted

"Fast, efficient, had to stop twice for a rain shower and did my roof in 6 hrs and 45 mins start to finish including clean up. Roof is almost 1800 sq ft. The job supervisor was here for the entire thing. They are awesome"
Before & After
Before & After
Before & After
Before & After
Before & After

+6

Response time3 hrs
76 neighbors recently requested a quote
Recommended by92%of homeowners
Request Quote
Avatar for McGrath Roofing & Exteriors
McGrath Roofing & Exteriors
5.0(
6
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceFlat, Foam, or Single Ply Roofing - Install or Replace

Serving Winchendon, MA and surrounding areas

Approved

Free estimates

Emergency services offered

Warranties offered

"McGraths did ma great job for us on several different roof projects including metal roofing on a porch addition, metal replacement roof on a bedroom wing, and a roof reconfiguration over our mud room/entrance. Most recently they have added a roof over a closet addition to the mud room/entrance."
Metal Roof Princeton
Metal Roof Princeton
Metal Roof Princeton
Asphalt Roof Replacement
Asphalt Roof Replacement

+20

7 neighbors recently requested a quote
Request Quote
Avatar for Vault Roofing
Vault Roofing
4.2(
50
)
Asphalt Shingle Roofing - Repair

Serving Winchendon, MA and surrounding areas

Approved (Corporate)

In business since 1979

Free estimates

Credit card accepted

For homeowners who want to feel confident in their roofing decision, Vault Roofing is the most dependable roofing and gutter replacement company. Vault delivers lasting peace of mind through thoughtful craftsmanship, earned trust, and long-term value, supported by an industry-leading lifetime warranty. \n

Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal

+6

42 neighbors recently requested a quote
Recommended by42%of homeowners
Request Quote
...
Showing 1-10 of 263
Roofing questions, answered by experts

When installed and maintained properly, a cedar shake roof should last up to 60 years. Severe weather and high winds will damage your roof, reducing its life span. Expect a shorter life span if the roofer didn't use top-grade material, didn’t have cedar shake expertise, didn’t create the proper ventilation, or didn’t use the correct fasteners. Keeping up with maintenance will help it last longer. It’s also a good idea to get roof inspections on a regular basis to help spot repairs before they become major issues.

Always inform your insurance company when you get a new roof. A new roof may entitle you to lower rates or discounts, and if you need to make a claim, they’ll have up-to-date information on your roof. You’ll need to provide documentation—ask your insurance agent what you need to submit to prove you had your roof replaced.

In general, you should consider replacing your roof if more than 30% of it is damaged. This includes several missing shingles, large spots of granule loss, extreme curling or cracking, structural damage to the roof's decking, or multiple areas of leaks. All of these issues could indicate compromised structural integrity that requires roof replacement.

Fall is widely considered the best time of year to replace a roof. The moderate temperatures are ideal for roofing crews to work and for new shingles to seal properly. Additionally, autumn weather is often drier, reducing the risk of weather-related delays compared to the rainier spring season.

While spring is also a viable option, the higher chance of rainfall can slow down the project. The main drawback to a fall installation is that it's the peak season for roofers, which can lead to higher prices and scheduling challenges.

To potentially save money, you could consider scheduling your roof replacement during the summer or winter off-seasons. However, both seasons have significant disadvantages. Extreme summer heat can make shingles too soft to handle, while winter's cold, snow, and ice can create dangerous working conditions and prevent shingles from sealing correctly, as they typically require temperatures above 40-45°F.

Asphalt shingles have varying thicknesses across the length, so failing to stagger shingles from one row to the next will leave you with bulges and bumps if the thicker sections stack on top of each other. Not only is this unappealing, but it increases the risk of water intrusion. Stagger each new row by 6 inches to avoid this issue.

The Winchendon, 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