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TRUSTED BY STURBRIDGE, MA HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon116
    Verified roofing services reviews

Top-Rated Roofers in Sturbridge - Updated Nov 2026

Avatar for On Top Roofing
On Top Roofing
4.6(
179
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or Replace - For Business+26 more

Serving Sturbridge, MA and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

"1. punctual on estimate appointment 2. three estimates were solicited all were equivalent service for product two allowed for Owens Corning or GAF and were certified as was On Top 3. The date proposed was mid October but the actual work was much sooner (low slope roof) and completed in several hours The roof has now gone through several seasons without issue. I recommended them to a friend of my wife"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+11

Response time11 hrs
Response rate100%
4 neighbors recently requested a quote
MTS Siding and Roofing LLC
4.9(
28
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business

Serving Sturbridge, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2003

Free estimates

Emergency services offered

"Crew did great. On site at 7:30. Roof stripped by 9:00. Replaced 3 skylights and were cleaned up and done on a 20 square roof. Looks great. Highly recommend."
4 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for Long Home
Long Home
4.3(
96
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Sturbridge, MA and surrounding areas

Approved

In business since 1945

Free estimates

Emergency services offered

"Long Roofing went above and beyond when installing our roof and gutter. The job turned out more difficult than we thought it would be but Long Roofing made me feel comfortable and reassured that they would fix everything. Everyone involved from the salesperson to customer service listened to our needs and treated me with respect. The roof looks amazing. I don't want to get into price, but even though you may get someone less expensive, using Log Roofing was well worth a little extra cost"
Roof Replacement
Roof Replacement
Roof Replacement
Roof Replacement
Response time10 mins
35 neighbors recently requested a quote
Recommended by84%of homeowners
Avatar for MTS Siding and Roofing, LLC
MTS Siding and Roofing, LLC
4.7(
149
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Sturbridge, MA and surrounding areas

Approved

In business since 2003

Free estimates

Emergency services offered

"I hired MTS Siding & Roofing to replace the roof on my home and highly recommend them. Matt Sicard, the owner, was on site the morning of the installation to ensure the materials arrived on time and that his team had everything they required. He then returned as the installers were completing the work to further ensure everything was correct and to do a walk around with me. The installers did a great job on the set up, installation, and clean up. My wife and I were concerned about there being nails left behind in the yard, as we have a rambunctious dog. We need not have worried as Mattâ s team was very diligent in collecting all the debris. From start to finish the installation went seamlessly. The roof was installed in a timely manner and looks great. Thank you MTS Siding & Roofing for the excellent service."
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After
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After 2
After

+21

Response time10 hrs
Recommended by97%of homeowners
Avatar for LCT Construction & Services, Inc.
LCT Construction & Services, Inc.
4.7(
191
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceFlat, Foam, or Single Ply Roofing - Install or Replace+2 more

Serving Sturbridge, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2007

Free estimates

Emergency services offered

"They beat out the local contractors by quite a bit. I was able to get the roof done plus gutters for less than what the locals were trying to charge just for the roof. Very easy transaction, they were in and out and the day and they cleaned up their mess. The roof looks fabulous!"
ROOFING
ROOFING
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Untitled Gallery 1
shrewsbury MA

+22

Response time2 days
64 neighbors recently requested a quote
Recommended by87%of homeowners
Avatar for East Coast Metal Roofing, LLC - Massachusetts
East Coast Metal Roofing, LLC - Massachusetts
4.6(
104
)
Metal Roofing - Install or Replace

Serving Sturbridge, 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
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
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 Sturbridge, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1988

Free estimates

Warranties offered

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. \n \nWhile 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.

JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing

+13

72 neighbors recently requested a quote
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Showing 1-10 of 337
Roofing FAQs, answered by experts

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.

While it’s technically possible to repoint a chimney without scaffolding, it’s not recommended, especially for taller chimneys. Scaffolding provides a stable platform that allows for safer and more precise work. Without it, you might find yourself in a risky situation, and the quality of the repointing could suffer.

Yes, removing a chimney is a difficult and major undertaking. Chimneys often provide structural support to a home, so if it's a load-bearing structure, you'll need to take extra precautions to maintain your home's integrity. A project of this complexity typically requires a structural engineer, a masonry contractor, and a demolition crew. The removal process may involve taking the chimney out brick by brick from inside the walls. The cost for chimney removal can range from $2,000 to $10,000, depending on the job's complexity. Due to the difficulty and cost, some homeowners opt to remove the fireplace and seal the chimney at the top and bottom, sometimes also removing the visible exterior portion at the roofline.

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.

Good news—asphalt shingles, including architectural shingles, are easily recycled. Talk to your roofing contractor to find out if recycling options are available in your area.

If recycling isn't available, your roofing contractor may recommend renting a dumpster, if your project is on the large side, or collecting the shingles in contractor bags to throw them away. Another option may be to donate new or gently used shingles to a local nonprofit.

The Sturbridge, MA homeowners’ guide to roofing services

From average costs to expert advice, get all the answers you need to get your job done.