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TRUSTED BY HOLLISTON, MA HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon1.2k+
    Verified roofing services reviews

Top-Rated Roofers in Holliston - 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 Holliston, MA and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

"On Top Roofing is Top of the Line Roofer. Professional delivery with solid quality! Company was hired to correct the issues caused by a prior roofer whose incompetence has cost me additional thousands in repair. On Top Roofing installed a ridge vent that the prior roofer only placed on the roof, re-flashed the chimney where prior roofer failed to install to match new rook lines, re-surface flat rook where prior roofer ignored. In addition, On Top Roofing was used on apartment buildings to help close up the roof and eliminate a bat problem. On the Top Roofing is the only roofing company to use. It takes a while to get on their schedule, but they show when they say the will and do the job they say they will do. Only hire On the Top!! You will not regret."
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+11

Response time11 hrs
Response rate100%
4 neighbors recently requested a quote
Avatar for DelPrete Home Improvements
DelPrete Home Improvements
4.9(
249
)
Asphalt Shingle Roofing - RepairNatural Slate Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace+26 more

Serving Holliston, MA and surrounding areas

Approved

In business since 1992

Free estimates

Warranties offered

"As I was looking for a company to do my roof, I didn't want just anyone. I wanted someone who would take care of my needs and to replace old with the new. Beantown informed me upfront all the expectations. If there was something needed to added like payment because needs more support, Beantown would tell me along the way and not after the fact. If your looking to get a new roof, Beantown is your place to go. They are fair and reasonable and understand your needs. There is no question to Big or too small that they can't answer. Awesome Work Guys!"
Home exterior makeover. New roof using Owens Corning Trudefinition Duration in Onyx Black. New vinyl siding with Certainteed Monogram in Midnight Blue with White trim. New deck in AZEK Island Oak decking. New Harvey slider. New Thermatru  doors.
Deck Upgrade in Halifax, MA. Old deck boards were removed and new AZEK decking in Island Oak with Premier White railings were installed.
Final photo of pool deck pressure treated wood and AZEK decking in Coastline.
Final photo. We stripped the existing roof and removed the heat wire. We inspected the roof deck for rotted wood and replaced. Next we installed Owens Corning Roofing System including Trudefinition Duration Shingles in Onyx Black. Heat wire was reinstalled.
Stripped existing siding and replaced any rotted wood. Installed Henry Blueskin water barrier underlayment. Next we installed James Hardie fiber cement smooth plank siding in Monterey Taupe. New homeowner painted PVC rake boards and fascia were also installed along with new gutters in Eggshell.

+744

3 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for RB FARINA ROOFING & CONSTRUCTION, INC.
RB FARINA ROOFING & CONSTRUCTION, INC.
4.2(
80
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or ReplaceFlat, Foam, or Single Ply Roofing - Install or Replace+19 more

Serving Holliston, MA and surrounding areas

Approved

In business since 1984

Free estimates

Emergency services offered

"Initially they were responsive and got to the job quickly. They started one day later than their initial estimate and finished the job in a day and a half. The roof has gone through the Arthur downpour with no apparent leaks.
The cleanup wasn't perfect, as there were small pieces of old roofing and cellophane strips left on the ground. In a couple of places where the roof changed direction the shingles didn't conform fully to the shape leaving some gaps. Also, when they reflashed around the chimney they put the new flashing one course above the old flashing, rather than digging out the old flashing and inserting the new material in the same place.
When I called about the issues they were pleasant, but it took a few weeks for a representative to come out and review things, and then three more weeks for them to come to resolve the first two issues. The flashing is just the way they do things and is OK.


"
commercial TV RB Farina Roofing Co
commercial TV RB Farina Roofing Co
commercial TV RB Farina Roofing Co
commercial TV RB Farina Roofing Co
commercial TV RB Farina Roofing Co

+32

30 neighbors recently requested a quote
Recommended by84%of homeowners
Avatar for Cook's Roofing
Cook's Roofing
4.7(
44
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+26 more

Serving Holliston, MA and surrounding areas

Approved

In business since 1975

Warranties offered

Customers say: True professional

"Mr. Cook responded promptly to my request for an estimate on my roofing job. He arrived as promised and provided a very thorough and fair estimate for the work requested, which was re-roofing the house, a garage, an addition and a shed, adding a 27' section of gutter to my garage and replacing two skylights in my addition. He was professional and personable, as well as very knowledgeable. The estimate he provided was complete and fair. In addition, he provided a list of homes he had roofed (with shingle colors) so that I could get a good idea of the color in actual lighting conditions. I was very pleased with his interaction and have no doubt as to his capability. Unfortunately, you can only hire one firm and I opted for a different company but you should contact him for an estimate on your job. He is well established and would be competitive."
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New Roof for a home in Upton, Massachusetts with Moire Colored CertainTeed Shingles
New Roof for a Home in Mendon, MA. CertainTeed Shingles in Colonial Slate Color Blend

+2

Response time1 day
16 neighbors recently requested a quote
Recommended by97%of homeowners
Avatar for Willard Co
Willard Co
4.6(
164
)
Metal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+26 more

Serving Holliston, MA and surrounding areas

Approved

In business since 1873

Free estimates

Emergency services offered

"Everything was great except cleanup. There was a misunderstanding about which shingles we wanted, but Willard made good on it. They even removed a small area where they had installed the wrong shingles and replaced them with the right shingles, all at no extra charge. The new roof looks great. The only problem was cleanup. We found a large number of nails in our yard and on our driveway, and a lot of pieces of plastic lying around."
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+13

Response rate100%
19 neighbors recently requested a quote
Recommended by95%of homeowners
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Roofing FAQs, answered by experts

Roofers most often use nails to fasten roofing shingles and other roofing materials. Nails have more holding power than staples and offer better weather resistance and longevity. However, it is possible to use staples instead of nails when installing a roof. Staples are less expensive, but not as high-quality.

Copper roofs last an average of around 100 years, making it one of the longest-lasting types of roofs. It’s significantly more expensive than an asphalt shingle roof, but it also lasts three to four times as long, providing great value for the money. You can extend the life of your copper roof by carrying out routine maintenance, like scheduling annual cleaning and roof inspections.

During the framing process, builders connect the roof to the walls with materials, including metal connectors, plywood panels, and wood blocks. These roof-to-wall connections are important and provide weatherproofing, noise and temperature insulation, protection against pests, and home integrity. The type of connector and method used will vary, depending on your home’s construction and needs, and each has pros and cons in terms of cost, noise insulation, longevity, and reliability. Talk with your home or roofing contractor about the best connectors for your roof and walls, and what they recommend for your home.

TPO roofing can last anywhere from 15 to 30 years, or an average of 22 years, but you can extend its life expectancy through proper roof maintenance. For the best chance at realizing the longest life span possible, keep tree branches trimmed so they’re not in contact with the roofing material. Inspect your roof regularly and repair any damage immediately.

A few disadvantages of installing solar panels on your roof include the high up-front costs and the potential for increased property taxes. Installing solar panels can increase the home’s value, which in turn can mean higher taxes. Depending on your area, you should check with your local tax offices for more information. Another potential pitfall is roof leaks from a poor installation, but this shouldn’t be an issue if you hire a reputable company.

The Holliston, MA homeowners’ guide to roofing services

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