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TRUSTED BY HOLLISTON, MA HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon1.2k+
    Verified roofing services reviews

Top-Rated Roofers in Holliston - Updated Nov 2026

Avatar for M and J Home Improvement
M and J Home Improvement
4.5(
338
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairSealant for Roof - Apply+5 more

Serving Holliston, MA and surrounding areas

Approved

In business since 2008

Free estimates

Emergency services offered

"It is not easy to find a roofer who is willing much less eager to climb onto the roof of a three family house for a roof repair. Shane returned more than once to do so. I couldn't be happier with his professionalism, quality of service and positive energy."
Shingles
Roofing
Siding
Chimneys
Skylights

+68

Response time1 day
82 neighbors recently requested a quote
Recommended by95%of homeowners
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
)
Natural Slate Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+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 - Repair+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

46 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
17 neighbors recently requested a quote
Recommended by97%of homeowners
Avatar for Willard Co
Willard Co
4.6(
164
)
Asphalt Shingle Roofing - Install or ReplaceMetal 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%
21 neighbors recently requested a quote
Recommended by95%of homeowners
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Roofing FAQs, answered by experts

Most Cape Cod houses are two stories tall at the peak, although they’re considered one-and-a-half stories tall because the steep roof pitch cuts off a portion of the living space on the second story. Unless you raise the roof on your Cape Cod house to add a dormer, the interior rooms upstairs will lose some usable living space to the sloped ceilings.

It’s possible for a roofing estimate to change after the initial assessment, but in most cases, it shouldn’t. There’s always the risk that something unexpected will happen that causes prices to go up, like discontinued materials or your roofer discovering previously hidden damage to your decking when ripping off the old roof. However, experienced roofers should account for these circumstances in their initial estimates. Roofing contracts are binding, so always check your contract for language about how and why your numbers could change.

Hiring a reliable roofing contractor requires finding a company in your area with years of experience, holds the necessary licensing, and has a history of positive customer reviews and services. Start by researching whether a roofer you’re considering hiring holds the necessary certifications. Consider requesting customer references from your top contenders. Finally, get quotes from a few roofing companies and decide which provides the best value overall.

Complete house winterization goes above and beyond the list we created above. In addition to everything listed, full house winterization also includes:

  • Performing a home energy audit.

  • Preparing your deck and patio for winter.

  • Learning how to start a snowblower.

  • Replacing smoke detector batteries.

  • Installing outlet gaskets.

  • Installing storm doors.  

The minimum recommended slope for a porch roof is 1/4:12, which means 1/4-inch of rise every 12 inches of run. Slopes of 3:12 and 4:12 are more common and provide faster drainage for runoff. Make sure to choose a pitch that’s appropriate both for the climate in your area and the type of roof material you install. Hire a roofer if you need help determining what the right roof pitch is.

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.