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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

"I love my beautiful new roof. Beantown was amazing. Price was reasonable, arrived exactly when they said they would. Old double roof was off and new roof on in 7 hours. The crew was great cleaned up everything. I highly recommend Beantown."
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
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commercial TV RB Farina Roofing Co
commercial TV RB Farina Roofing Co

+32

31 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

"I went with Ken because of all the roofers I spoke to, he was the only one that wanted to address my concern about attic ventilation.  All of the other roofers just wanted to slap shingles up.  Ken, on the other hand, actually looked inside the attic and came up with a plan to get better ventilation in the attic.  With the winters we've been having, I wanted better ventilation to help mitigate any issues with ice dams.  His plan was to open up the soffit along the whole front and back sides of the house and put in a perforated material to allow much more ventilation than the small vents every 8 or so feet that I had.   Ken also had no problem pulling back the siding by the dormer windows and shed dormer because there was no flashing.  I even asked Ken if he could go overkill and use 12' of ice and water barrier from the bottom of the roof.  All of my concerns were addressed and I felt comfortable letting Ken's crew do the work.
I am pleased with the work done.  The roof/skylight was complete in one day, but everything else took a little longer than expected.  I had asked to have the siding by the dormers to be pulled back so that flashing could be put in place.  I had issues with leaking by the dormer windows because there was no flashing.  However, apparently my siding was a non-standard size and had to be special ordered.  This delayed the process for a bit.  Now the work is complete, and I'm happy everything turned out great!
"
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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
14 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

"I contacted Willard Co. on Wednesday and on Friday they were on my roof writing up my estimate. Once we came to an agreement they ordered my skylights. They came and installed my skylights in one day on a steep pitched front roof. They did an excellent job of matching up the tiles they had to replace on my roof. Excellent work ethic, professional attitudes and timely service equals another service call if I ever need any of the services they offer."
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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

This will depend on your existing roof to some degree, but it’s common to raise a roof 4 to 8 feet. The exact amount you can raise is subject to the existing structure. For most homes with average roof slopes—20 to 45 degrees—you can raise the roof around 5 feet.

More and more insurance companies are writing torch down applications out of their liability insurance for contractors. If torch down is covered, they generally require a worker to stay on site for two hours after the last flame is extinguished.

For this reason, cold application modified bitumen—also known as “peel and stick”—is becoming more popular, and torch down is decreasing in popularity. Modified bitumen is taking its place, as it uses both hot and cold applications.

Just like when you’re shingling a roof, you can install felt underlayment under a metal roof, but a synthetic underlayment like adhered ice and water shield is the best option. These use adhesives rather than mechanical fasteners, so you have fewer penetrations going through your roof deck and a lower risk of leaks. Ice and water shield is also easier to install because you don’t need additional tools or fasteners to attach it to the roof deck.

Yes, installing a new metal or tin roof can increase your home's value. A metal roof's longevity and durability are major selling points for prospective buyers, as it means they likely won't have to worry about a roof replacement. These roofs can last 40 to 80 years, which is significantly longer than traditional asphalt roofs.

In terms of return on investment (ROI), homeowners may see an increase in home value of around $7,000 to $8,000, which can represent 60% to 70% of the installation cost. Another way to measure ROI is per square foot, which can range from $3.00 to $8.40, with higher returns in areas where a durable roof is particularly beneficial.

Many insurance policies will not cover a roof with two layers of shingles. An additional layer of shingles increases the risk of various kinds of damage, and insurers typically won’t pay claims on a roof with an overlay. Adding a layer of shingles may even jeopardize your insurance coverage entirely, so check your policy to ensure you stay within coverage guidelines. 

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.