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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

"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
15 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

Most manufacturers’ warranties do not cover wind damage to roof shingles, but some companies include a wind warranty rider in their warranty offer. You can purchase this rider to protect yourself, your wallet, and your roof from any damage that might occur from wind. Be sure to read all the fine print and understand any limitations of the warranty.

While two-layer torch down roofs are easier to install than three-layer roofing, it is best not to DIY the installation. Torch down roofs require expert knowledge of the application process to get it right the first time and prevent leaks or poor craftsmanship, not to mention that roof work can be dangerous.

Many roofers remove satellite dishes as part of their services, especially during roof repairs or replacements. However, they typically won’t reconnect or reinstall the dish. If you no longer need the dish, roofers can dispose of it, but for reuse, you may need a satellite technician to handle reinstallation.

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.

Yes, but it won't be as effective as installing it as part of a new roof because it won't be as water-resistant. However, a drip edge installed after the fact is better than no drip edge at all.

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.