Top-rated roofers.

Best roofers near Bolton, MA

Enter your zip and get matched with up to 5 pros

Need a pro for your roofing project in Bolton, MA?

Select your specific project to find the pro for you.

TRUSTED BY BOLTON, MA HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon496
    Verified roofing services reviews

Top-Rated Roofers in Bolton - Updated Nov 2026

Avatar for Ranch Roofing
Ranch Roofing
4.7(
692
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace+7 more

Serving Bolton, MA and surrounding areas

Approved

In business since 1996

Free estimates

Warranties offered

"We are very pleased with the result. The job was done in a day by a large team, who wrapped up the house (!), stripped off the old roofing, and put in the new skylights and roof within the day. There were some delays due to poor (wet) weather, but we can't really blame Ranch Roofing for that."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+2

Response time10 hrs
Recommended by98%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 Bolton, MA and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

"On Top Roofing was great. Tim came to quote the work and asked what I wanted and offered excellent suggestions. He wanted to vent two bathroom fans out through the roof to reduce the moisture buildup in the attic. No other roofer even mentioned it. He also wanted to replace all drip edges and re-led the chimney. Several others wanted to reuse the exiting drip edges and led. Given all that his price was still very good. The job took two days. His crew was efficient and the roof looks great. There was a supervisor (Mike) on the job the entire time who ensured everything went well. They had one guy who did nothing but clean up constantly. So the yard and surrounding area was always clean. When they left they swept, rakes and picked up everything. Very professional and courteous team in the field and in the office (thanks Kelsey). All this and a 10 year workmanship warranty!!!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+11

Response time11 hrs
Response rate100%
4 neighbors recently requested a quote
Avatar for Long Home
Long Home
4.3(
96
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Bolton, 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
31 neighbors recently requested a quote
Recommended by84%of homeowners
Roofer's Edge & Siding Inc
4.5(
66
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Bolton, MA and surrounding areas

Approved

In business since 2006

Free estimates

Emergency services offered

"I contacted Kevin the morning after the storm, as soon as we were aware of the problem with our roof. He had a crew at our house that afternoon. They completed the repair efficiently and cleaned up thoroughly. We had some spare shingles left over from when the roof was put on originally, and they were able to save us money by using the materials we had. The cost of the repair was very reasonable, as well."
Response time8 hrs
1 neighbors recently requested a quote
Recommended by91%of homeowners
Avatar for Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
4.8(
740
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairInspection - Roofing+8 more

Serving Bolton, MA and surrounding areas

Approved

In business since 2000

Free estimates

Warranties offered

"Joe Hennelly and his excellent crew did a fantastic job on our roof replacement, from start to finish. First of all, communication with Joe was great, from the initial phone call to the day of the job and throughout the job. The crew knows exactly what it's doing and worked quickly, efficiently, and professionally. They took great care to protect our home and yard from debris as they stripped the roof. Perhaps most impressive to me was their cleanup: after they were gone, I looked long and hard around the property for any debris they might have missed, and found none! Honestly, there was no evidence in my yard that a roofing job was done at all -- except that the new roof looked great. They truly left things better than they found them. The price was very fair, the work was excellent, and the experience dealing with Joe and his crew was top notch. Highly recommended!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+3

Response time12 hrs
Response rate100%
6 neighbors recently requested a quote
...
Showing 1-10 of 684
Roofing FAQs, answered by experts

Underlayment is required by building code, so any roof installed without it is technically against code. The underlayment acts as the second layer of defense against water, so installing a roof without underlayment means a much higher risk of roof leaks. You’ll have the best chance of avoiding roof leaks if you install drip edge flashing covered by underlayment, and then install your roofing material over that.

While a few icicles on your roof are standard, a large accumulation can be a sign of a bigger problem, such as poor insulation. This is particularly true if you are also dealing with ice dams. If you have numerous large icicles, it is recommended to have a roofing contractor diagnose potential insulation issues and create a plan to solve them.

The average cost to winterize a house is about $250, but it can range from $65 to $1,000 depending on the type of work that needs to be done. For homeowners that are experienced DIYers, it can save quite a bit on costs. However, you shouldn’t attempt tasks you aren’t familiar with or are potentially dangerous.

A roof's lifespan can range from 15 to 200 years, with an average of 25 to 50 years, depending heavily on the material, quality of installation, maintenance, and local climate. Asphalt shingle roofs are common and typically last 15 to 30 years; three-tab shingles have a lifespan of about 20 years, while architectural shingles can last up to 30. More durable materials have longer lifespans: metal roofs last 30 to 100 years, clay and concrete can last 50 to 100 years, and slate roofs can last up to 200 years with proper care. Regular maintenance, such as cleaning gutters and replacing damaged shingles, is crucial for extending the life of any roof.

There are several signs that indicate you’ll need new underlayment. Clear signs include missing or damaged roofing and exposing the underlayment to the elements. Additionally, if you notice water damage in your home by the roof after a storm, it could indicate that your underlayment may need to be replaced. If your gutters aren’t draining properly, it could also lead to rotting or water damage to the underlayment.

The Bolton, MA homeowners’ guide to roofing services

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