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TRUSTED BY WOODSBORO, MD HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon146
    Verified roofing services reviews

Top-Rated Roofers in Woodsboro - Updated Nov 2026

Avatar for Roofing Pups, Roofing & Siding
Roofing Pups, Roofing & Siding
4.7(
74
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+1 more

Serving Woodsboro, MD and surrounding areas

Approved (Corporate)

Super Service Award Winner

In business since 1994

Free estimates

Credit card accepted

"We had a really good experience with Roofing Pups. Their rep Alex was great to work with, and the roofing crew that came to our house did a good job and cleaned up afterward. We opted to get our gutters replaced as well as our roof, which required a second day of work. The Roofing Pups employee in charge of this job (also named Alex) noticed that the color of the new gutters didnt match our house, and made a point of checking it with us before getting started. We really appreciated this as the new gutters would have clashed with the color of our siding! Everyone with the company was great about making the change, ordering new parts and rescheduling the job. We were very impressed with their service and professionalism. We would definitely use Roofing Pups again!"
Roof Install
ROOFING PUPS
ROOFING PUPS
ROOFING PUPS
PROJECTS

+4

Response time1 day
Response rate93%
173 neighbors recently requested a quote
Avatar for Home Genius Exteriors
Home Genius Exteriors
4.9(
388
)
Asphalt Shingle Roofing - Install or Replace

Serving Woodsboro, MD and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

Elevate your home with Home Genius Exteriors, setting the standard by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It?s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing

+76

192 neighbors recently requested a quote
Recommended by96%of homeowners
Roofing With Integrity LLC
4.3(
32
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Woodsboro, MD and surrounding areas

Approved

In business since 2025

Free estimates

Credit card accepted

"Roofing with Integrity installed a new roof on my house, build new cement paver steps and install a new side door. In all instances, they did excellent work. Their pricing was fair and TJ, the owner was very responsive. Two of our neightbors expressed in new roof after seeing their work. I would recommend them to anyone."
7 neighbors recently requested a quote
Recommended by88%of homeowners
On Top Home Improvements, Inc.
4.5(
63
)
Asphalt Shingle Roofing - Repair

Serving Woodsboro, MD and surrounding areas

Approved

In business since 1986

Free estimates

Credit card accepted

"Dan Cox, owner of On Top Home Improvement is a true professional, providing quality service and does business the right way, honestly. On Top Home Improvement just completed my home roof replacement in MD and their expertise was nothing short of stellar. I had storm damage and worked through the insurance claim process, which took months. Initially, I hastily contracted another roofing company, a decision that resulted in disappointing service, empty promises, and inflated costs. I fired the first roofing company and paid to get out of their contract. After meeting Dan Cox in person at the property he laid out all options with several pricing options that were reasonable and transparent. His pricing covered all aspects for full roof replacement, with no hidden costs or surprises. After contracting with On Top Home Improvement he assisted with my insurance claim and provided documentation to secure payments for all items covered under my insurance policy. I hold On Top Home Improvement in high regard and recommend their top-notch services. On future project Dan Cox will be my first call."
Response time1 day
Response rate100%
Recommended by98%of homeowners
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Roofing FAQs, answered by experts

Metal roofing offers durability, energy efficiency, and resistance to extreme weather conditions. It can reduce cooling costs, has a longer lifespan than traditional materials, and provides a sleek, modern appearance, adding value to a property.

The purchase price of 3-tab shingles is less than that of other material varieties, such as architectural shingles. However, 3-tab shingles generally last far fewer years than even the least expensive architectural ones. Other roofing types, such as metal or clay, also cost more than 3-tab shingles. However, if you plan to stay in your home for many years, the long-term cost of any of these options can compete with 3-tabs because of their longevity.

A roof replacement will usually include removal of your old roof, shingle replacement, and a new roof underlayment, but it may only include adding new shingles if you’re layering new shingles over the old shingles. If you have signs of roof leaks or your roofer finds water damage to the roof decking underneath your old roof, it can also include replacement of the OSB or plywood decking that lays over your rafters and supports the roofing material above.

Gable roof construction can last for 100 years or more without needing structural repairs, although the lifespan depends on your climate. Since gable roofs are great at shedding rain and snow, the actual roofing material on top will last for between 20 and 100 years or more, depending on the material you choose. If you’re unsure that your gable roof is up to par, have a roof inspector take a look.

You’re going to need a permit for nearly every roof-raising project. This is a very important step, as the work you’re doing has serious safety considerations. Professionals are the ones to handle this type of work—including sourcing the permits—as they have the expertise required to perform the work safely. Insurance and warranty are usually voided if you do this work without a permit, and you may even be required to halt construction and tear it down as a penalty for working without a building permit.

The Woodsboro, MD homeowners’ guide to roofing services

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