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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(
75
)
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%
169 neighbors recently requested a quote
Avatar for Charm City Roofing
Charm City Roofing
4.3(
43
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceNatural Slate Roofing - Install or Replace+26 more

Serving Woodsboro, MD and surrounding areas

Approved

In business since 2008

Free estimates

Emergency services offered

"Charm City Roofing did an excellent job on my new roof and I am extremely happy with the service they provided. They were thorough and responsive. I will recommend them to everyone I know who needs roofing work done. Great job guys!!!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+37

Response time8 hrs
Response rate100%
4 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

288 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

The best kind of tarp for a roof is one that will stand up to the elements, weather, and sun. Viny roof tarps are known for their durability and resistance to water, tears, and mold—making these tarps a good choice for use in winter conditions and the summer sun. Polyethylene tarps are also quite durable and waterproof.

Single-ply roofing lasts for between 15 and 30 years, depending on the type you install and the climate in your area. TPO roofing has the shortest lifespan of 15 to 30 years, followed by PVC, which lasts for 20 to 30 years. EPDM roofing is the longest-lasting single-ply roofing option, with a lifespan of 30 to 40 years. Keep in mind that hail, strong winds, blown debris, and foot traffic can all reduce how long your flat roof lasts.

Before hiring a roofing contractor, it's wise to ask several key questions. Inquire if they are licensed for roof replacement and repair and if they hold any special certifications. Ask if they will be completing all the work themselves or subcontracting parts of it. It's also important to understand the project timeline, whether they will remove the old roof or place new shingles on top, and how they will handle cleanup after the project is complete. Finally, ask about warranties for both work and materials, what recourse you have if issues like leaks arise, and if they can provide customer references.

The four types of roof sheathing are plywood, oriented strand board (OSB), planks, and tone-and-groove boards. The overwhelming majority of homes use the first two (especially OSB) and the other two are not often seen outside of special use cases. Methods of sheathing include solid sheathing, open sheathing where there are gaps, and plank sheathing. Most roofs are solid sheathing.

Here are a few tips on how to choose a roofer:

  • Get everything in writing

  • Ask for insurance, license, and bond, then verify them

  • Check their reviews 

  • Ask for recommendations

  • Get multiple quotes

You’ll also want to watch out for any red flags like:

  • Pushy sales tactics

  • Not willing to show necessary documentation

  • Bad gut instincts

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.