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TRUSTED BY CHESTER, NH HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon599
    Verified roofing services reviews

Top-Rated Roofers in Chester - Updated Nov 2026

Avatar for All Under One Roof
All Under One Roof
4.7(
131
)
Heating Cable for Roof - InstallAsphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or Replace+26 more

Serving Chester, NH and surrounding areas

Approved

In business since 1974

Free estimates

Warranties offered

"All under one roof did a fantastic job removing two layers of shingles and installing new roof. The whole team was hard working and completed the job in one day. When they were done my yard was cleaned of all debris. I highly recommend All Under one roof."
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+26

Response time6 hrs
5 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for Scott's Roofing
Scott's Roofing
4.9(
48
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace+3 more

Serving Chester, NH and surrounding areas

Approved

In business since 1968

Free estimates

Emergency services offered

"Three weeks ago I decided to replace my 30 year old. I Googled roofing contractors and happened upon Scottâ s Roofing . I started reading their reviews and they were all five star and very complimentary. I called and talked to Sean Nadeau, one of the principals in the company.and he promptly sent a detailed proposal including the workmanâ s Compensation & General Liability insurance certificates. I then called and spoke to Darby Sullivan, office manager and she was very patient while we finalized the contract. Scott â s Roofing arrived on time, stripped and replaced the roof in the most professional way. Kevin, an on-site supervisor was present. Sean also arrived mid morning to check on the progress. The crew worked very hard and I could not have been more pleased with the outcome of the roof installation. I would like to thank Sean, Darby, Kevin & the crew for all of their hard work and attention to detail. This review, like all of the other reviews, merits the five star rating. Use â Scottâ s Roofing â and you will not be disappointed. Henry J. Pagliarulo"
Before and After
Re-Roof in progress
Financing Available! * for qualified candidates!
Response time1 day
Response rate91%
Recommended by97%of homeowners
Avatar for Small Dog Roofing
Small Dog Roofing
5.0(
21
)
Asphalt Shingle Roofing - RepairFlat, Foam, or Single Ply Roofing - Install or ReplaceTraditional Tile Roofing - Repair+9 more

Serving Chester, NH and surrounding areas

Approved

In business since 2025

Free estimates

Emergency services offered

"I bought my home last year and with it came a roof that had seen better days. Jonathan from Small Dog Roofing did a great job walking me through the process for a full replacement and I could not be happier with the quality of service and product. Definitely recommend for your roofing needs!"
Full roof replacement
Full roof replacement
Full roof replacement
Full roof replacement
Full roof replacement

+29

Response time2 hrs
Response rate100%
10 neighbors recently requested a quote
Avatar for United Home Experts & United Painting Co
United Home Experts & United Painting Co
4.4(
186
)
Asphalt Shingle Roofing - Install or Replace

Serving Chester, NH and surrounding areas

Approved

In business since 1998

Free estimates

Warranties offered

"it went great. After I called them, I didn't have to wait a long time for an appointment. The gentlemen providing the service was professional and courteous. He didn't try to sell me something I didn't need but made me aware of the overall condition of the roof."
Additional Photos
Additional Photos
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+10

Response time1 day
Response rate100%
41 neighbors recently requested a quote
Avatar for JP Carroll Roofing - Boston
JP Carroll Roofing - Boston
4.8(
20
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or ReplaceInspection - Roofing

Serving Chester, NH and surrounding areas

Approved

Super Service Award Winner

In business since 1988

Free estimates

Warranties offered

"JPCarroll did a fabulous job on replacing my complicated, decrepit Victorian roof, completing it in a timely way and against adversity – they did the whole thing in the month of January in freezing temperatures and sometimes snow and ice. I interviewed five other roofers. However, their sales person took more time and provided far more specificity than any of the other others. Their bid was not the cheapest but turned out to be the best value by far. They went the extra mile to resolve many unforeseen problems, and the quality of work was high. Everyone I dealt with, owners, staff, and laborers, were courteous and responsive throughout. The job supervisor, Kevin, was thoughtful and included me on numerous decisions. Luke Carroll, production coordinator for the job, was always available to help, as was everyone else, even on weekends. They coordinated well with my carpenter, replacing a significant amount of trim, siding, and more as a team. The people doing the actual labor worked"
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing

+14

141 neighbors recently requested a quote
Avatar for OTB REMODELING
OTB REMODELING
5.0(
16
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Chester, NH and surrounding areas

Approved

Super Service Award Winner

In business since 2024

Free estimates

Emergency services offered

"OTB was great to deal with. Wind storm ripped half the shingles off of my garage, Chris came out the next day to give me a quote. Price was excellent and the job was done a week later. His contractor was well informed and professional, and left my home looking better than ever. I would highly recommend using them for any project."
Front
Back
Side 1
Side back
After

+21

Response time9 hrs
Response rate100%
Recommended by25%of homeowners
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Roofing FAQs, answered by experts

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

There should be small gaps between your roof and the walls of your home, and other buildings. These small gaps let building materials shift, expand, and contract with weather and other outside forces, and they prevent moisture from wicking down walls from roofing and gutter systems. Without these strategic gaps, your home’s exterior and its finishes can sustain water damage, decay, peel, delaminate, and crack. However, there is a fine line between a smart gap and a problematic gap—all  gaps should be small, intentional, and covered or filled in with foam insulation to prevent pests from using them as access points.

The exact weight of a bundle of shingles depends on the shingle type, manufacturer, and other factors. It can weigh anywhere between 45 and 800 pounds.

Roof raking can damage shingles if improperly done. Be sure to use a rake that’s designed specifically for removing snow from a roof, and don’t use excessive pressure. Light, consistent pressure to pull down the bulk of the snow is all that’s needed—if you clear right down to the shingles, you’re probably using too much force and risking roof damage.

A few disadvantages of installing solar panels on your roof include the high up-front costs and the potential for increased property taxes. Installing solar panels can increase the home’s value, which in turn can mean higher taxes. Depending on your area, you should check with your local tax offices for more information. Another potential pitfall is roof leaks from a poor installation, but this shouldn’t be an issue if you hire a reputable company.

The Chester, NH homeowners’ guide to roofing services

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