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TRUSTED BY CHESTER, NH HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon611
    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
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace+17 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."
Additional Photos
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+26

Response time6 hrs
1 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

"We discovered that the roof on our house was leaking. I called Sean at Scott Roofing service on Saturday. We had used them 2-years ago for another roofing project. I received a quote the very next day and was on the schedule for the upcoming Wednesday. The work crew was very friendly and completed the roof the same day. The quality of the materials and workmanship was at the highest levels. The work area was thoroughly cleaned to better than when they started. The dumpster driver was very friendly as well. When he picked up the dumpster he walked around the house with a nail magnet to be sure nothing was left. They are an organization of Master Professionals who I highly recommend."
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%
11 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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Additional Photos
Additional Photos

+10

Response time1 day
Response rate100%
37 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

144 neighbors recently requested a quote
Avatar for OTB REMODELING
OTB REMODELING
5.0(
16
)
Metal Roofing - Install or ReplaceAsphalt Shingle 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%
1 neighbors recently requested a quote
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Roofing FAQs, answered by experts

Costs vary by repair scope, materials needed, and labor, with average repairs ranging from $300 to $1,000, contingent on roof size.

A roof can collapse from a leak if the leak is left unattended long enough. A collapse will happen when the structural components of your roof become saturated with water over time. The roof deck or rafters can slowly weaken until they can no longer support the weight of your roof.

Whether or not the terms of your roofing estimate are negotiable depends on the contractor. Some professional roofers will be willing to budge on labor fees to some extent, while others will simply walk away from the potential work rather than lower their fees. In most cases, it’s best not to negotiate the terms, as lower labor charges could lead to your contractor cutting corners. Material costs aren’t negotiable, but you could purchase them yourself to try to save on delivery fees and markups.

Sometimes. Professionals may be able to remove the old roof and re-attach it when completed, depending on your blueprints. That can help you save money. But this method is not without its risks. Larger roofs may crack during the transportation process. And if the roof is old or has problems, it may be better to replace it entirely. Keeping the old roof isn’t always possible if you are making significant alterations to the roofline.

It’s possible to install your chimney cap in some areas, but it’s usually better to hire a professional. Before you attempt a DIY chimney cap installation, check to see if your local building department requires a permit. If it does, you should hire a professional to pull the permit and complete the work for you. Even if you don’t need a permit, getting up on your roof is dangerous, especially if you have an aggressive pitch or slippery roof material, like metal. Hiring a chimney professional guarantees the job is done correctly and keeps you safe from injury.

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.