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TRUSTED BY WINCHESTER, NH HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon99
    Verified roofing services reviews

Top-Rated Roofers in Winchester - Updated Nov 2026

Avatar for East Coast Metal Roofing, LLC - New Hampshire
East Coast Metal Roofing, LLC - New Hampshire
4.4(
32
)
Metal Roofing - Install or Replace

Serving Winchester, NH and surrounding areas

Approved

In business since 2015

Free estimates

Warranties offered

"I knew from the start I wanted a metal roof and that I wanted the Permalock product for its quality and durability, and that it looked like the shingle roof we had. The lifetime guarantee and product sold me. The roofers were great, and every night the place was cleaned up, very efficient company."
Pomfret Center, CT
Pomfret Center, CT
Pomfret Center, CT
Pomfret Center, CT
Pomfret Center, CT

+4

Response time9 hrs
42 neighbors recently requested a quote
Recommended by94%of homeowners
Avatar for OTB REMODELING
OTB REMODELING
5.0(
16
)
Metal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace

Serving Winchester, 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
DaBella - Salem (Roofing)
3.5(
622
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+4 more

Serving Winchester, NH and surrounding areas

Approved

In business since 2011

Free estimates

Credit card accepted

"Our project is scheduled for completion. The initial phase of receiving an estimate and securing financing has been very smooth and easy. Maddy Delisle was extremely attentive and patient working with us getting the project through the financing phase. She went above and beyond in answering our numerous questions. If you have a roofing or home improvement project ask for Maddy."
11 neighbors recently requested a quote
Recommended by84%of homeowners
Avatar for RoofSmith New England LLC
RoofSmith New England LLC
5.0(
5
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or Replace

Serving Winchester, NH and surrounding areas

Approved

Free estimates

Emergency services offered

Warranties offered

RoofSmith New England was built to challenge the way roofing has traditionally been sold. We're the David taking on Goliath—an independent, locally owned company proving that honesty, integrity, fair pricing, and exceptional craftsmanship still matter.\n\nWe believe homeowners deserve straight answers, transparent pricing, and quality work without the high-pressure sales tactics, inflated promises, or runaround.\n\nFrom roof repairs to complete replacements, we bring big-company professionalism with small-business accountability. Your home isn't just another job number, and your trust isn't something we take for granted.\n\nNo games. No pressure. No shortcuts. Just Roofing Done Right.

Before & After
Rindge Roof Upgrade
Finished Roof
New Shingle Roof
Roof Upgrade

+1

1 neighbors recently requested a quote
Avatar for Clear Choice Home Improvements, LLC
Clear Choice Home Improvements, LLC
4.5(
980
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Winchester, NH and surrounding areas

Approved

In business since 2004

Free estimates

Warranties offered

"I'm a return customer. They did our replacement windows a few years ago, and they just replaced our asphalt roofing shingles. They did a wonderful job. I was amazed and impressed with how quickly, and how well, they completed the job. I love my new roof."
 Insulated Vinyl Siding
 Seamless Gutters
 Easy to clean vinyl replacement windows
  Asphalt Roofing
 Leaf Slugger Gutter Covers and Water Management

+114

Response time2 hrs
227 neighbors recently requested a quote
Recommended by91%of homeowners
Avatar for Vault Roofing
Vault Roofing
4.2(
50
)
Asphalt Shingle Roofing - Repair

Serving Winchester, NH and surrounding areas

Approved (Corporate)

In business since 1979

Free estimates

Credit card accepted

For homeowners who want to feel confident in their roofing decision, Vault Roofing is the most dependable roofing and gutter replacement company. Vault delivers lasting peace of mind through thoughtful craftsmanship, earned trust, and long-term value, supported by an industry-leading lifetime warranty. \n

Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal

+6

49 neighbors recently requested a quote
Recommended by42%of homeowners
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Showing 1-10 of 180
Roofing FAQs, answered by experts

Yes, all roofs can benefit from flashing. Roof flashing can protect a property from water damage, roof leaks, mold, and other serious issues. It’s vital if you’d like to extend the lifespan of your roof and avoid costly repairs down the road.

Fall is widely considered the best time of year to replace a roof. The moderate temperatures are ideal for roofing crews to work and for new shingles to seal properly. Additionally, autumn weather is often drier, reducing the risk of weather-related delays compared to the rainier spring season.

While spring is also a viable option, the higher chance of rainfall can slow down the project. The main drawback to a fall installation is that it's the peak season for roofers, which can lead to higher prices and scheduling challenges.

To potentially save money, you could consider scheduling your roof replacement during the summer or winter off-seasons. However, both seasons have significant disadvantages. Extreme summer heat can make shingles too soft to handle, while winter's cold, snow, and ice can create dangerous working conditions and prevent shingles from sealing correctly, as they typically require temperatures above 40-45°F.

White is the most energy-efficient color for roofs because solar energy reflects off white surfaces the best. Silver is also a good choice.

DIY is not recommended, as slate requires specialized handling and proper underlayment installation for durability.

Shingle roofing can last anywhere from 15 to 50 years, depending on the type and quality of shingle, your local climate, and how well you maintain your roof. If you live in an area that sees extreme weather, like strong winds, hail storms, or hurricanes, the average life span of a shingle roof will often be on the shorter end, especially if you choose a more affordable roof shingle that isn’t designed to persist through extreme weather.

The Winchester, NH homeowners’ guide to roofing services

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