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Winchester's Trusted Roofers For Over 70 Years

Trusted In The Winchester Area Since 1951

Hail Damage Repair in Winchester, VA

Schedule Your Free Hail Damage Inspection

More than Roofing.

Free Hail Damage Roof Inspections

Hail storm just roll through? Gregory’s Roofing of Winchester offers free, no obligation hail damage inspections for your roof, siding, gutters, and windows. We get up on the roof, document exactly what the storm did, and tell you straight whether you need a hail damage repair, a full replacement, or nothing at all. Trust the roofing contractor that has been around since 1951.
Get your free inspection.

Signs of Hail Damage on Your Home

Hail damage is easy to miss from the ground and expensive to ignore. Here is what we look for on every free inspection:

Hail damage roof: bruised or dented shingles, granule loss that leaves dark spots, cracked shingles, dented ridge caps, and hits on vents, pipe boots, and flashing. Granules in the gutters after a storm are a big tell.

Hail damage siding: chips, cracks, and dents in vinyl or aluminum siding, usually on the side of the house the storm came from.

Hail damage gutters: dents and dimples along the gutters and downspouts, bent gutter guards, and loose hangers.

Hail damage windows: cracked glass, dented aluminum or vinyl frames, torn screens, and damaged trim or wraps.

If you see any of these, or you just want peace of mind after a storm, call (540) 869-3500 and we will come take a look at no charge.

A Hail Damage Contractor Winchester Has Trusted Since 1951

Storm chasers show up after every hail storm, knock on doors, and disappear once the check clears. Gregory’s Roofing of Winchester has worked out of downtown Winchester on N Loudoun Street since 1951, and we will still be here when your warranty matters. Our hail damage inspection is thorough: we photograph every hit, mark the slopes, check the siding, gutters, and windows, and put it all in a written report you can hand to your insurance company. If a claim makes sense we will walk you through what to expect and meet the adjuster on site. If the damage is cosmetic we will tell you that too. From there our crews handle the hail damage repair, whether that is replacing a few shingles or a full roof, siding, gutter, and window replacement. We serve Winchester, Stephens City, Frederick County, Clarke County, Front Royal, Berryville, Strasburg, Middletown, and Martinsburg, Charles Town, and Ranson, WV.

Hail Damage Repair Services

One contractor for everything the storm touched, so you are not juggling four companies and four insurance line items.

Hail Damage Roof Repair

Shingle and metal roof repair or full replacement, matched to your existing roof, with manufacturer warranties.

Hail Damage Siding Repair

Section repairs or full re-siding when hail has chipped and cracked vinyl or aluminum siding.

Hail Damage Gutter Repair

Dented gutters, downspouts, and guards replaced with seamless gutters that drain the way they should.

Hail Damage Window Repair

Cracked glass, dented frames, and torn screens replaced with energy efficient windows.

What our customers say.

Homeowners across Winchester and the surrounding areas trust Gregory’s Roofing for honest pricing, dependable service, and high-quality results. Our reputation is built on decades of satisfied customers and long-lasting work.
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    Get your free hail damage inspection.

    Tell us where you are and when the storm hit, and we will schedule a no obligation inspection of your roof, siding, gutters, and windows.

    Prefer to talk? Call (540) 869-3500 and the office will get you on the schedule.

    A Family Business Built on Trust

    Gregory’s Roofing of Winchester is a locally owned, family-operated company committed to serving our community with integrity. Since 1951, we’ve built lasting relationships by doing the job right and standing behind our work.
    About Us

    FAQs

    Is the hail damage inspection really free?
    Yes. We inspect your roof, siding, gutters, and windows at no charge and with no obligation. You get a written report with photos either way.
    How do I know if my roof has hail damage?
    Most hail damage is not visible from the ground. Look for granules in the gutters, dented vents or gutters, and dark spots on the shingles. The only way to know for sure is to have a roofer walk the roof.
    Will hail damage cause a leak right away?
    Usually not. Hail bruises the shingle and knocks off granules, and the leaks show up months later as the damaged spots weather. That is why inspecting soon after a storm matters.
    Do you help with the insurance claim?
    We document everything with photos and a written report, explain what to expect, and meet your adjuster on site so nothing gets missed. You file the claim, we make sure it is backed up.
    How long do I have to file a hail claim?
    Most policies give you a limited window, often a year from the storm date, so do not wait. Get the free inspection first so you know whether a claim is even worth filing.
    Can you repair just the damaged area?
    Often, yes. If hail hit one slope or a handful of shingles we can repair that. If the whole roof was hit we will show you why a replacement is the better call.
    How long has Gregory’s Roofing of Winchester been in business?
    We have proudly served the Winchester area since 1951, and we are not going anywhere after the storm season ends.
    What areas do you serve for hail damage repair?
    Winchester, Stephens City, Frederick County, Clarke County, Shenandoah County, Front Royal, Berryville, Strasburg, Middletown, and Martinsburg, Charles Town, and Ranson, WV.