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This video shows the team, office building, roof replacement process, and the new roof, no mess technology for Holloway Roofing.

AWARD-WINNING ROOFING SERVICES IN Winchester, VA High-Quality, Innovative Roofing Solutions for Your Home or Business

Why compromise? Choose Holloway Roofing and experience The Holloway Difference!

Roofing Made Easy

  • Free Roof Inspection & Consultation
    One-on-one roofing consultation with our roofing experts, for FREE!
  • Review, Revise & Finalize Project Agreements

    We make financing projects and insurable loss claims a breeze!

  • Schedule & Deliver Your Roofing Project

    Work is always scheduled on a first-come, first-serve basis. Upon contract closure, your production date will be secured!

Need Service Outside of Winchester? We've Got You Covered! Call (540) 924-1553 to Make an Appointment!
  • Augusta County
  • Charlottesville
  • Dayton
  • Fishersville
  • Harrisonburg
  • Rockingham County
  • Staunton
  • Waynesboro
  • Winchester

Roofers in Winchester, VA 

Dependable Roof Repairs & Replacements in Shenandoah Valley Since 2016

Finding a qualified and trusted roofer ensures the longevity, safety, and durability of your roof. That’s where Holloway Roofing comes in. Backed by 20+ years of experience, our team has handled thousands of roofing projects, big and small. Whether you need a same-day repair, a roof replacement, or a routine roof inspection, we’ve got all of your roofing needs handled. Our fully licensed and insured roofers use premium-quality materials and state-of-the-art equipment to keep your roof looking and performing its best. 

When you choose Holloway Roofing, you can expect:

  • Premium warranties 
  • Same-day service
  • Competitive pricing with zero hidden fees
  • Easy financing options 
  • Transparent service

When you want the job done right the first time around, turn to Holloway Roofing. Our roofers complete each service with the utmost care and attention to detail to ensure you receive the exceptional service you deserve. 

Call (540) 924-1553 or contact us online to request a free service estimate from one of our dependable Winchester roofers today!

What to Expect During Your Roofing Appointment

As a GAF President’s Club Award Winner, Holloway Roofing delivers the most comprehensive and reliable roofing services possible. Our team stays on top of the latest trends and advancements in the industry and provides you with the best solutions for all your roofing needs. 

During each appointment, you can expect:

  • A one-on-one meet and greet with a licensed and insured roofing contractor 
  • A comprehensive inspection of the attic to check for any damage
  • A comprehensive inspection of the entire roof service to check for any damage 
  • A detailed report of our findings as well as recommendations for repair or replacement 
  • A formal proposal of the work to be done, delivered within 2 – 3 business days of the initial appointment 

Holloway Roofing is honored to be voted Shenandoah Valley’s Best Roofer. We are committed to excellence and always go above and beyond to make sure your roof is safe, durable, and long-lasting. Put your trust in our experts and rest assured your home is in excellent hands. 

Work with the best roofers in Winchester by contacting us online or by calling (540) 924-1553. We look forward to serving you!

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We Always Strive for Five Stars!

Check Out Our Reviews

At Holloway Roofing, your satisfaction is our priority! See for yourself what our customers have to say about working with us.

    “Great Experience!”
    “They did an outstanding job and you could tell they take pride in their work.”
    - Kayla S.
    “Highly Recommend!”
    “Hard-working guys and didn't cut corners. Will be using them for other projects in the future.”
    - Foster K.
    “Best in the Valley!”
    “Great work and excellent customer service!”
    - Emilee L.

How We Can Help

Holloway Roofing offers a wide range of roofing services to meet the diverse needs of our clients. Our team has the expertise and experience needed to handle all types of roofing projects, from small repairs to complex replacements. We specialize in shingle roofingmetal roofing, and flat roofing systems, and we work with both residential and commercial clients. 

Our roofing services in Winchester include:

Never settle for subpar service when you can have the very best. Choose Holloway Roofing and rest assured your home is in excellent hands.

Learn more about our second-to-none service by contacting us at (540) 924-1553 and asking about our Valued Customer Guide! 

Experience the Holloway Difference!

Get Peace of Mind

Contact Your Local Roofing Experts Today!

Use the form below or give us a call at (540) 924-1553.

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Our Credentials

Backed by Industry-Leading Certifications
  • BBB A+
  • GAF Master Elite
  • Catch-All Roofing System
  • Velux Certified Installer
  • New Roof, No Mess
  • GAF Presidents Club
  • Top Rated local roofing contractor
  • SVB
  • harrisonburg chamber of commerce
  • american owned
  • triple
  • trust
  • financing
  • top rated
  • We Offer Financing! Helping You Get the Roof You Deserve

    A new roof is a big investment! That's why we provide a variety of financing options to help make the buying process easier.

  • The Holloway Difference Don't Do It Their Way, Do it Holloway!
    At Holloway Roofing, our workmanship, materials, professionalism, equipment, warranties, training, and certifications set us apart from the rest!
  • New Roof, No Mess®! Keeping Your Property Safe
    THE EQUIPTER RB4000 is a state-of-the-art roofing debris containment system that is designed to help protect what matters most.
  • Referral Rewards Earn Up To $100 with Each New Referral!

    Once You Do Business with Us, You're Family - and It Pays to Be Family! Refer your friends and family to Holloway Roofing today!