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

Protecting what matters Most High-Quality, Innovative Roofing Solutions for Your Home or Business

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

At Holloway Roofing, We Guarantee...

  • 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 Harrisonburg? We've Got You Covered! Call (540) 924-1553 to Make an Appointment!
  • Afton
  • Arrington
  • Augusta County
  • Augusta Springs
  • Barboursville
  • Bridgewater
  • Broadway
  • Buena Vista
  • Bumpass
  • Charlottesville
  • Churchville
  • Craigsville
  • Crimora
  • Crozet
  • Dayton
  • Deerfield
  • Earlysville
  • Edinburg
  • Elkton
  • Fairfield
  • Fishersville
  • Fork Union
  • Fort Valley
  • Free Union
  • Fulks Run
  • Gladstone
  • Gordonsville
  • Goshen
  • Greenville
  • Greenwood
  • Grottoes
  • Harrisonburg
  • Hinton
  • Hot Springs
  • Ivy
  • Keezletown
  • Lexington
  • Linville
  • Louisa
  • Luray
  • Lyndhurst
  • McGaheysville
  • Middlebrook
  • Middletown
  • Mount Crawford
  • Mount Jackson
  • Mount Sidney
  • Mount Solon
  • Nellysford
  • New Market
  • North Garden
  • Orange
  • Palmyra
  • Penn Laird
  • Port Republic
  • Quicksburg
  • Rhoadesville
  • Rockingham County
  • Ruckersville
  • Scottsville
  • Shenandoah
  • Shipman
  • Singers Glen
  • Somerset
  • Stanardsville
  • Stanley
  • Staunton
  • Staunton
  • Steeles Tavern
  • Stephens City
  • Stephens City
  • Strasburg
  • Stuarts Draft
  • Swoope
  • Swoope
  • Timberville
  • Toms Brook
  • Troy
  • Unionville
  • Verona
  • Waynesboro
  • West Augusta
  • Weyers Cave
  • Winchester
  • Woodstock

Siding Contractor in Charlottesville

Protect Your Property With Reliable Siding

If you are dealing with warped, cracked, or outdated siding on your home or building, you know it is more than just a cosmetic issue. Worn siding can let water in, raise energy bills, and shorten the life of the structure underneath. You need clear answers and a siding partner you can trust to do the work correctly.

At Holloway Roofing, we provide roofing and siding services for homeowners and property managers throughout the Shenandoah Valley, including projects in and around Charlottesville. Our goal is to help you protect your exterior with durable materials, careful installation, and straightforward communication from start to finish.

We are a family-owned, fully licensed, and insured Class A Contractor in Virginia. Our team brings nationally recognized roofing credentials to every exterior project, including siding, so you can feel confident that your walls, roof transitions, and trim are handled with the same level of care.

Need a siding contractor in Charlottesville? Call Holloway Roofing at (540) 924-1553 or send us a message online today.

Why Choose Our Siding Team

When you invest in new siding, you are trusting a crew to work all around your home or building and protect what is inside. We understand how important that decision is. That is why we base our work on proven installation standards, strong manufacturer relationships, and a service approach that keeps you informed at every step.

Holloway Roofing holds GAF Master Elite Contractor status, a distinction held by only a small percentage of roofing companies nationwide. We are also a recipient of the GAF President’s Club Award, which recognizes consistent performance and quality. These credentials reflect our commitment to training and precise installation practices that carry over to the way we handle siding and exterior details.

In addition, we are certified as a CertainTeed SELECT ShingleMaster. This means we are trained in proper installation techniques for leading asphalt shingle systems, which matters when your siding ties into your roof, soffits, and gutters. Correct integration at these connection points helps reduce the risk of leaks and future repair work.

Our company maintains an A+ Rating with the Better Business Bureau and has been recognized as one of the Shenandoah Valley’s best roofing contractors. For you, this translates into a team that shows up when promised, communicates clearly, and treats your property with respect. We work to keep job sites orderly, protect landscaping where practical, and leave your yard clean when the siding project is complete.

Because we handle roofing, siding, and gutters, you can rely on one contractor to manage the whole exterior envelope. That simplifies scheduling, reduces the chances of miscommunication between trades, and gives you a single point of contact if you have questions about how each part of your exterior works together.

Siding Problems We See Locally

Living in Central Virginia means your siding has to handle a wide range of conditions over the course of the year. In and near Charlottesville, homes and small commercial buildings see heavy spring rains, humid summers, and winter freeze thaw cycles that can take a toll on exterior materials. Over time, this wear often shows up in very visible ways.

We are frequently called out to properties where siding has started to warp, crack, or pull away from the wall. Sometimes paint is peeling because moisture has crept in behind older wood siding. Other times, vinyl panels have become brittle, faded, or loose in high winds. These issues can allow water to reach the sheathing, which may eventually lead to rot, mold, or interior staining around windows and walls.

Energy loss is another concern. Gaps, damaged panels, and failing house wrap can let drafts move through exterior walls. Owners often notice certain rooms that are harder to heat or cool, or they may see energy bills climb over time. Siding that was installed decades ago may not provide the same performance as newer materials when it comes to insulation and air sealing.

If you are not sure whether it is time to call a siding contractor, a few warning signs can help you decide.

Common signs your siding needs attention:

  • Visible cracks, warping, or loose panels on exterior walls
  • Bubbling or peeling paint that returns quickly after repainting
  • Soft or spongy areas when you press on siding boards
  • Stains or discoloration on interior walls near exterior corners
  • Drafts, temperature swings, or rising energy bills with no other explanation

When we visit a property, we look at the overall condition of the siding and trim, the way water drains off the roof and walls, and any signs of moisture inside. Our goal is to help you understand whether targeted repairs may be enough or whether a full siding replacement would better protect your building over the long term.

Our Siding Installation Process

Many property owners worry that a siding project will feel disruptive or confusing. We work to make the process as organized and predictable as possible so you always know what is happening around your home or building.

It starts with a site visit and inspection. One of our team members walks the exterior with you, listens to your concerns, and examines your current siding, trim, and transitions around windows, doors, and the roofline. We often check related components, such as gutters and roof edges, because these areas influence how water moves down the walls.

After the inspection, we prepare a free, written estimate that outlines the recommended scope of work. This includes the type of siding and trim materials, any repairs needed to the underlying structure that we can reasonably anticipate, and an overview of project steps. We take time to explain your options and answer questions so you understand what each choice means for cost, appearance, and maintenance. Our proposals are designed to be clear, not confusing.

Once you are ready to move forward, we schedule the work and review what you can expect. On the first day, our crew sets up safely, protects areas near the home where practical, and plans the removal route for old siding. We work carefully during tear off to reveal any damage underneath and we keep you informed if we uncover issues that may need additional attention.

During installation, we follow manufacturer guidelines for house wrap, flashing, and fastening patterns. Our roofing background helps us pay close attention to critical details where siding meets rooflines, chimneys, and porches. Properly installed moisture barriers and flashing help direct water away from your walls instead of letting it collect in hidden corners.

Throughout the project, we aim to keep the site as orderly as possible. That includes organizing materials, collecting debris in designated areas, and maintaining safe access to your doors where it is feasible to do so. At the end of each workday, our crew performs a general cleanup so your property does not feel like a construction zone overnight.

When the siding installation is complete, we perform a final cleanup that includes a detailed sweep for loose nails and scraps. We then walk the project with you, point out key details, and review any care information you should know about your new exterior. You have a chance to ask follow up questions, and our office remains available if something comes up after we leave.

Siding Materials & Long Term Protection

Choosing the right siding is about more than color and style. The material you select affects durability, maintenance needs, and how well your home or building handles Central Virginia weather. We help you navigate these options so the finished project fits both your property and your budget.

We install quality siding materials that are designed to stand up to moisture, temperature swings, and everyday wear. Our team can walk you through differences in appearance, thickness, and profiles, and we explain how each option performs on homes and commercial buildings in this region. We also pay attention to trim details so the finished exterior looks cohesive instead of pieced together.

Because Holloway Roofing has strong relationships with manufacturers on the roofing side, including GAF and CertainTeed, we are familiar with how exterior products are designed to work as a system. That knowledge helps us tie new siding into existing roof edges and gutters in a way that respects manufacturer guidelines and supports long term performance.

When you choose our team, you also benefit from our ability to offer enhanced roofing warranty options, such as the GAF Golden Pledge Warranty for qualifying roof systems. While this warranty applies to roofing rather than siding, it reflects the level of care we bring to your entire exterior and our focus on using warrantied materials from trusted brands.

When we recommend siding materials, we focus on:

  • How well the product handles local weather and moisture
  • Maintenance requirements over the life of the siding
  • Appearance, including color stability and profile
  • Compatibility with your roof, windows, and gutters

Our goal is to help you understand the tradeoffs between different options so you can choose siding that looks good on day one and continues to protect your property for years, rather than picking a product based on appearance alone.

Frequently Asked Questions

How do I know if my siding needs replacing?

Signs that siding may need replacement include widespread cracking, warping, rot, or soft spots, along with recurring interior moisture stains. During an inspection, we evaluate the extent of damage and the age of the materials to help you decide whether repairs or full replacement make more sense.

What will a siding project cost for my home?

The cost depends on your home’s size, the material you choose, and how much underlying repair is needed. We provide free, written estimates that outline scope, materials, and labor so you can see where each dollar goes before you decide to move forward.

How long will my siding installation take?

Most residential siding projects take several days to complete, although timing can vary with home size, weather, and any hidden repairs. Before work begins, we review the expected schedule with you so you know when crews will be on site and when we expect to finish.

Will you protect my roof and landscaping during siding work?

We work carefully around your roof edges and landscaping and use practical protection methods where we can. Our crews plan material staging and tear off routes to limit impact. At the end of the job, we complete a thorough cleanup so your yard and hardscapes are left tidy.

What warranties come with new siding from your team?

You can expect manufacturer warranty coverage on the siding products we install, along with workmanship coverage from our company. The exact terms depend on the materials used, and we review this information with you during the estimate so you understand how your investment is protected.

Schedule Your Siding Estimate

If you are noticing siding issues or are ready to refresh the look of your property, our team is here to help you plan the next steps. We start with a detailed inspection and a free, transparent estimate so you can see your options clearly and move forward with confidence.

When you choose Holloway Roofing, you are working with a family-owned, fully licensed, and insured contractor that brings national roofing credentials to exterior projects in Charlottesville and the surrounding Shenandoah Valley. We focus on durable materials, careful installation, and thorough cleanup so your property is protected and looks its best.

We are ready to answer your questions, review your current siding, and outline a plan tailored to your home or building. Reach out today to schedule your siding consultation.

Call (540) 924-1553 to schedule your free siding estimate.

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.
Experience the Holloway Difference! "We made a promise as a team to always stay up to speed with all of the latest measures of technology, materials, & equipment to ensure the safety of our customers and employees."

- James Holloway, Owner

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
  • Over 10 Years Service
  • 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!