The outside of your home takes the worst of everything this region has to offer — brutal cold, heavy snow, ice that doesn’t quit, and storms that roll through the mountains without warning. If your siding isn’t up to that fight, it shows. Fading, cracking, warping, gaps where there shouldn’t be any — these aren’t just eyesores. They’re the first sign that your home’s exterior is losing the battle against the weather. Simon Says Roofing is the siding contractor that homeowners across Stroudsburg and Monroe County call when they need it done right the first time.
Your siding is doing more than making your house look good from the street. It’s keeping wind, moisture, and the elements out of your walls, your insulation, and the structure underneath. When that system starts to break down, the damage it causes on the inside is a lot more expensive to fix than anything happening on the outside. Simon Says Roofing installs, repairs, and replaces siding on homes and commercial properties throughout the Pocono Mountains — using materials and methods that are actually built for what life looks like up here, not just what works somewhere warmer.
At this elevation in eastern Pennsylvania, siding takes punishment that flat-terrain, milder-climate homes simply never experience. The combination of months-long freeze cycles, dramatic seasonal temperature shifts, and the kind of wind that comes with mountain living creates conditions that eat through siding faster than most manufacturers would like to advertise. Knowing what to watch for is the first step toward catching a problem before it turns into a project.
Here are the siding issues Simon Says Roofing deals with most often on properties throughout the Stroudsburg and Pocono area:
Vinyl and wood siding both move with temperature changes — they expand when it warms up and contract when it gets cold. Up here, where the swings between seasons are dramatic and freeze-thaw cycles hit hard, that constant movement eventually cracks panels, splits boards, and opens gaps that let moisture and air straight into the wall cavity behind them.
When siding develops even a small breach — a cracked panel, a loose corner piece, a failed caulk joint — water gets behind it. In the Poconos, where humidity stays elevated for most of the year, that moisture sits in the sheathing and framing underneath, quietly rotting the structure for months or even years before anyone notices anything on the outside.
The heavy tree cover across Monroe County keeps a lot of siding in shade for big chunks of the day. Combined with the moisture that comes off the mountains year-round, that shaded, damp environment is a perfect setup for mold, mildew, and algae to take hold — especially on wood and certain composite materials that are more vulnerable to biological growth.
The thunderstorms that move through the Pocono region between spring and fall can bring hail that dents vinyl siding, cracks fiber cement panels, and splits cedar boards. Sometimes the damage is obvious right away. Other times a hit looks minor on the surface but has compromised the panel’s ability to shed water, and the real problem doesn’t show up until the next hard rain.
Homes in the Stroudsburg area that face south or southwest get more direct sun exposure than you might expect at this latitude, especially during the longer days of summer. That ultraviolet exposure fades color out of vinyl and painted wood over time, and on older panels it can cause a chalky, dried-out surface that’s not just ugly — it’s a sign the material is breaking down and won’t hold up much longer.
Not every siding product works the same way in every climate, and what holds up in a mild suburban environment can fall apart fast in the mountains. Simon Says Roofing helps you figure out which material makes sense for your specific home — whether that's vinyl, fiber cement like James Hardie, cedar, or something else entirely — based on your budget, your roof line, and what the weather in this part of Pennsylvania actually does to an exterior wall. We handle everything from pulling the old material off to finishing the trim, and we don't cut corners on the moisture barrier or the installation details that most people never think about until something goes wrong.
A few faded panels or a single cracked board might not feel urgent. But siding problems in the Poconos have a way of getting bigger fast — one bad winter and a small crack becomes a major moisture problem, and one storm season turns a couple of dented panels into a section that needs to come off entirely. Simon Says Roofing offers free estimates on all siding work, no strings attached. Come spring or come fall, we'll take an honest look at what's happening on the outside of your home and tell you exactly what needs attention — before it becomes something you can't ignore.
From wrapping a brand-new build to peeling off decades-old cedar and starting fresh, our crew has done it all across the Stroudsburg, East Stroudsburg, Mount Pocono, Bartonsville, and Tannersville communities. Here’s a look at the siding services we provide.
We offer professional siding replacement, upgrading your home’s appearance, energy efficiency, and weather protection. Our team installs durable, high-quality siding built to handle Pennsylvania’s changing seasons.
Our siding repair services address cracks, loose panels, and storm damage to restore your home’s exterior. We match materials and colors carefully for a seamless, long-lasting finish.
When storms cause unexpected damage, we provide fast emergency siding repair to protect your home from further exposure. Our team responds quickly to secure and restore your siding with reliable workmanship.
There’s no single answer that works for every house, but there are materials that consistently hold up better than others in this climate. Fiber cement — brands like James Hardie — is one of the top performers up here because it doesn’t crack or warp with temperature swings the way vinyl can, it resists moisture without rotting the way wood does, and it holds its color and finish for decades without much maintenance. High-quality vinyl is still a solid option for a lot of homes, especially when it’s installed with the right backing and moisture barrier, and it tends to be easier on the budget. Older cedar homes have a classic look that a lot of Pocono homeowners want to keep, but cedar requires more upkeep in this region — staining or painting every few years at minimum — or it’ll deteriorate fast in the humidity and shade. Simon Says Roofing can walk you through the tradeoffs based on your specific home and what you’re trying to accomplish.
For most single-story homes in the Monroe County area, a full siding replacement takes somewhere between three and five days from start to finish — and that includes tearing the old material off, inspecting underneath, installing the new siding, and finishing the trim. Two-story homes or properties with more complex rooflines, multiple gables, or a lot of square footage will take longer, sometimes closer to a week or a little more. Simon Says Roofing gives you a realistic timeline estimate before the job starts so you know what to plan for — we’d rather set the right expectations upfront than leave you wondering how long your driveway is going to be full of dumpsters.
The cost of a siding job in the Poconos moves around based on a few key factors: the total square footage of your home’s exterior, the material you go with, whether there’s significant damage underneath the old siding that needs to be addressed, and how much trim and accent work is involved. Fiber cement tends to run higher than vinyl on the material side but costs less over the long haul because it lasts longer and needs less maintenance. A full replacement on a mid-sized Pocono home is a meaningful investment, but it’s also one of the things that holds up your property value and keeps your energy bills in check year after year. Simon Says Roofing gives you a detailed, itemized estimate at no charge — broken down by material, labor, and anything else that’s part of the scope — so you can see exactly where every dollar is going before you sign off on anything.
You can catch a lot from the ground if you know what to look for. Walk the full perimeter of your home on a bright day and look for panels that have visibly shifted, cracked, or bowed outward. Check the corners and around windows and doors for any gaps where caulk has dried out or pulled away. Look for discoloration, dark streaks, or green or black patches that could be mold or moisture staining — those usually mean water has gotten behind the siding somewhere nearby. If you notice any of those signs, or if you’ve had a storm come through recently and want to know if anything took a hit you can’t see from below, Simon Says Roofing will come out and do a proper inspection at no cost. We get up close, check the details, and give you an honest picture of what’s actually going on before you spend a dime on repairs.
Simon Says Roofing has been taking care of siding — along with roofs, gutters, and skylights — for homes and businesses across Stroudsburg and the wider Pocono region for years. If your siding needs work, if you’re thinking about replacing it, or if you just want someone knowledgeable to take a look before the weather gets rough again, we’re the crew to call. Free estimate, no pressure, no guessing. Reach out at (570) 202-6631 or contact us online and we’ll get it set up.
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925 N 9th Street
Stroudsburg, PA 18360