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TRUSTED BY PLAIN, WI HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon36
    Verified roofing services reviews

Top-Rated Roofers in Plain - Updated Nov 2026

Avatar for Frey Construction & Home Improvement, LLC
Frey Construction & Home Improvement, LLC
4.6(
209
)
Metal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+26 more

Serving Plain, WI and surrounding areas

Approved

Super Service Award Winner

In business since 1995

Free estimates

Emergency services offered

"I so wanted to move before we had to replace the roof on our circa 1960 architecturally interesting beast of a flat roof. But when we were doing what we thought were modest fixes to prepare for painting, we discovered a "squishy" roof and couldn't put it out. Thanks to suggestions from friends and info from Angi, we got 3 estimates from 3 great companies. All agreed the roof needed replaced, each suggested a different substance but all 3 prices were about the same. We worked with Tyler who educated us just enough to help us make an informed decision. What set the Frey estimate apart was they included a lower roof, gutters, new coping (we all know how these jobs seem to creep) and it was August and they said they thought they could get it done before the end of the year. Once you know you roof needs replaced, it seems like it rains every day and you want it done. He explained there were others before us, and Tammy kept us in the loop. Hand to God, in December, it was our turn. As promised, they got it done before the end of the year. I wasn't sure about having it done in December, but they worked quickly. We were updated about the schedule. It was Covid so we didn't have contact. When the snow melted we found very little roofing debris and they came out to pick up any materials that remained. We paid for everything, we were fine but then friends and neighbors pointed out the color we chose didn't work with the house. We chose white, but we didn't realize how much of the roof was roof and how much was white. I emailed my concerned, Tammy forwarded it to her people. Jason, John and Lyncs came back and were professional and kind and suggested a way to tone down the white. Again, I was updated and they replaced, covered over, I'm not sure what else and we couldn't be happier. It was our fault and we were fully prepared to pay for the extra supplies and time - but Frey Construction did it for no extra charge. Like I said, I didn't want to do a roof and I hope I never have to do a roof again. But if you need a roof, Frey is the company to go with. I felt they wanted to do a great job and wanted us to be happy and they did both of those things. A homeowner had to trust with a new roof. I don't think I'll ever see it, but I know it was done well. It's a quirky house with interesting architecture and a 50 year old roof that hasn't leaked. Previous homeowners thought about replacing it but didn't. I get it. We are so happy to have this in the rear view mirror and grateful to everyone at Frey's. If you think you might need to replace your roof, don't wait til August to contact roofers. But if that happens to you, go to Frey."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+15

Response time1 day
Response rate100%
4 neighbors recently requested a quote
Avatar for Larson Home Services
Larson Home Services
5.0(
9
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Plain, WI and surrounding areas

Approved (Corporate)

In business since 2020

Free estimates

Warranties offered

If you?re in need of help with your gutters, roofing, or insulation you?ve come to the right place. Larson Home Services itself has been in business since 2009, and over the years we have perfected the art of installing GutterShutter seamless gutters, GAF roofing, and much more. \n \nDon?t just take our word for it ? find out for yourself about a lifetime gutter solution and high-quality roofing. We carry the highest possible ratings from Angie?s List and the Better Business Bureau, and we are dedicated to making your home a safer, more valuable space. Give us a call today!

21 neighbors recently requested a quote
Recommended by37%of homeowners
Avatar for Erie Home
Erie Home
4.5(
73
)
Asphalt Shingle Roofing - Install or Replace

Serving Plain, WI and surrounding areas

Approved (Corporate)

In business since 1976

Free estimates

Warranties offered

"Erie Homes was great. Ty and Chris shared the information about roofs in a clear and precise way. I love the high quality of the roofing materials and the standards they hold their workers to when placing the roof. Mike called me each step of the way, so I was prepared when the roofing supplies showed up. I even got calls after the beautiful roof was done. Amazing job!"
Basement Projects
Basement Projects
Basement Projects
Basement Projects
Basement Projects

+30

92 neighbors recently requested a quote
Recommended by92%of homeowners
Avatar for Heritage Home Services, LLC
Heritage Home Services, LLC
5.0(
5
)
Metal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+1 more

Serving Plain, WI and surrounding areas

Approved

In business since 2024

Free estimates

Small jobs welcome

"We were in the market for a new asphalt shingle roof to be installed on our home. Brad gave us a professionally written estimate of the work needed ahead of time. He kept us up to date on when he obtained the job materials, when the job would begin, and gave us a projected end date. Each day the roofing crew came out to our home they were punctual and worked hard to complete our new roof within about two days. Brad is very professional and has excellent communication with his customers. He takes pride in his work and wants his customers to be satisfied with the work that is done. We would highly recommend Brad and his company, Heritage Home Services, LLC to others!"
Before
During
Standing Seam
Standing Seam
After

+2

Response time1 day
Response rate100%
13 neighbors recently requested a quote
Avatar for Jerry's Painting
Jerry's Painting
4.9(
6
)
Sealant for Roof - Apply- For Business

Serving Plain, WI and surrounding areas

Approved

In business since 2020

Free estimates

Small jobs welcome

"Quality professional work at a fair price. I would recommend him to anyone and hire him again. Our old faded silver/gray roof looks like brand new now."
Painting photos
Painting photos
Painting photos
Painting photos
Painting photos

+21

Response time4 days
9 neighbors recently requested a quote
Recommended by60%of homeowners
Avatar for RW Solutions, LLC
RW Solutions, LLC
5.0(
2
)
Flat, Foam or Single Ply Roofing - Repair- For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace- For Business

Serving Plain, WI and surrounding areas

Approved

In business since 2020

Free estimates

Credit card accepted

RW Solutions LLC is a bonded and fully insured roofing contractor specializing in flat roofing systems, including EPDM and TPO. Flat roofs require experienced installers, and that?s where we focus our expertise. \n \nWe handle new installations, leak repairs, and maintenance, and we also provide repairs on all roofing systems. Our approach is straightforward?honest recommendations, quality workmanship, and clear communication from start to finish. \n \nWhether it?s a small repair or a full roof replacement, RW Solutions delivers reliable, professional roofing you can trust.

TPO
TPO
TPO
EPDM Roofing
EPDM Roofing

+2

Avatar for Affordable Home Remodeling
Affordable Home Remodeling
4.0(
82
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+3 more

Serving Plain, WI and surrounding areas

Approved

In business since 2020

Free estimates

Emergency services offered

"The overall work was great they did amazing job. They were pretty fast at it . Went on top of roof , looked at it I really loved it. The customer service was great. They paid attention to my needs and my concerns will definitely hire them back for other work. Kallie was very knowledgeable! Well, definitely consider them when it comes to a couple of my rentals that still needs TLC. I will definitely recommend them to my friends and family.."
Response time1 day
Response rate97%
171 neighbors recently requested a quote
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Showing 1-10 of 111
Roofing FAQs, answered by experts

Yes, chimney flashing is an important element in the complex system that is your roof. Chimneys (and anything else that goes through your roof) provide a great opportunity for water damage. Good flashing prevents a lot of potential damage. 

Roofing replacements and repairs expose the interior of your home to the elements. Failing to protect these areas during inclement weather can cause extensive damage and job delays. Have a conversation with your pro to learn their plans to use tarps, plastic sheeting, or other waterproofing methods to keep your home safe. Also, ask whether your pro will inspect your home during rain or snow to ensure the covering works.

EPDM roofs have a few common problems, most of which can be resolved with regular maintenance. This type of roofing is laid down in sheets with seams, which can be a starting point for leaks. Proper installation and roof sealing can often avoid seam issues. 

The material is also susceptible to tears and punctures from falling branches or other sharp objects. There are black and white versions of EPDM, and the black version is more prone to fade and succumb to UV damage. Regular roof inspections can protect the costs of rubber roof installation and extend the life of your roof.

You can install solar panels on a metal roof, but it will require some additional thought and care versus a traditional asphalt shingle roof. That’s because heat dissipates off a metal roof differently than asphalt or wood, so you may need to space the panels further from the roof. However, a pro can help you with the details and provide a safe and effective installation.

It’s always a good idea to have a lawyer review any legally binding contract before signing, including roofing contracts. Most contracts have straightforward language that’s easy to understand, but getting advice from an attorney before signing could save you from being locked into a contract you don’t want to move forward with. Having a lawyer review your contract can also help protect you if your roofing professional defaults on their side of the agreement.

The Plain, WI homeowners’ guide to roofing services

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