Free Estimate 📞 (877) 586-1316 24/7
Professional Roofing hero
โ˜…โ˜…โ˜…โ˜…โ˜… 4.7/5 from 336+ reviews

Professional Trail Roofing Contractor. GAF Certified

We've replaced 336+ roofs across Minnesota. GAF Timberline HDZ, Owens Corning Duration, CertainTeed Landmark. Serving Trail and Madison Lake, New Richland, Reading, Slayton, Walnut Grove.

18+
Years
500+
Projects
4.7
Rating
18+
Years Experience
500+
Projects Completed
4.7
Star Rating (336+ Reviews)
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Licensed & Insured

Our Services

Our Roofing Services

Full-service roofing contractor in Trail โ€” from asphalt shingle roof replacement and emergency hail damage repair to metal roofing, flat roof systems, and gutter installation. Every project is installed by manufacturer-certified crews with workmanship warranties.

roof replacement
FREE ESTIMATE

Roof Replacement

A roof replacement in Trail typically runs $8,500 to $24,000 depending on the size and pitch. We give you an exact number upfront with a written proposal. No surprises on install day.

roof repair
SAME-DAY

Roof Repair

Roof repairs get worse when you ignore them. A $400 flashing repair turns into $4,000 of water damage inside the wall. Our Trail crew can usually get there within 48 hours for non-emergency repairs.

storm damage repair
LICENSED

Storm Damage Repair

Wind speeds over 60 mph cause shingle tab lift and seal failure. Hail over 1" diameter causes fractures through the shingle mat to the fiberglass reinforcement. Our HAAG-trained inspectors know the difference between cosmetic damage and functional damage. That distinction determines your insurance payout.

new roof installation
TOP RATED

New Roof Installation

New construction or an addition? We install new roofing systems from scratch. Decking inspection, ice and water shield, synthetic underlayment, ventilation calculations, and whatever material you want on top. Shingles, metal, or flat.

metal roofing
GUARANTEED

Metal Roofing

Metal roofing costs more upfront at $12-$22 per sq ft installed in Trail compared to $4-$8 for shingles. But it lasts 2-3x longer and your energy bills drop 15-25%. Math works out over time.

shingle roofing
INSURED

Shingle Roofing

GAF Timberline HDZ architectural shingles with StrikeZone nailing area. The highest-selling shingle in North America. Impact-rated to UL 2218 Class 4 when installed with the full GAF Roof System. Our Trail crews install Timberline in the full system configuration to qualify for Golden Pledge warranty. ASTM D3462 and D7158 Class H certified.

flat roofing
FREE ESTIMATE

Flat Roofing

PVC roofing membrane for Trail restaurants, commercial kitchens, and any rooftop near grease exhaust. PVC resists animal fats and chemical exposure that destroys TPO and EPDM. We install IB Roof Systems and Duro-Last PVC with heat-welded seams and custom-fabricated accessories. Built-up roofing (BUR) with 3-4 plies of fiberglass felt in hot asphalt is still the longest-proven flat roof system with a 30+ year track record in Minnesota.

commercial roofing
SAME-DAY

Commercial Roofing

Roof coatings can extend the life of your commercial roof by 10-15 years for a fraction of replacement cost. We apply silicone and acrylic coatings over existing TPO, EPDM, and metal substrates. Not every roof qualifies. We'll be straight with you.

gutter installation
LICENSED

Gutter Installation

Clogged gutters cause fascia rot. We see it on every other house in Trail. We install new gutters with proper pitch, adequate downspout capacity, and optional gutter guards if you're done cleaning them twice a year.

roof inspection
TOP RATED

Roof Inspection

Our 27-point roof inspection covers: shingle condition, granule loss, nail pops, lifting tabs, ridge cap integrity, valley flashing, step flashing at walls, drip edge, pipe boot seals, vent function, soffit ventilation, gutter pitch, downspout capacity, fascia condition, decking (from attic if accessible), and visible signs of moisture in the attic. Written report with photos emailed same day.

emergency roof repair
GUARANTEED

Emergency Roof Repair

Storm damage, fallen trees, sudden leaks. We handle all roofing emergencies in Trail. First we stop the water, then we fix the cause. Emergency response available 7 days a week.

skylight installation
INSURED

Skylight Installation

VELUX FS fixed skylights and VS vented skylights installed with EDL flashing kits for profile roofing. The flashing integrates with your shingle courses per IRC R903.2 weather protection requirements. We cut the opening, frame the curb with doubled 2x lumber, install the skylight with factory sealant, and weave the flashing into the existing shingle field. Leak-proof when done right. And we do it right in Trail.

Why Choose Trail Roofing & Maintenance?

Trusted by homeowners and businesses across Trail.

4.7-Star Google Rating

336+ homeowners reviewed us. We don't pay for reviews or offer discounts for them. Those are real people who hired us and took the time to say we did a good job.

Licensed & Insured

Fully licensed, bonded, and insured in Minnesota. We carry $2M in general liability. Workers' comp on every crew member. Your property is protected if anything goes sideways.

18 Years in Trail

We've been roofing Trail homes since before half these companies had a website. 18 years means we know the local codes, the weather patterns, and the materials that hold up here.

Financing Available

A new roof is a big expense. We offer 12-month same-as-cash and low-interest financing through GreenSky and Hearth. Get your roof done now, pay over time.

Our Work

Recent Projects

roof replacement project

Roof Replacement

Trail, MN

roof repair project

Roof Repair

Trail, MN

storm damage repair project

Storm Damage Repair

Trail, MN

View All Projects โ†’

Simple Process

How It Works

1

Complimentary Assessment

Free 27-point inspection covering every component of your roofing system. Photos shared with you on the spot. No obligation to hire us. The information is yours.

2

Your Custom Proposal

Our Trail estimator builds your proposal same-day in most cases. Includes material options, warranty comparison, and a realistic timeline for your specific roof.

3

Expert Installation

Our crews average 8 years of experience each. They tear off the old roof, inspect the decking, replace any damaged boards, and install your new system from the deck up.

4

Inspection & Cleanup

Before we leave: magnetic nail sweep across the entire yard, driveway, and walkways. Dump trailer hauled off. Gutters cleaned out. Your property looks better than when we arrived.

Verified Reviews

What Our Customers Say

โ˜…โ˜…โ˜…โ˜…โ˜… 4.7/5 from 336+ reviews
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"Got three quotes for a roof replacement. Trail Roofing & Maintenance was the middle price but the only one who actually got on the roof and showed me photos. Everyone else just eyeballed it from the driveway."

S
Scott D.
Trail
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"I'm a contractor and I use Trail Roofing & Maintenance for all my roofing subs. Their installs pass inspection every time. Their crew lead has been doing this 20+ years and it shows."

R
Robert S.
Trail
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"Used Trail Roofing & Maintenance for a leak repair over our bathroom. Turned out to be a cracked pipe boot โ€” $425 fix. Honest guys, could have told me I needed a new roof but they didn't."

J
Jeff N.
Trail

Service Areas

Areas We Serve

Trail Roofing & Maintenance provides roofing services throughout Trail and the greater MN area. Free estimates everywhere we serve.

Madison Lake New Richland Reading Slayton Walnut Grove Andover Brook Park Cottonwood Excelsior Hallock
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Meet the Owner

Scott Young

Owner & Lead Contractor

Scott has been serving Trail for over 18 years, building a reputation on honest work, fair pricing, and crews that treat every home like their own. What started as a one-truck operation has grown into a full-service Roofing company โ€” but the values haven't changed.

"We don't cut corners. Every job gets the same attention to detail whether it's a small repair or a complete replacement. That's how you earn 336+ five-star reviews."

License #811468 18+ Years Experience Locally Owned & Operated

FAQ

Frequently Asked Questions

Common signs: curling or cracking shingles, missing shingles after wind events, granule loss (look in your gutters), daylight visible through the attic, sagging roof deck, and age. Most asphalt roofs last 20-30 years in Minnesota. If you see any of these, call (877) 586-1316 for a free inspection. We'll be honest about whether you need a replacement or just a repair.

Yes. One day is standard for most residential jobs. We start early, work efficiently, and finish before dark. If your roof is larger than 40 squares or has a complex layout, it might push to day two. Either way, we seal everything watertight before we leave each night.

We partner with GreenSky and Hearth for roofing financing. Options include 12-month same-as-cash (0% if paid in full within 12 months), 5-year fixed rate, and 7-10 year extended plans. Monthly payments on a $15,000 roof run about $150-$250/month depending on the term. Apply during the estimate.

Absolutely. Our team includes HAAG Certified Inspectors who document storm damage the way insurance adjusters expect. We file the claim, meet the adjuster, handle supplements if the initial estimate is low, and complete the repairs. We work with every major carrier in Minnesota.

Most residential roof replacements in Trail cost between $8,500 and $24,000. The price depends on your roof size (measured in squares, where 1 square = 100 sq ft), pitch, accessibility, and material choice. Architectural shingles are $350-$550 per square installed. We give free estimates with exact pricing.

Have more questions? Call (877) 586-1316

SAME-DAY APPOINTMENTS AVAILABLE

Get Your Free Roof Inspection Today

24/7 emergency service. Most appointments available within 48 hours.

📞 Call (877) 586-1316

โ˜…โ˜…โ˜…โ˜…โ˜… 4.7/5 from 336+ Reviews  ยท  Licensed  ยท  Insured