50+ Reviews

Premier Roofing Services in MA, From a Family Owned Company

A+ Rating

5.0 Rating Reviews

Jayson and his crew did a great job. Jayson went over everything with us in detail. They showed up on time, finished on time, clean up on time and very cleaned up very well. We went from an old slate roof to a fabulous, pretty shingle roof. We are beyond thrilled. I would recommend Trinity Roofing to anyone who needs roof work done. Thank you so much Jayson.

— Catherine Schultz

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About Us

As a proud father-and-son business serving Leominster, MA for over 17 years, we’re known for honest work, quality craftsmanship, and clear communication. From repairs to full replacements, our experienced team delivers dependable service with your peace of mind at the center. We treat every home like it’s our own and every customer like family. With fair pricing, timely service, and a focus on your experience, we make roofing stress-free from start to finish.

What We Do For You

Shingle
Roofing

Metal
Roofing

Flat
Roofing

Roof
Repair

Roof
Replacement

01. Shingle Roofing

Shingle roofing has long been associated with classic elegance and a timeless aesthetic. With a distinct and pleasing texture, shingle roofs add character to any architectural style. Not only are these roofs aesthetically pleasing and durable but also cost-effective. The materials used in shingle roofs are often more budget-friendly than their alternatives, making them an attractive choice for homeowners mindful of their budget.

02. Metal Roofing

If you’re considering a roofing solution that seamlessly blends aesthetic appeal with robust protection, you’ve come to the right place. Available in a variety of profiles, our metal roofing options, provide a bold and sophisticated look while offering the strongest protection available. Metal roofing is engineered for strength and longevity. Crafted from robust materials such as steel, aluminum, and copper, our metal roofs excel in standing up to extreme weather conditions, including Massachusetts intense sun, rain, wind and snow.

03. Flat Roofing

Flat roofing introduces a sleek, modern aesthetic to your property and have long been used for commercial properties due to their long lifespans. For roofs with little to no slope, pooling and other weather-related problems may occur, which is why it is important to be certain that your roof is installed properly. We are proud to deliver quality service to our customers and have years of experience re-roofing and repairing flat roofing systems.

04. Roof Repair

Not all Roofs need to be replaced. Depending on the nature of your problem our experts will leave you with a proper evaluation of your roofing problems. If you do not need a full replacement we will not sell you one. Many roofing companies do not offer repairs, but we do here at Trinity Roofing Contractor.

05. Roof Replacement

When it’s time for a new roof, Trinity Roofing is here to make the process easy and stress-free. We specialize in full roof replacements using high-quality materials and expert craftsmanship. Whether your roof is worn out, damaged by storms, or simply past its prime, our team will guide you every step of the way.

Backed by Directorii

Enjoy total peace of mind with our $20,000 guarantee, backed by Directorii’s industry-leading protection.

At Trinity Roofing, your satisfaction and protection are our top priorities. That’s why we’ve partnered with Directorii, a trusted authority in contractor accountability. When you choose us, you’re not just getting quality craftsmanship — you’re getting up to $20,000 in coverage for your project.

What this means for you:
We’re proud to offer the Directorii Guarantee — because you deserve roofing done right, with total peace of mind.

Roof Replacement Process

Our 4-Step Roofing Process

Our 4-Step
Roofing Process

Initial Inspection

We’ll conduct a thorough inspection of your roof to assess its current condition and identify any signs of damage or wear. Based on what we find, we’ll provide you with a detailed, transparent quote. You can count on us to recommend only what’s truly needed to protect your home and your investment.

Select The Colors

This is your home, and you have all the options.  You can explore different shingle colors and see how they’ll look on a home like yours. Once you’ve chosen your favorite, we’ll even pull the permit and get the process started.

Installation Day

We typically complete our roof installations in just 1-4 days depending on your municipalities
inspection schedule and weather. Experience the Trinity Roofing difference with a seamless, 5-star roofing experience from start to finish.

Final Inspection

After the job is done, we’ll handle a thorough cleanup of your property, making sure all materials and debris are removed. We’ll ensure everything is left clean and tidy. Then, we’ll coordinate the final inspection with your local municipality to confirm that the work meets all required codes and standards.

Affordable Financing

Trinity Roofing has partnered with HFS Financing to provide homeowners with hassle-free financing for their roof replacement. With flexible terms and fast approvals, protecting your home has never been easier.
Get the funding you need for a new, durable roof—apply today!

New Roof Installation

See Your Payment Options

Get the high-quality roof your family deserves, with a low, affordable monthly commitment.

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estimated cost

5K
40K
$5,000

Plan 1

PAY IN FULL

and SAVE UP TO

$500

Not valid with any other offer or discount

Option 2

1 YEAR

0% INTEREST

$417/mo

1 Year, $0 Down

Option 3

10 YEAR

PAYMENT PLAN

$59/mo

10 Year, $0 Down

*Rates Depend On Qualifying Credit

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You're Qualified

5K
40K
$5,000

0% Interest

1 Year

$417/mo
1 Year,
O Down

Payment Plan

10 Year

$59/mo
10 Year,
O Down

Plan 1

Pay in Full

and SAVE,
UP TO $500

Not valid with any other
offer or discount

*Rates Depend On Qualifying Credit​

Check if
You're Qualified

Affordable Roof Replacements

Get the roof of your dreams without breaking the bank...

"Jayson went over every detail and patiently answered all my questions. The quote was about 20% less than a larger company and stayed firm, even after replacing plywood. The crew finished in one day despite the short December daylight. I’d recommend Trinity Roofing without reservation."

- Andrew B, Google Review

Slide to see the
Before & After Image

Shingle Roof Replacement

Andrew found Trinity Roofing online while searching for a roofer in Needham. Jayson walked him through every detail and answered all his questions. Our quote came in about 20% lower than a big-name competitor — and stayed firm, even after replacing several sheets of plywood.

JOB DETAILS

APRX. COST

$12,500

OLD ROOF TYPE

Shingle Roof

INSTALL TIME

1 Day

NEW ROOF TYPE

Shingle Roof

FAQs

Here you’ll find a compilation of the most frequently asked questions. If there’s something you want to know which isn’t here, please send an email to jayson@trinityroofingcontractor.com

What if I need wood deck or plywood replacement?

We will inspect the decking by looking in your attic and let you know if you will need new decking, if you do need some decking we keep our prices low and we do not mark up materials, in fact we will show you the reciept and we will not buy anything without your permission.

How do I know if I need a roof replacement?

Signs include missing or curling shingles, leaks, water stains on ceilings, or if your roof is over 20 years old. We offer free inspections to help you determine the best solution.

How long does a roof replacement take?

Most roof replacements take 1–2 days, depending on the size of your roof and weather conditions. We’ll give you a clear timeline during your estimate.

Do you offer financing options?

Yes! We’ve partnered with HFS Financing to offer flexible payment plans with low fixed rates and same-day approvals—no equity required.

What kind of roofing materials do you use?

We use only high-quality materials from trusted brands, including asphalt shingles, metal roofing, and more—chosen to suit your home and budget.

Will you clean up after the job is done?

Absolutely. We take care of all debris and run a magnetic roller to pick up nails, leaving your property clean and safe.

Are you licensed and insured?

Yes, Trinity Roofing is fully licensed and insured in Massachusetts, giving you peace of mind on every project.

Do you offer any warranties?

We offer two warranties and one guarantee from an independent third party named Directorii, they do Cori checks on all our employess and they check our licences and insurances quarterly.

Have another question?

A Rock Solid Reputation

Read what our happy customers are saying
about their experience of working with us.

Google Rating

5.0 Stars

Yelp Rating

4.3 Stars

Facebook Rating

4.9 Stars

Jayson and his crew did a great job. Jayson went over everything with us in detail. They showed up on time, finished on time, clean up on time and very cleaned up very well. We went from an old slate roof to a fabulous, pretty shingle roof. We are beyond thrilled. I would recommend Trinity Roofing to anyone who needs roof work done. Thank you so much Jayson

- Catherine Schultz

Trinity was great to work with for my home roof repair. Jayson returned my message quickly and was able to squeeze my repair into their schedule. The crew did a great job and took the time to answer my questions. I am planning to have them back for an another project on my barn roof.

- Jesse St. Laurent

Trinity did 3 roofs for my family over the years. We keep going back to them second and a third time was their absolute professionalism and the fact that they did the first one trouble free the first time. They explained everything in such detail and we appreciated that. We got several estimates and their pricing was fair. I highly recommend them to friends and family.

- Kerri-Ann Richard

Jayson from Trinity Roofing made getting a new roof enjoyable and easy. He took time to explain the whole process, discuss options, and answer all questions without any sort of sales pressure. His pricing was excellent and the final finished work was even better. I would highly recommend him to anyone in need of a roofing professional.

- B W

New Shingle Roof Systems

Install to protect

Trinity Roofing is Licensed, and Insured. We install the best rated roofing shingles from most major manufacturers to protect your biggest investment, your home.

Ask your estimator about our solar attic fan verses ridge venting.

Here are a few common signs that it may be time to upgrade
to a new roof:

– Interior Water Spots
– Rotted Areas At The Eves
– Missing Shingles
– Exposed Underlayment or Wood
– Granules on The Ground

Install... to impress!

Get a striking look unmatched
by any other brand

Shingles with Patented SureFire Technology

OwensCorning® shingles feature a patented SureFire technology with comprehensive warranty coverage for damage from high winds and defects.

Book a quick
Free Inspection

Appointment

Schedule Your Free Roof Inspection

Your roof protects everything beneath it — so when something feels off, it’s important to get it checked. At Trinity Roofing, we make it easy and stress-free with a free, no-obligation roof inspection by our trusted local experts.

Whether you’ve noticed a leak, missing shingles, or just haven’t had your roof looked at in years, we’re here to help. Our team will carefully inspect your roof for damage, wear, and hidden issues, then walk you through exactly what we find — with honest advice and no pressure to commit.

Don’t wait for small issues to turn into costly repairs. Schedule your free inspection today and get the answers you need — from a team that truly cares.

No pressure. No guesswork. Just peace of mind.