Verified record
Typical Greater Boston range for this kind of work, from regional averages — not a quote from Wooster Roofing. Use it to sanity-check bids, then get the real number in writing.
A square is 100 sq ft of roof surface — bigger than the floor plan because of pitch and overhangs.
Estimated range
$9,000 – $18,600
Typical roofing project around $13,800
Wooster Roofing is a Tewksbury outfit that shows up as fast for a January ice dam as it does for a full re-roof — the review pattern keeps repeating the same beat: someone calls or texts about a leak or a snow-clogged roof, and a crew is on-site the same day or the next morning. Charlie Wooster, who runs the company, comes up by name across dozens of reviews — customers describe him calling back personally, checking in mid-job, and following up once the crew has left. The track record runs deep: 156 reviews since 2011 across seven platforms, and it's been an A+ accredited BBB business since 2010. Google alone carries 261 ratings averaging 4.9★, with HomeAdvisor (14 ratings) and Angi both at a perfect 5.0. Recent activity backs that up — 13 reviews in the last six months, none negative. Winter is clearly where the company earns its reputation: a run of early-2026 reviews describes crews clearing ice dams and roof snow within hours of a call, in one case sending a four-person team that cleared snow, ice, and cut drainage channels in about two hours. Outside of storm season the same pattern holds for repair and replacement work — one customer has used them twice in 25 years to redo an oddly-pitched rubber garage roof, another has been a repeat client since 2004 and specifically credits the company's shingle-recycling practice. A pair of Reddit mentions in r/LowellMA back the Google record with the same word: honest, and fast to get someone out. There isn't much to flag going in — the written record here is uniformly positive, with no complaints or licensing issues on file. What's worth confirming before calling is timing during peak ice-dam season: reviewers who called during a storm mostly got same-day or next-morning crews, but that pace likely depends on how full the queue is that week. Wooster is a solid call for a Tewksbury-area homeowner dealing with a leak, an ice dam, or a roof that needs replacing, especially when a quick response matters — get a same-day estimate and confirm the crew's timeline before booking.
“I also had a good experience with Wooster Roofing, was very honest in their assessment”
“He sent a crew to take a look and give me a quote. They came the same afternoon and repaired it.”
I contacted Wooster Roofing after researching many options. Charlie Wooster got back to me right away and explained the process of evaluating my issue without any pressure. His team arrived promptly and were efficient and very professional. They did an amazing job and made sure to clean up any debris. I highly recommend this company
Charlie was great he was the lowest price, his crew came out the day before to remove one shingle to take back to the shop so he could match my existing shingles. He removed my fake metal furnace stack and plywood the hole and used icy shield all the way down to the gutter. Done in 2 hours and left zero mess left behind. They been in business for 42 years doing roofs. So glad I hired them and I didn't know them prior to hiring them.
Charlie was responsive & sending the team out the next day to help us fix a leak. They did the job timely & well. Price was very reasonable. 2 thumbs up!
Quick fast repair of roof...
We got our roof replaced this week and it looks amazing. Got a quote same day as requested which is a great turnaround. The owner was very communicative and his crew did a great job. Finished the job in a day and cleaned up very well afterward. All in all an A+ experience.
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Certified attributes are verified against the public registry. Others are the business's own statement.
1 change recorded — last scanned Jul 30, 2026.
Full strip and reroof inside a day5.0
Same-day fixes for roof leaks and ice dams5.0
Honest diagnosis over upselling repairs5.0
Inc. 5000 lister three years running2.9
No stray nails in the yard three years later4.9