Best Roof Repair in Great Barrington, MA — Top Roofers (2026)
Top Roofers in Great Barrington, MA
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All Conditions Roofing LLC
All Conditions Roofing delivers exceptional results through the expert craftsmanship of owners Jason and Elvira, who consistently complete projects—including complex jobs involving multiple roof layers and plywood replacement—in one to two days while maintaining meticulous attention to detail and site cleanliness. Customers consistently praise their professionalism, clear communication, and willingness to explain unexpected issues and additional costs, with Elvira earning particular recognition for her personable approach and willingness to help customers navigate warranty claims. The company offers fair, competitive pricing and prioritizes customer satisfaction, with owners and crew earning repeated recommendations for their reliability, knowledge, and commitment to leaving properties in pristine condition.
"I would highly recommend All Conditions Roofing LLC for any roofing project! Elvira and Jason are the owners and Elvira (being the main contact) makes you feel like family. She is easy to talk to, not shy to chit chat and understands the news she's giving me isn't what I want to hear. We had a lot of issues (we just bought the house a month ago) that were uncovered throughout the process, though their team worked diligently to get the project…" — Molly R.
+1 518-378-7434
Chris Battaini Roofing & Seamless Gutters earns consistent praise for professional craftsmanship and meticulous attention to detail, with customers highlighting the owner's hands-on presence at job sites and his crew's care in protecting landscaping and property during complex projects. The company is known for reliable scheduling, efficient project completion, and thorough cleanup, backed by competitive pricing and substantial warranties including a 20-year transferable workmanship guarantee. Customers consistently recommend the company for large and challenging roofing jobs, citing the team's skill, organization, and courteous work practices.
"If that guy had time to take pictures of his cars why didnt he just move them !! Chris was very professional from start to finish. I hired Chris for a big difficult job, him & his crew completed it in a day and a half with ease. I especially like that Chris is a big part of the day to day operation by showing up to the jobsite periodically all day long. Alex, his foreman and all of the crew were great to work with. No property damage and…" — Mark P.
+1 413-441-4840
Adam Quenneville Roofing and Siding Pittsfield
Adam Quenneville Roofing and Siding earns consistent praise from customers for their exceptional professionalism, efficiency, and attention to detail across all projects—from roof cleaning to full replacements. Customers particularly appreciate the knowledgeable and courteous crew members, transparent communication throughout projects, and the team's ability to complete high-quality work quickly while maintaining respect for their property. The company's streamlined process, from online quotes to skilled installation crews led by experienced supervisors like Fabiano, combined with responsive scheduling and competitive pricing, makes them a trusted choice for roofing services in the area.
"I would strongly recommend Adam Quenneville to any one in need of roof repair and/or replacement. I made the mistake of using another company to redo my roof 7 years ago. Long story short, I've needed repairs done over the last couple years and the AQ team always came quickly and were excellent. Unfortunately the roof issues became significant enough to need a full replacement, and I knew Adam Quenneville was the way to go. The roof replacement…" — Amanda
+1 413-823-2471
J Smegal Roofing earns consistent praise for their professionalism, detailed communication, and thorough workmanship across all phases of projects. Customers appreciate the team's friendly demeanor, expertise in identifying underlying issues, transparent pricing with no hidden fees, and ability to complete jobs efficiently—often in a single day. The company is also recognized for responsive service, including same-day availability for emergency repairs, and meticulous cleanup upon completion.
"Raul and his team did an outstanding job on our roof replacement. They managed to replace the entire roof—including all of the plywood—in just a single day. The crew was clearly experienced, communicated well throughout the process, and left my property spotless. Most importantly, I appreciated Raul’s expertise; he identified our ventilation issues and the root cause of the moisture damage that led to the replacement in the first place. The…" — Tom H.
+1 413-216-9016
AAA Roofing consistently earns praise for exceptional professionalism, reliability, and attention to detail, with customers highlighting owner Joe's punctuality, responsiveness, and clear communication throughout projects. The crew's efficiency and work quality stand out—they complete full roof replacements in a single day with meticulous cleanup—while maintaining competitive pricing and thorough explanations of warranty and potential issues. Customers repeatedly emphasize their willingness to recommend AAA Roofing for both complete replacements and smaller repairs, citing the team's collaborative work ethic and courteous service from start to finish.
"AAA roofing was amazing, Joe was punctual, great price, quick to get me a quote, and replace entire plywood, some rafters, insulation, all in a days time. His workers were amazing, worked like crazy and all worked together and their cleanup was unbelievable.... would recommend them to any and all. Whether it is complete roof replacement, or just ice shield and shingles excellent work gentlemen. Paula & David Haefner" — Paula M.
+1 518-828-7302
SJ Winn Construction earns consistent praise for rapid response times, professional workmanship, and fair pricing on emergency roofing services, particularly for ice dam removal and water damage repairs. Customers highlight the team's reliability—including availability six days a week—thorough attention to detail (such as protecting existing installations during work), and follow-up communication to ensure issues are fully resolved. The company's commitment to standing behind their work and going above and beyond customer expectations has made them a trusted choice for homeowners facing urgent roofing emergencies.
"SJ Winn Construction has been outstanding to work with and I can't recommend them enough. A few months after moving into my home in Simsbury, I noticed water leaking into several rooms and called SJ Winn upon a recommendation. The owner, Scott Winn, came right over to assess the issue and explain my options. The roof installation was done professionally, the pricing was very fair, and it is so reassuring to know they stand by their work. Then,…" — Andrea
+1 860-379-8863
Advantage Insulation earns consistent praise from customers for their exceptional professionalism, expert knowledge, and meticulous attention to detail throughout every project phase. Clients particularly appreciate the personalized approach—owners Mike and Ed listen carefully to concerns, provide multiple customized solutions rather than one-size-fits-all options, and transparently communicate before, during, and after work. Beyond superior workmanship, customers report immediate, measurable results in energy efficiency and heating costs, combined with the company's commitment to cleanliness, respect for homes and property, and willingness to handle administrative tasks like energy grant paperwork.
"Advantage Insulation did an insulation job on my 75 year old home. They are hands down about the best company I’ve ever hired! They have expert knowledge of the field. Ed, Mike, Taylor, and the whole crew have an outstanding customer-centered work ethic. They put spray foam insulation on the attic floor followed by blown-in cellulose, and spray foam on the ceiling of my basement/garage. They were punctual, cost effective, knowledgeable, neat,…" — Donna K.
+1 845-758-8544
Costa Construction Company LLC | Roofing & Siding
Costa Construction consistently earns five-star reviews for delivering quality workmanship, competitive pricing, and exceptional customer service. Customers praise owner Valdizar's professionalism, clear communication, and hands-on involvement in projects—whether completing full roof replacements efficiently or responding same-day to emergency repairs like ice dam removal. The company's reliability, fair pricing, thorough cleanup, and commitment to customer satisfaction have built strong loyalty, with multiple clients returning for additional projects.
"We happened upon Costa Construction when we were looking to replace our roof. We had 3 local businesses come to take a look and give us a quote. After meeting Valdizar and speaking with him a bit, we received a complete, reasonable quote and decided to go with Costa. **We had a GREAT experience!** Val was professional, patient, explained the process and what we could expect from his team: Timeliness, Quality Workmanship, A Thorough Job and…" — Stephanie M.
+1 860-387-1711
Berkshire Roofing stands out for delivering exceptional craftsmanship on complex projects, from metal restoration to standard replacements, consistently completing work on time and on budget. Customers consistently praise owner Mike and his experienced team for their professionalism, responsiveness, and meticulous attention to detail—including thorough cleanup and respect for homeowners' properties. The company combines quality workmanship with reasonable pricing and efficient project completion, making it a trusted choice for roofing needs in the area.
"We had a particularly difficult metal roofing job restoring an old A-frame lake cabin, and Mike and his team handled it incredibly well. The job was completed on time, on budget, and absolutely makes the house. Mike was always responsive, friendly and you could tell he really cared about the job, and his business. His team, led by Elmer were knowledgeable and efficient. You could tell they’ve done this for years. We highly recommend you reach…" — Dan
+1 413-298-1029
Phelps Brothers Roofing has earned consistent praise for exceptional craftsmanship, professionalism, and reliability across multiple projects. Customers consistently highlight the team's efficient work ethic, meticulous attention to detail, and outstanding communication throughout the process, with jobs completed to the highest standards even when facing unexpected complexities. The company's reasonable pricing, courteous crew, spotless cleanups, and trustworthy service have made them a multi-generational choice for homeowners seeking a stress-free roofing experience.
"I had an absolutely outstanding experience with this roofing company. They managed to complete the entire job in just one day without sacrificing quality or attention to detail. The crew worked incredibly hard and maintained a kind, respectful attitude throughout the process. They were clean, professional, and very easy to work with, making the whole experience smooth and stress-free. Their pricing was very reasonable, especially considering the…" — Samantha F.
+1 518-479-4362
Why Hire a Local Roofer in Great Barrington?
Local Climate Knowledge
Great Barrington roofers understand Massachusetts's specific weather patterns and choose materials built to last in local conditions.
Building Code Compliance
Local contractors know Great Barrington's permit requirements and code standards, ensuring your repair passes inspection.
Faster Response Times
A local company can respond to emergencies quickly and follow up easily if issues arise after the repair.
Typical Roof Repair Costs in Great Barrington
| Repair Type | Typical Cost Range |
|---|---|
| Minor Leak Repair | $150 – $400 |
| Shingle Replacement (small area) | $300 – $900 |
| Flashing Repair | $200 – $600 |
| Gutter Repair / Replacement | $150 – $500 |
| Section Repair (large area) | $1,500 – $5,000 |
| Emergency Repair | $500 – $1,500 |
| Full Roof Replacement | $8,000 – $25,000+ |
* Estimates only. Actual costs vary by scope, materials, and contractor. Get at least 3 quotes.
FAQ: Roof Repair in Great Barrington, MA
Roof repair costs in Great Barrington typically range from $150–$400 for minor leak repairs to $1,500–$5,000 for extensive section repairs. Emergency repairs can cost more. The exact price depends on the extent of damage, roofing material, roof pitch, and the contractor you choose. Always get 3 quotes before committing.