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TRUSTED BY PITTSFIELD, MA HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon11
    Verified gazebo services reviews

Top-Rated Gazebo pros in Pittsfield - Updated Nov 2026

Avatar for Buckland Home Contractor
Buckland Home Contractor
4.6(
85
)
Gazebo or Freestanding Porch - RepairGazebo or Freestanding Porch - Repair - For Business

Serving Pittsfield, MA and surrounding areas

Approved

In business since 1978

Free estimates

Warranties offered

"I was very pleased with the carpentry work Kurt did in the wood siding of my house. He replaced a whole section of cedar siding and replace various rotting siding. He installed a frieze board and fixed some rotten siding on a dormer along with other various siding and window trims work The quality of work was excellent and very professional Good quality craftmanship and high work ethics coupled with good communication and very friendly. He provides good advise on what to do and always putting the customer first. He is one of the best carpentry contractor and I definitely recommend him and will call him again for all my future carpentry siding work."
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+139

Recommended by96%of homeowners
Avatar for JHJ Maker's
JHJ Maker's
5.0(
1
)
Gazebo or Freestanding Porch - Repair - For Business

Serving Pittsfield, MA and surrounding areas

Approved

Free estimates

Warranties offered

JHJ Makers is a skilled and reliable service provider specializing in high-quality craftsmanship and home improvement solutions. We take pride in delivering detail-oriented work, clear communication, and dependable results tailored to each client’s needs. Whether it’s repairs, custom projects, or upgrades, our goal is to exceed expectations with every job.

Laundry and Bath remodel
Laundry and Bath remodel
Laundry and Bath remodel
Laundry and Bath remodel
Rhinebeck Porch Restor

+4

1 neighbors recently requested a quote
Sonart Construction Corp.
2.3(
7
)
Gazebo or Freestanding Porch - Build or InstallGazebo or Freestanding Porch - Build or Install - For BusinessGazebo or Freestanding Porch - Repair+1 more

Serving Pittsfield, MA and surrounding areas

Approved

In business since 2013

Free estimates

Credit card accepted

"I recently had my shingle roof replaced and I?m very happy with the results. The team was professional, punctual, and completed the job efficiently. The quality of the work is excellent, and the new roof looks great. They kept the work area clean and communicated well throughout the process. I would definitely recommend them to anyone needing a roof replacement."
Avatar for Bright Painting Co.
Bright Painting Co.
4.4(
339
)
Gazebo or Freestanding Porch - Build or InstallGazebo or Freestanding Porch - Build or Install - For Business

Serving Pittsfield, MA and surrounding areas

In business since 1999

Free estimates

Credit card accepted

"Bright's estimator arrived when scheduled, and responded within a week with a thorough written estimate and proposed terms. Initially, responses to my questions about the bid, submitted by e-mail and phone, went unanswered for several weeks, but as I was about to give up on this firm, Bright's manager responded to all the questions, apologized for the time lapse (due to a change in communications management), and agreed to a more competitive price. Subsequent communications were very responsive and we quickly negotiated and executed our contract without difficulty. We then agreed to start the job on a date that worked well for my schedule. Bright's painters began on schedule; carefully and skillfully repaired holes and cracks, primed walls and trim, and painted final coats to my satisfaction. Each day they arrived when promised, worked efficiently and carefully, and cleaned up in preparation for the next day. They responded quickly to my questions and requests, and made touch-ups whenever requested. Most days they worked 8 AM till nearly 5 PM with a lunch break, with a crew of two (three on a couple of days), and finished the job in just over two weeks. Bright's painters and management were a pleasure to work with. The quality of Bright's work was excellent, and they protected my furnishings and wood floors carefully. When I discovered several small omissions a few days after concluding the job, Bright's crew manager came back two days later to correct the omissions to my satisfaction."
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+16

Recommended by92%of homeowners
Avatar for Alliance Home Improvement Inc
Alliance Home Improvement Inc
4.8(
210
)
Gazebo or Freestanding Porch - Build or InstallGazebo or Freestanding Porch - Build or Install - For BusinessGazebo or Freestanding Porch - Repair+1 more

Serving Pittsfield, MA and surrounding areas

In business since 2007

Free estimates

Emergency services offered

"This is a family owned and run business. The do very high quality work at a very competitive price. They will also stand by their work if there are any issues. I had a slight issue with my gutter install which I noticed after the first hard rain, probably a month after the job was complete, and they were out the next day to correct it. My next door neighbor was so impressed he also did a whole house siding and window job."
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+54

Recommended by99%of homeowners
Avatar for Colorstar Painting Inc.
Colorstar Painting Inc.
5.0(
11
)
Gazebo or Freestanding Porch - RepairGazebo or Freestanding Porch - Repair - For Business

Serving Pittsfield, MA and surrounding areas

In business since 2001

Free estimates

Emergency services offered

"I've known Ronney for a couple of years now and he is absolutely wonderful to work with. He will project manage everything and is very flexible with the types of services he can provide. For example, I needed a second thermostat installed upstairs which required HVAC expertise, electrical wires to be run a long way and then patch and painting for the walls and he handled all of those parts for me at a reasonable price. He's also done numerous other jobs (that were less complex) for me that were great as well."
300 Putnam Ave
300 Putnam Ave
300 Putnam Ave
300 Putnam Ave
300 Putnam Ave

+42

Recommended by100%of homeowners
Avatar for Colonial Restorations
Colonial Restorations
4.5(
28
)
Gazebo or Freestanding Porch - RepairGazebo or Freestanding Porch - Repair - For Business

Serving Pittsfield, MA and surrounding areas

In business since 1981

"Brad and his dad were great. They were always at the job on time. They kept me informed each day during the entire project. They are certainly experts with old houses and were happy to explain what they were doing and why. I would certainly have them back when we replace the front doors if we find the sill is rotted. Great guys. Great job."
Post Replacement
Before
During
Barn Roof Replacement
Before

+6

Recommended by87%of homeowners
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Gazebos FAQs, answered by experts

Common materials include wood, vinyl, and metal. Wood offers a classic look, while vinyl and metal are low-maintenance options.

Log cabins are relatively difficult to maintain compared to a traditional house. That’s because log cabins require regular upkeep and care that can include refinishing and corncob blasting, a process similar to sandblasting that shoots ground-up corncob with compressed air.

Using concrete footers is the best way to secure a gazebo on a deck without drilling. The weight of the footers is more likely to hold your gazebo in place than other methods. You can also pour concrete into flower pots to create an aesthetically pleasing concrete footer or use concrete columns to make a statement.

Yes, many gazebos are permanent structures built onto the land. However, if you have a portable gazebo that isn’t secured to the ground, you’ll want to check the manufacturer’s instructions to understand when to put it away. Generally speaking, when it’s particularly windy or wet outside, you should take down your temporary gazebo.

On average, building or installing a gazebo costs around $5,700, with a typical range between $3,000 and $10,000. The final price depends on several factors, including the gazebo's size, shape, material, and design complexity. Material choice is a significant cost driver; for example, brick is often more affordable, while metal can be one of the more expensive options. Square-shaped gazebos can also be more expensive to build. Custom features, such as built-in seating or lighting, will increase the total price. You may be able to save money by purchasing a prefabricated gazebo kit or performing some of the labor yourself.

The Pittsfield, MA homeowners’ guide to gazebo services

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