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TRUSTED BY CHESTER, MA HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon276
    Verified tree services reviews

Find Tree service pros in Chester

Avatar for Southern Berskhire Tree & Land

Southern Berskhire Tree & Land

4.88(
80
)
Approved Pro

Southern Berskhire Tree & Land

4.88(
80
)
Approved Pro
Customers say: Quality work
Recommended by 93% of Angi customers
Recommended by 93% of HomeAdvisor customers
12 years of experience

Welcome to Southern Berkshire Tree & Land! With over 15 years in the business, we take pride in the quality of work and customer satisfaction that we give each and every customer! We are known to pay exquisite attention to detail while making customer satisfaction our top priority. We provide the best low impact tree removal in the area. We also provide tree root injections to refuel those old trees. Call us today to learn more about how we can help you! We also offer 24-hour emergency service for hazardous and storm damaged trees.

"Job was done correctly and cleaned up so you didn’t know they were here. "

Jay S on December 2025

Welcome to Southern Berkshire Tree & Land! With over 15 years in the business, we take pride in the quality of work and customer satisfaction that we give each and every customer! We are known to pay exquisite attention to detail while making customer satisfaction our top priority. We provide the best low impact tree removal in the area. We also provide tree root injections to refuel those old trees. Call us today to learn more about how we can help you! We also offer 24-hour emergency service for hazardous and storm damaged trees.

"Job was done correctly and cleaned up so you didn’t know they were here. "

Jay S on December 2025


Aquadro Farm

4.92(
65
)
Approved Pro

Aquadro Farm

4.92(
65
)
Approved Pro
Customers say: Quality work
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers
15 years of experience

Welcome to Aquadro Farm. We are a family-owned and operated tree business with many years of experience in the area. We take great pride in excellent work, honesty, fair pricing and happy customers. Our goal is that you will be so pleased with our work that you recommend us to your friends and neighbors. Give us a call. We look forward to serving you!

"Project: Remove trees,Stump Grinding, Tree Trimming Sergioâ s work ethic is excellent and professional. Very conscious of keeping yard intact while working with equipment. Will hire again and already gave referrals"

Linda M on April 2022

Welcome to Aquadro Farm. We are a family-owned and operated tree business with many years of experience in the area. We take great pride in excellent work, honesty, fair pricing and happy customers. Our goal is that you will be so pleased with our work that you recommend us to your friends and neighbors. Give us a call. We look forward to serving you!

"Project: Remove trees,Stump Grinding, Tree Trimming Sergioâ s work ethic is excellent and professional. Very conscious of keeping yard intact while working with equipment. Will hire again and already gave referrals"

Linda M on April 2022


Avatar for Cotton Tree Service Inc

Cotton Tree Service Inc

4.89(
28
)
Approved Pro

Cotton Tree Service Inc

4.89(
28
)
Approved Pro
Customers say: True professional
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
70 years of experience

• Award Winning Service • A+ BBB Rating • Founded in 1956 by Ed Cotton, Cotton Tree Service, Inc. is a Family Owned & Operated Tree Care Company • David Cotton, his son, is now the 2nd Generation Owner • We proudly provide Tree Services to Western Massachusetts • We employ 14 people and use subcontractors occasionally, if needed • Our scope of Residential Tree Care Services Offered - Tree Pruning, Removal, Cabling, Tree & Shrub Planting, Deep Root Fertilizing, Stump Grinding, Land Grading, & Land Clearing • We also Sell & Deliver Natural Wood Chips & Mulch • Call Today to Schedule a FREE Estimate or Appointment

"They did exactly what I asked, cleaned up everything phenomenally. They were pleasant and very respectful of my property. I could ask questions and they would answer"

Debbie A on December 2025

• Award Winning Service • A+ BBB Rating • Founded in 1956 by Ed Cotton, Cotton Tree Service, Inc. is a Family Owned & Operated Tree Care Company • David Cotton, his son, is now the 2nd Generation Owner • We proudly provide Tree Services to Western Massachusetts • We employ 14 people and use subcontractors occasionally, if needed • Our scope of Residential Tree Care Services Offered - Tree Pruning, Removal, Cabling, Tree & Shrub Planting, Deep Root Fertilizing, Stump Grinding, Land Grading, & Land Clearing • We also Sell & Deliver Natural Wood Chips & Mulch • Call Today to Schedule a FREE Estimate or Appointment

"They did exactly what I asked, cleaned up everything phenomenally. They were pleasant and very respectful of my property. I could ask questions and they would answer"

Debbie A on December 2025


Avatar for Aligned Design Landscaping, LLC

Aligned Design Landscaping, LLC

4.94(
8
)
Approved Pro

Aligned Design Landscaping, LLC

4.94(
8
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
3 years of experience

Aligned Design Landscaping is a fully insured LLC based in Berkshire County, Massachusetts. Co-owners Eliot James DeLeo and Lucas Deambrogio have over 15 years of landscaping experience combined. The Berkshire natives specialize in landscape design, tree & plant installation, mulching, trimming, patio/stone work, as well as spring & fall cleanups. Aligned Design Landscaping prides themselves on top-tier quality, efficiency, attention to detail, customer satisfaction, and integrity. Servicing both residential and commercial properties, Aligned Design’s goal is to keep the Berkshires beautiful, one landscape at a time!

"ð good job"

Charles P on November 2023

Aligned Design Landscaping is a fully insured LLC based in Berkshire County, Massachusetts. Co-owners Eliot James DeLeo and Lucas Deambrogio have over 15 years of landscaping experience combined. The Berkshire natives specialize in landscape design, tree & plant installation, mulching, trimming, patio/stone work, as well as spring & fall cleanups. Aligned Design Landscaping prides themselves on top-tier quality, efficiency, attention to detail, customer satisfaction, and integrity. Servicing both residential and commercial properties, Aligned Design’s goal is to keep the Berkshires beautiful, one landscape at a time!

"ð good job"

Charles P on November 2023


"Very communicative, kind, and easy to work with. Was flexible with the scope of the work to match my budget, and fit the job into his schedule very quickly! Thank you!"

Cam C on November 2025

Veteran owned, local service in Western MA & CT area. We’re committed to protecting both your property and the environment through professional risk mitigation and hazard management.

"Very communicative, kind, and easy to work with. Was flexible with the scope of the work to match my budget, and fit the job into his schedule very quickly! Thank you!"

Cam C on November 2025


Pittsfield Handyman

4.17(
3
)
Approved Pro

Pittsfield Handyman

4.17(
3
)
Approved Pro
Customers say: Quality work
11 years of experience

Hi. My name is Liz, and together with my husband, Luis, his son Marcelo, and his nephew Renato, we are Berkshire Handyman. We are in Pittsfield and we serve central Berkshire County. We do what we say and we say what we will do. We don’t make promises we can’t deliver on. We’re not the cheapest. But, personally, I think we are the best. (We’re also really nice.)

"Prompt and courteous. Worked through completion."

Matt C on January 2023

Hi. My name is Liz, and together with my husband, Luis, his son Marcelo, and his nephew Renato, we are Berkshire Handyman. We are in Pittsfield and we serve central Berkshire County. We do what we say and we say what we will do. We don’t make promises we can’t deliver on. We’re not the cheapest. But, personally, I think we are the best. (We’re also really nice.)

"Prompt and courteous. Worked through completion."

Matt C on January 2023


Casey's Tree Service

5.00(
2
)
Approved Pro

Casey's Tree Service

5.00(
2
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
6 years of experience

Casey's Tree Service is dedicated to providing our customers with the best quality and craftsmanship. We are here to build relationships with our customers and communities and to provide our employees with a great place to work. We look forward to working with you!

"We had a rather large pine tree lake front obstructing our view We did not want to remove it but just wanted it professionally trimmed back. Casey did an excellent job. Now we have great, clear views of the waterfront. He showed up on time, was very professional and cleaned up the entire area."

Deborah F on January 2024

Casey's Tree Service is dedicated to providing our customers with the best quality and craftsmanship. We are here to build relationships with our customers and communities and to provide our employees with a great place to work. We look forward to working with you!

"We had a rather large pine tree lake front obstructing our view We did not want to remove it but just wanted it professionally trimmed back. Casey did an excellent job. Now we have great, clear views of the waterfront. He showed up on time, was very professional and cleaned up the entire area."

Deborah F on January 2024


Langer's Tree Service

5.00(
2
)
Approved Pro

Langer's Tree Service

5.00(
2
)
Approved Pro
Customers say: Quick response
26 years of experience
Free onsite estimate

Langer's Tree Service has over 20 years of experience. Langer's Tree Service, doesn't claim to be the best and doesn't claim to be the cheapest, but I have integrity. I am a man of my word, I do not do contracts.

"-- notice - there are only 5 star ratings here! For good reason: fair price, done on time, honorable and dependable, with no surprises. 7 trees were removed, all over 90' tall... Dan Langer and team, has the equipment and the experience to handle all of you tree removal needs and then some... More than satisfied, a huge job well done - Thank You Dan Rich and Donna"

Rich W on November 2024

Langer's Tree Service has over 20 years of experience. Langer's Tree Service, doesn't claim to be the best and doesn't claim to be the cheapest, but I have integrity. I am a man of my word, I do not do contracts.

"-- notice - there are only 5 star ratings here! For good reason: fair price, done on time, honorable and dependable, with no surprises. 7 trees were removed, all over 90' tall... Dan Langer and team, has the equipment and the experience to handle all of you tree removal needs and then some... More than satisfied, a huge job well done - Thank You Dan Rich and Donna"

Rich W on November 2024


Avatar for GREENHAVEN PROPERTY SERVICES, LLC

GREENHAVEN PROPERTY SERVICES, LLC

5.00(
1
)
Approved Pro

GREENHAVEN PROPERTY SERVICES, LLC

5.00(
1
)
Approved Pro
3 years of experience
Free onsite estimate

We specialize in paver patios and walkways. We provide exceptional service and strive to exceed customers' expectations. From planning to design to installation, we handle every step with precision and care. Our team uses high-quality materials and expert craftsmanship to ensure lasting beauty and durability. Choose us for your next outdoor project and experience the difference of working with professionals who truly care about bringing your vision to life.

"Mike from Greenhaven was very pleasant to work with. Did a nice job in a timely fashion and a great price. He’s new in the business and he wants to make sure he gets it done properly which was much appreciated on our end. Definitely would recommend him."

Alan T on July 2025

We specialize in paver patios and walkways. We provide exceptional service and strive to exceed customers' expectations. From planning to design to installation, we handle every step with precision and care. Our team uses high-quality materials and expert craftsmanship to ensure lasting beauty and durability. Choose us for your next outdoor project and experience the difference of working with professionals who truly care about bringing your vision to life.

"Mike from Greenhaven was very pleasant to work with. Did a nice job in a timely fashion and a great price. He’s new in the business and he wants to make sure he gets it done properly which was much appreciated on our end. Definitely would recommend him."

Alan T on July 2025


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Tree Service questions, answered by experts

The best time to prune Japanese flowering cherry trees depends on where you live and the type of flowering cherry tree. Some trees benefit from being pruned toward the end of winter or early spring, after the last freeze. Meanwhile, other trees do well after blooming, in late spring or early summer. Avoid pruning your flowering cherry tree in the early winter, as this encourages open wounds that can lead to infections or infestations. 

It is possible to burn out a tree stump if it is dried out and in an area of your property with a large buffer. Drill holes in the stump and dig around the base so it burns more easily. Then, build a small campfire on top using kindling and firewood. You’ll need enough to keep the fire going for many hours to completely burn out the stump, especially if it’s large. 

Monitor the fire closely to ensure it doesn’t spread, and have a hose on hand if it starts to get out of control. When the fire is out, break apart the burned stump and dig out what’s left of it.  

If this sounds like a good option, learn more about how to burn a tree stump before attempting it, as it does come with risks.

Generally, you should prune around 20% of an apple tree’s growth—and never more than 30%. This means that if you have a severely overgrown tree, it can take a few seasons to prune it back enough to produce the healthiest fruit. 

If you’re dealing with a newly planted or juvenile tree, hold off on pruning beyond the initial shaping. Wait at least a couple of seasons into fruit production since pruning can increase the number of water sprouts and unproductive foliage.

Tree pruning is a common and helpful tree maintenance technique that involves carefully cutting and trimming unwanted branches so that the tree can continue to grow and thrive. Pruning is done carefully and intentionally. Tree topping is a frowned-upon method that involves removing and cutting most or the entirety of the top of the tree, including structurally important branches.

An unsafe tree can cause serious damage to your home and property, so tree inspections are important to ensure your home isn’t in danger from a nearby tree. Unhealthy trees can also be unsafe trees, as diseases and insect damage can compromise a tree’s stability, leading to potential damage and safety risks.

The Chester, MA homeowners’ guide to tree services

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

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