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TRUSTED BY CHESTER, MA HOMEOWNERS
4.7 Average homeowner rating
276 Verified tree services reviews
Verified Reviews for Tree Service pros in Chester, MA
*The Angi rating for Tree Service companies in Chester, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Tree Service needs.
*The HomeAdvisor rating for Tree Service companies in Chester, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Tree Service needs.
Last update on January 04, 2026
Find Tree service pros in Chester
Southern Berskhire Tree & Land
Southern Berskhire Tree & Land
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
Aquadro Farm
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
Cotton Tree Service Inc
Cotton Tree Service Inc
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
"I wish I could give Cotton Tree Service more than five stars. They have removed 5 trees from our property on two separate occasions. Four were over 30 feet tall. All the trees were removed carefully and professionally with heavy equipment and yet our lawn was not damaged. The hard working crew was very polite, professional and knowledgeable. The owner Tom was on site to operate the large crane and his skill was amazing to watch. There will be more tree removal in our future and Cotton Tree Service will be the only one we will call. I highly recommend them."
James M on July 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
"I wish I could give Cotton Tree Service more than five stars. They have removed 5 trees from our property on two separate occasions. Four were over 30 feet tall. All the trees were removed carefully and professionally with heavy equipment and yet our lawn was not damaged. The hard working crew was very polite, professional and knowledgeable. The owner Tom was on site to operate the large crane and his skill was amazing to watch. There will be more tree removal in our future and Cotton Tree Service will be the only one we will call. I highly recommend them."
James M on July 2025
Aligned Design Landscaping, LLC
Aligned Design Landscaping, LLC
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
RJ TREE SERVICE LLC
RJ TREE SERVICE LLC
Customers say: Quick response
2 years of experience
Free onsite estimate
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
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
Pittsfield Handyman
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
Casey's Tree Service
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
Langer's Tree Service
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
GREENHAVEN PROPERTY SERVICES, LLC
GREENHAVEN PROPERTY SERVICES, LLC
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
BARRETT TREE SERVICE INC
BARRETT TREE SERVICE INC
Customers say: Quick response
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
6 employees payment due upon job's completion
6 employees payment due upon job's completion
Tree Service questions, answered by experts
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.
Trimming your bushes is one of the less costly aspects of landscaping, and it’s helpful to bundle many trimming services together to save money.
How much does a palm tree cost? The answer depends on the type of tree, its size, and other factors. Find out how much a new palm tree costs.
Tree inspections can ensure your trees stay healthy and safe, preventing costly damage. Learn how much tree inspections cost and what can affect the price.
Pruning a tree doesn’t require a ton of tools or time, and a little work goes a long way in keeping your leafy friends happy and healthy.
Learn how to kill poison ivy on a tree using one or more of several effective methods to remove or control this noxious plant.
When pruning crepe myrtle trees, it’s crucial to be extra cautious. Learn how to prune a crepe myrtle without damaging it.
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What do you need done? We’ll find top pros.
- 🌱 "Mow a small front yard"
- 🛠 "Fix a leaking pipe under the sink"
- 🏠 "Repair shingles on an asphalt roof"