
Get matched with top tree service pros in Chester, MA
There are 9 highly-rated local tree service pros.
Need a pro for your tree service project in Chester, MA?
TRUSTED BY CHESTER, MA HOMEOWNERS
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Average homeowner rating276
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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 October 04, 2025
Find Tree service pros in Chester
Cotton Tree Service Inc
Cotton Tree Service Inc
• 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
Casey's Tree Service
Casey's Tree Service
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

RJ TREE SERVICE LLC
RJ TREE SERVICE LLC
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.
"Showed up promptly and at the scheduled time. Did a complete removal of an 85 foot Norway Maple. Chipped and removed all the debris. Also removed 2 smaller trees. Very satisfied."
Carl T on June 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.
"Showed up promptly and at the scheduled time. Did a complete removal of an 85 foot Norway Maple. Chipped and removed all the debris. Also removed 2 smaller trees. Very satisfied."
Carl T on June 2025

GREENHAVEN PROPERTY SERVICES, LLC
GREENHAVEN PROPERTY SERVICES, LLC
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

Southern Berskhire Tree & Land
Southern Berskhire Tree & Land
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.
"I was so pleased with the service provided. We had several trees removed and others trimmed away from my home in Becket. The whole process went smoothly. The crew was efficient, friendly and super professional. The work site was left clean and the work was done exactly as I had requested. And as an added bonus the price was more than fair. I would recommend and surely use them again in the future!!"
Stephen K on September 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.
"I was so pleased with the service provided. We had several trees removed and others trimmed away from my home in Becket. The whole process went smoothly. The crew was efficient, friendly and super professional. The work site was left clean and the work was done exactly as I had requested. And as an added bonus the price was more than fair. I would recommend and surely use them again in the future!!"
Stephen K on September 2025
Pittsfield Handyman
Pittsfield Handyman
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
Aquadro Farm
Aquadro Farm
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!
"They did an amazing job dismantling a big maple for us recently. They are safety oriented and very professional. Extremely pleased with the service they provided. Very fair quote given for such a big tree. I will recommend them for anyone looking to have trees removed and I am very much looking forward to having them remove additional trees on my property."
Brian M on June 2025
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!
"They did an amazing job dismantling a big maple for us recently. They are safety oriented and very professional. Extremely pleased with the service they provided. Very fair quote given for such a big tree. I will recommend them for anyone looking to have trees removed and I am very much looking forward to having them remove additional trees on my property."
Brian M on June 2025
K browns Property Maintenance
K browns Property Maintenance
K Browns Property maintenence is a locally owned and operated Company in Berkshire County with reliable pricing my areas I cover is and services I offer Handy men work 14 year experience Snow plowing Snow blowing 10 year experience furniture assembly 3 year expensive Any work that you need done around house I am will to help fully licensed and insured Give me call at 413-841-7736 to discuss further on details of stuff you would like done as always stay safe stay blessed and have a great day Richmond ma Pittsfield ma Lanasbroro ma Chesher ma Adams ma And more Depending on job North adams ma
K Browns Property maintenence is a locally owned and operated Company in Berkshire County with reliable pricing my areas I cover is and services I offer Handy men work 14 year experience Snow plowing Snow blowing 10 year experience furniture assembly 3 year expensive Any work that you need done around house I am will to help fully licensed and insured Give me call at 413-841-7736 to discuss further on details of stuff you would like done as always stay safe stay blessed and have a great day Richmond ma Pittsfield ma Lanasbroro ma Chesher ma Adams ma And more Depending on job North adams ma
Coyne Brothers Construction and Landscaping
Coyne Brothers Construction and Landscaping
Family owned business with over 9 years of experience for residential and commercial Landscaping, Hydroseeding, light Excavation, Lawn and Yard work, mulch, bed maintenance.
"Nick was recommended to me by a family member who recently had their lawn hydroseeded by Coyne Brothers. They were professional, informative, and here when they said they would be! I too would recommend their services."
Chelsea B on August 2023
Family owned business with over 9 years of experience for residential and commercial Landscaping, Hydroseeding, light Excavation, Lawn and Yard work, mulch, bed maintenance.
"Nick was recommended to me by a family member who recently had their lawn hydroseeded by Coyne Brothers. They were professional, informative, and here when they said they would be! I too would recommend their services."
Chelsea B on August 2023
Eco Forestry and land management
Eco Forestry and land management
We are a forestry mulching and land management company proudly serving New Hampshire, Vermont, & Maine We have a wide range of top of the line, cutting edge heavy equipment to help you with your projects. We treat every project equally, with our famously high standard of workmanship. Projects large or small, get it done right the first time! We are licensed & fully Insured.
We are a forestry mulching and land management company proudly serving New Hampshire, Vermont, & Maine We have a wide range of top of the line, cutting edge heavy equipment to help you with your projects. We treat every project equally, with our famously high standard of workmanship. Projects large or small, get it done right the first time! We are licensed & fully Insured.
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.
Even the healthiest trees need a trim from time to time, but it's best left to the pros. Here's what you can expect and how to budget for tree trimming costs.
It’s important to remove troublesome stumps: Here’s everything you can expect from stump grinding costs for your next landscaping project.
Discover what the current average tree removal cost is based on different factors to know how much it will cost to take care of a dead or troublesome tree on your property.
Holes in trees aren’t always a bad thing, but there could be an underlying cause that’s killing your landscaping. Here’s what to do to help your trees.
Wondering how to kill oak roots but not trees? Follow these 6 tips to learn the best ways to handle oak roots without harming the tree itself.
Weather getting colder? The cheapest time of year for tree removal is right on the horizon. This guide will show you how to plan your project and save.
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