
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?
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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 25, 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

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
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.
Diggin It LLC
Diggin It LLC
We are a small owner-operated excavation company established in july of 2021 out of Westfield, MA. We offer a wide range of affordable services from excavation to retaining walls and everything in between. Licensed and insured.
We are a small owner-operated excavation company established in july of 2021 out of Westfield, MA. We offer a wide range of affordable services from excavation to retaining walls and everything in between. Licensed and insured.
Dylan's Landscaping & Handyman Services
Dylan's Landscaping & Handyman Services
Here at Dylan's Landscaping & Handyman Services we offer alot from landscaping to tree work and removal (including brush) spring/fall clean-ups. We also do small repair jobs aswell, something broke and/or needs fixing? Dylan's Landscaping & Handyman Services can come out and fix it! A little about me, My name is Dylan and I am the proud Owner of Dylan's Landscaping & Handyman services. I just started up my business in the spring of 2021. I am a local to the Berkshires, i was born and raised here so i know my way around. I strive to do the best work. Some people seem to think i can be a perfectionist at times because of how long a project might take me just to make it look that much better. There's just no good quality in your work when you rush to get something done.
Here at Dylan's Landscaping & Handyman Services we offer alot from landscaping to tree work and removal (including brush) spring/fall clean-ups. We also do small repair jobs aswell, something broke and/or needs fixing? Dylan's Landscaping & Handyman Services can come out and fix it! A little about me, My name is Dylan and I am the proud Owner of Dylan's Landscaping & Handyman services. I just started up my business in the spring of 2021. I am a local to the Berkshires, i was born and raised here so i know my way around. I strive to do the best work. Some people seem to think i can be a perfectionist at times because of how long a project might take me just to make it look that much better. There's just no good quality in your work when you rush to get something done.
Mt. Tom property service
Mt. Tom property service
We have been serving the Pioneer Valley, Hampshire County, Hampton County, Franklin County, and some of Berkshire County, for over 12 years. We specialize in general Landscaping including, hedge trimming, brush/Overgrowth removal, tree work and pruning, land clearing, mulching, edging, hardscapes, planting, spring/fall clean ups, and so much more! Our crew is extremely reliable, knowledgeable, and affordable. Our goal is to satisfy and service you with integrity and a hardworking, down to earth, friendly attitude.
We have been serving the Pioneer Valley, Hampshire County, Hampton County, Franklin County, and some of Berkshire County, for over 12 years. We specialize in general Landscaping including, hedge trimming, brush/Overgrowth removal, tree work and pruning, land clearing, mulching, edging, hardscapes, planting, spring/fall clean ups, and so much more! Our crew is extremely reliable, knowledgeable, and affordable. Our goal is to satisfy and service you with integrity and a hardworking, down to earth, friendly attitude.
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.

The cost of tree stump removal depends on size, removal method, location, and more. Our guide will show you how much stump removal costs.
•Discover the average tree maintenance cost, key price factors, and tips to save. Get expert insights to plan your tree care budget with confidence.

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.

When pruning crepe myrtle trees, it’s crucial to be extra cautious. Learn how to prune a crepe myrtle without damaging it.

If a tree falls in your yard, your first course of action is to determine the right type of professional to call to remove it. Read on to learn who to hire.

The upkeep and care for your trees should sometimes be left to a professional. Learn all the reasons why so you know when to call an arborist.
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- 🌱 "Mow a small front yard"
- 🛠 "Fix a leaking pipe under the sink"
- 🏠 "Repair shingles on an asphalt roof"