4.5 
35 *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 September 29, 2025
Serving Chester, MA and surrounding areas
Approved
Super Service Award Winner
In business since 2024
Free estimates
Credit card accepted
"I worked with Ryan to deal with some trees in my backyard. He was easy to work with and was prompt when I contacted him. He did as we had discussed and cleaned up after the job was complete. Will hire again."
Serving Chester, MA and surrounding areas
Approved
In business since 2000
Free estimates
Customers say: True professional
"Dan is the consummate professional. He performs his tree work with a cautious expertise while taking care of the needs and concerns of his customers with graciousness and patience. You will be calling Dan again and again."
Serving Chester, MA and surrounding areas
Approved
In business since 2020
Free estimates
Credit card accepted
"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."
Serving Chester, MA and surrounding areas
Approved
Free estimates
Emergency services offered
Small jobs welcome
We are a local, family owned buisness right out of North Haven, CT. No job to small or to big. We have over 10 years of experience, completely free estimate with the best rates covering the state
+6
Serving Chester, MA and surrounding areas
Approved
Free estimates
Small jobs welcome
Offers commercial services
We can mow up to 3.5 acres in under 2 hrs and we do stone mulch tree trimming and hedge trimming and other projects
Serving Chester, MA and surrounding areas
Approved
I currently hold 2 jobs in would like to find small jobs i can do by myself on my off days.
Serving Chester, MA and surrounding areas
Approved
Hello, my name is Karlos Rivera, owner of Divine Edges Landscaping. We provide reliable lawn care services with a focus on professional mowing and general yard maintenance for residential and commercial properties.\n\nWe take pride in delivering consistent, clean results with attention to detail. Our goal is to keep your lawn looking neat, healthy, and well-maintained throughout the season.\n\nWe value punctuality, clear communication, and quality work on every visit. Each property is treated with care, and we make sure the job is done right from start to finish.\n\nCustomer satisfaction is important to us, and we aim to build long-term relationships through dependable service you can trust.\n\nThank you for considering Divine Edges Landscaping. We look forward to serving you.
Serving Chester, MA and surrounding areas
Approved
Free estimates
Emergency services offered
Small jobs welcome
Welcome to Pioneer Valley Removal!\nWe're a local junk removal company dedicated to helping homeowners, landlords, and businesses clear unwanted items and reclaim their space.\nFrom cleanouts to everyday clutter, we make removal simple, reliable, and stress-free.
Serving Chester, MA and surrounding areas
In business since 2011
Free estimates
Offers commercial services
"Highly recommend Sergio for tree removal. He is professional, pleasant and,skilled. He took down (8) trees around our house. He was very careful of adjacent trees and bushes, etc. He happily trimmed some nearby trees that were not part of the original plan. We will recommend him with out reservation."
Serving Chester, MA and surrounding areas
In business since 2006
Free estimates
Emergency services offered
"Just wow. I had several large oak trees removed from behind a fenced-in yard. The trees were actually hanging over my fence, so this was very precise and delicate work. Tony and his remarkable crew came in with a crane and dismantled the trees piece by piece, moving the pieces over my house and garage and into the front yard where they were further dismantled and put into a chipper. It was a spectacle to behold. They had to remove parts of two fences and my mailbox in order to do all of this, but everything was restored exactly they way it had been. Amazing! It looks fantastic, and every single member of the T & N team was incredibly nice and friendly on top of it. All businesses should take note: THIS is how you do customer service."
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