Get matched with top tree service pros in Stockbridge, MA

Customers say: True professional

Behind The Grind

3 years of experience

Free onsite estimate

We have the experience, and we are committed to providing quality workmanship and superior customer service on all our applications. We at Behind The Grind strive to maintain our reputation as a high quality, very service-oriented company with our main focus being customer satisfaction.

"Correctly and efficiently done. On time as promised"

Lance E on November 2025

"Correctly and efficiently done. On time as promised"

Lance E on November 2025

Southern Berskhire Tree & Land

4.88(

Southern Berskhire Tree & Land

4.88(

Customers say: Quality work

Recommended by 93% of Angi 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.

"Southwrn Berkshire Tree Service did an excellent job trimming large overhanging branches cleaning up piles of brush from older fallen trees and removing three trees one of which was in between the houses and a very tricky removal. They did an exceptionally great job and clean up. I would recommend them to to everyone. The owner operator was so very pleasant and professional. I donâ t usually do reviews but this company did such a great job i wanted to share the experience."

Karen D on May 2021

"Southwrn Berkshire Tree Service did an excellent job trimming large overhanging branches cleaning up piles of brush from older fallen trees and removing three trees one of which was in between the houses and a very tricky removal. They did an exceptionally great job and clean up. I would recommend them to to everyone. The owner operator was so very pleasant and professional. I donâ t usually do reviews but this company did such a great job i wanted to share the experience."

Karen D on May 2021

Sky High Tree Service

Sky High Tree Service

Recommended by 94% of Angi customers

17 years of experience

Over 15+ years of experience in the tree service business. We provide residential and commercial tree removal service in New York, Vermont, Massachusetts and surrounding areas. We are a safe, efficient and knowledgeable tree service company at an affordable cost. Call us today for a free quote! Fully Insured / Licensed

"I had a tree removed plus additional tree trimming. The service was conducted in a very professional manner. Friendly and easy communication. When finished the area had been cleaned up of any residual debris. I would recommend this company and use again as the need arises."

Wallace F on August 2025

"I had a tree removed plus additional tree trimming. The service was conducted in a very professional manner. Friendly and easy communication. When finished the area had been cleaned up of any residual debris. I would recommend this company and use again as the need arises."

Wallace F on August 2025

Aligned Design Landscaping, LLC

4.94(

Aligned Design Landscaping, LLC

4.94(

Recommended by 100% of Angi 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

"ð good job"

Charles P on November 2023

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

"Prompt and courteous. Worked through completion."

Matt C on January 2023

Kelley Brothers Enterprises, LLC

Kelley Brothers Enterprises, LLC

Customers say: Terrific value

15 years of experience

Free onsite estimate

With over 7 years of experience in the tree industry, we are the service professionals you need to take care of your home or business. We handle everything from tree trims to tree removals. We will treat your home as we would treat our own. Give Kelley Brothers Enterprises, LLC a call today, we look forward to working with you!

"I had an estimate for two trees to be removed and the stumps (I was told they subcontract that out). Topsoil and grass seed were to be done as well. The estimate was an OK price, and they were fairly timely. The problems were: they caused far more yard damage than they said, which will need repair in the Spring. The yard cleanup was not great, and I had to do quite a bit more after they were done. The worst part is that no one ever came to remove the stumps, which I was told would be in 1 - 2 weeks. I emailed 3 times and called another 3 times and no one returned my messages. I paid for something I never received! I was very much lied to. I would not trust them nor I would I recommend them to anyone."

John C on November 2018

"I had an estimate for two trees to be removed and the stumps (I was told they subcontract that out). Topsoil and grass seed were to be done as well. The estimate was an OK price, and they were fairly timely. The problems were: they caused far more yard damage than they said, which will need repair in the Spring. The yard cleanup was not great, and I had to do quite a bit more after they were done. The worst part is that no one ever came to remove the stumps, which I was told would be in 1 - 2 weeks. I emailed 3 times and called another 3 times and no one returned my messages. I paid for something I never received! I was very much lied to. I would not trust them nor I would I recommend them to anyone."

John C on November 2018

Casey's Tree Service

Casey's Tree Service

Recommended by 100% of Angi 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

"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

Taconic Tree

Taconic Tree

Recommended by 100% of Angi customers

4 years of experience

Taconic Tree is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers interests, and make their concerns the basis of our business.

"Taconic Tree was very quick to come out and aid us on our dead branches hanging over our business. They were extremely fast, affordable/fair pricing, the clean-up was so precise that you could not even tell that they were there! We are looking forward to future business with Taconic Tree."

Michael B on December 2022

"Taconic Tree was very quick to come out and aid us on our dead branches hanging over our business. They were extremely fast, affordable/fair pricing, the clean-up was so precise that you could not even tell that they were there! We are looking forward to future business with Taconic Tree."

Michael B on December 2022

Langer's Tree Service

Langer's Tree Service

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

"-- 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

BARRETT TREE SERVICE INC

BARRETT TREE SERVICE INC