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TRUSTED BY STOCKBRIDGE, MA HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon139
    Verified tree services reviews

Find Tree service pros in Stockbridge

Avatar for Behind The Grind

Behind The Grind

4.98(
47
)
Approved Pro

Behind The Grind

4.98(
47
)
Approved Pro
Super Service Award
Customers say: True professional
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

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


Avatar for Southern Berskhire Tree & Land

Southern Berskhire Tree & Land

4.88(
80
)
Approved Pro

Southern Berskhire Tree & Land

4.88(
80
)
Approved Pro
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


Avatar for Sky High Tree Service

Sky High Tree Service

5.00(
18
)
Approved Pro

Sky High Tree Service

5.00(
18
)
Approved Pro
Super Service Award
Customers say: Quick response
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor 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

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


Avatar for Aligned Design Landscaping, LLC

Aligned Design Landscaping, LLC

4.94(
8
)
Approved Pro

Aligned Design Landscaping, LLC

4.94(
8
)
Approved Pro
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


Pittsfield Handyman

4.17(
3
)
Approved Pro

Pittsfield Handyman

4.17(
3
)
Approved Pro
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


Kelley Brothers Enterprises, LLC

4.17(
6
)
Approved Pro

Kelley Brothers Enterprises, LLC

4.17(
6
)
Approved Pro
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!

"Good job but expensive"

Joe P on October 2019

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!

"Good job but expensive"

Joe P on October 2019


Casey's Tree Service

5.00(
2
)
Approved Pro

Casey's Tree Service

5.00(
2
)
Approved Pro
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


Avatar for Taconic Tree

Taconic Tree

5.00(
2
)
Approved Pro

Taconic Tree

5.00(
2
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor 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 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


Langer's Tree Service

5.00(
2
)
Approved Pro

Langer's Tree Service

5.00(
2
)
Approved Pro
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


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Tree Service questions, answered by experts

You can use a felling ax to chop down a tree by following the same prep and steps as a chainsaw, but be prepared to use some muscle. For trees bigger than 7 inches in diameter, it can take some time and serious strength to cut down a tree using just an ax. 

Once you confirm a tree is dead, you should remove it. Dead trees eventually fall, and larger trees in particular can cause damage to rooftops, fencing, flowers, and other objects. As we mentioned, letting decayed wood stay in your yard also invites risks to the surrounding landscaping and vegetation.

Bradford pear trees bloom in early spring with small white flowers. They typically flower for at least two weeks. In bloom, these trees often emit a foul-smelling odor that’s often compared to rotting fish. Bradford pear trees will sometimes bloom in the fall due to drought or other stress-inducing conditions. 

While it’s best to have access to large, healthy, strong trees in a safe position, treehouse living is still possible without them. Contractors can fit tree posts to build the structure onto or use posts as additional support alongside the trees themselves. If you’re in doubt about the suitability of the trees on your land, consult with a local treehouse builder before you start the project.

It depends on where you live—but in most areas, leaves begin falling in September and continue falling until January or February. Warmer regions, such as Southern states, may see leaves fall a bit later in the calendar year. It also depends on the type of trees in your yard and their maturity. 

The Stockbridge, MA homeowners’ guide to tree services

From average costs to expert advice, get all the answers you need to get your job done.

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