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TRUSTED BY CHESTERFIELD, MA HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon83
    Verified tree services reviews

Top-Rated Tree service pros in Chesterfield - Updated Nov 2026

Avatar for Stump Busters
Stump Busters
4.9(
52
)
Tree Stump - RemoveTree Stump - Remove - For Business

Serving Chesterfield, MA and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

"Mike from Stump Busters was great. He got back to me right away after submitting my request for stump grinding and came out within a week. Stump Busters made quick work of grinding my stump down and cleaning up not only the wood chips, but also any debris and dirt that was spread around from the grinding. So, bottom line, fast, tidy and reasonable price. I would recommend them."
large oak
large oak
Response time1 hour
Recommended by96%of homeowners
Avatar for M Zawalick Enterprise
M Zawalick Enterprise
5.0(
13
)
Tree RemovalTree Removal - For Business

Serving Chesterfield, MA and surrounding areas

Approved

In business since 2020

Free estimates

Emergency services offered

"I recently hired this business for tree removal and firewood delivery, and I couldn't be more pleased with their service. The team did an excellent job in removing the trees and ensuring a thorough clean-up afterward. They were professional and efficient throughout the process. I highly recommend this business for their top-notch service and exceptional care for their customers. Thank you for a job well done! ð"
Response time1 day
Response rate96%
12 neighbors recently requested a quote
Kelley Brothers Enterprises, LLC
4.0(
9
)
Tree RemovalTree Trimming

Serving Chesterfield, MA and surrounding areas

Approved

In business since 2011

Free estimates

Customers say: Terrific value

"We were delighted with the work done by Kelly Brothers. Within three days of our initial contact with his company, Noah had come to our place, and walked our property with us to answer our questions, and make recommendations based on what we wanted. We had an estimate three days later, and and the amount was about half of what he had expected. The work was completed exactly as we had requested. Best of all, it was completed in less than three weeks from our first call to Kelly Brothers. We will certainly use this business for any future projects. We recommend these young men highly!"
Response time2 days
Recommended by83%of homeowners
Casey's Tree Service
5.0(
2
)
Tree RemovalTree Removal - For BusinessTree Trimming+1 more

Serving Chesterfield, 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."
Response time3 hrs
Recommended by100%of homeowners
Jake OBrien Tree Service
New to Angi
Tree RemovalTree Stump - RemoveTree Trimming

Serving Chesterfield, MA and surrounding areas

Approved

Hello everyone i run a smaller tree climbing trimming and removal service it’s just me and my girlfriend and sometimes i hire help but it means no big machines to wreck your yard and better more affordable prices I’ve been climbing for 11 years and learned how to do it in Maui Hawaii lived there for 13 years just moved back and started my own business 3 years ago so we would really appreciate your business give us a call at 8087584003

Avatar for Riffle Lawn Care & More
Riffle Lawn Care & More
5.0(
1
)
Tree Trimming

Serving Chesterfield, MA and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

"Absolutely fabulous! I had an overgrown lawn about 3ft high and they didn’t even blink! Just said no problem! They were also the only people I called that actually answered their phone.& I didn’t have to leave a msg with a computer prompt that kept cutting me off. They even came to ck out the job first. It was a huge job and they are miracle workers. I will be utilizing their services for years to come. 10 stars! Definitely recommend them."
Ballston Spa
Ballston Spa
5 neighbors recently requested a quote
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Tree Service FAQs, answered by experts

It’s not as common for Dutch elm disease to affect other types of trees, especially if the surrounding trees aren’t elms. However, it is possible for DED to spread to other trees, particularly in northern states, like Minnesota. In fact, it’s a good idea to use geography to identify wood and determine which types of trees are in your yard. 

Unfortunately, the complex and shallow root system of elm trees makes surrounding elm trees particularly vulnerable to DED. Early discovery is key!

Some people prefer to leave or even carve a leftover stump, but we recommend removing it if possible. You can often dig out smaller trunks with a shovel once they have died and dried out. You can have stumps professionally removed, or request a service to grind them down to ground level so they can be replaced with other landscaping or objects.

Consumers typically do not need to worry about the cost of tree insurance, as professional tree service companies pay for their own coverage. For a tree service business, an average U.S. policy covering about $1 million in general liability costs roughly $40 a month or $500 a year. More extensive policies, providing between $500,000 to $2 million in coverage, can cost between $3,000 and $6,000 annually, depending on the company's size and scope of work. Tree service professionals should speak with an insurance company to determine the right plan for their business.

If you aren’t sure what you’re doing, be very careful when cutting mature tree roots (roots larger than 2 inches). Root cutting and pruning can affect both a tree’s stability and its ability to nourish itself. Issues during root cutting can result in damage or injury. 

It’s recommended you call in a pro to help, unless it’s a very small tree and you aren’t worried about the prospect of losing the tree.

Most experts recommend removing a tree that has sustained more than 25% loss in the limbs, trunk, or circumference of the bark. Doing an initial trimming of damaged and dangling branches, but then waiting a few days of monitoring to decide how much more you might need to cut can help you better assess the total damage to the tree. However, consulting a tree maintenance pro to make this determination the best course of action before removing a tree.

The Chesterfield, MA homeowners’ guide to tree services

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