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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%
11 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
4 neighbors recently requested a quote
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Tree Service FAQs, answered by experts

The typical lifespan of a Bradford pear is relatively short, only 15 to 25 years. However, these trees have issues long before their life is over. Due to their soft wood and fast-growing branches, Bradford pear trees often split around 15 years, making them a risk for falling branches and more prone to disease. 

Most tree surgeons cost around $100 per hour or between $70 and $200 per hour for their services. You might get flat fees for more straightforward services, like a tree assessment, tree removal, stump grinding, and one-off treatments, but many times, treatments for tree diseases or pests will be charged based on an hourly rate or a per-visit rate. Since the cost of a tree surgeon can vary widely, it’s best to speak with an arborist near you to get an idea of what your particular issue will cost to correct.

Maple trees start the growing season by developing small groups of red flowers where the tree's fruit, the samaras, will appear in the coming weeks. Later in spring, the samaras, which many call whirlybirds or similar names, develop into single-winged seed carriers that spin when falling or drifting in the wind. 

The best time to cut down a tree is during its dormant season, typically in winter or early spring, after all the leaves have fallen. Removing a tree during this period is advantageous for several reasons. Frozen ground helps secure the tree stump, protects the surrounding landscape from damage, and reduces the risk of the tree falling in an unintended direction. With the leaves gone, there is less risk of the tree's foliage getting tangled with other trees. Additionally, since this is often a slower season for tree services, you may be able to hire a professional at a lower rate. This dormant period is also the best time for tree trimming.

Trees are beneficial to the environment and wildlife. If you have an old tree, but it’s healthy, it may be best to avoid cutting it down. However, if it’s showing signs of bug infestation, disease, or is potentially hazardous, then you should contact a tree removal company to cut it down. 

If you are unsure whether you should have it removed or not, then speak with an arborist to determine what is best.

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.