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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
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

No. Topping a tree refers to severely cutting down all its major branches and tree in a straight line. It was once recommended for streetside deciduous trees but has fallen out of practice. Topping leads to many problems, removing so much of the tree that many trees struggle to survive and become much more vulnerable to insects and diseases. Also, it doesn’t really help tree growth as once assumed and often leads to an ugly appearance of many sprouting stems in competition to become new main branches.

Pruning trees during the summer can be a bad idea because the new growth will take place during the hottest months of the year, which can stress your tree out. Similarly, pruning during the early fall can be a bad idea, too, because you’d be stimulating new growth when most trees are aiming to go dormant. 

Pruning recommendations will vary by the type of tree, but generally, waiting until winter to prune your trees is a good idea.

Using vinegar to kill tree roots is just one of the clever ways to use vinegar around the house. The method works best when you apply vinegar as directly to the root system as possible. For example, if the old tree roots and stump are currently exposed, drill holes in the tops of the roots and pour undiluted white vinegar into the holes to soak into the plant. Remember that vinegar can kill the surrounding grass and plants should it pour over the edge.

Some trees will bounce back just fine, and others will struggle and possibly die. Evergreens, for instance, have a very difficult time recovering after droughts and usually die after periods of extreme dryness. Usually, you’ll have to just wait and see—if the drought occurs in wintertime, it’s possible that your tree will recover during the gentler springtime.

Not every arborist climbs trees, but most will do so if that’s the best method for assessing or treating a tree. Arborists have a variety of tree climbing gear and safety equipment to choose from when climbing trees. Consult your local arborist about their tree-climbing plan if your service requires that type of task.

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.