Top-rated tree service pros.

Best tree service pros near Chesterfield, MA

Enter your zip and get matched with up to 5 pros

Need a pro for your tree service project in Chesterfield, MA?

Select your specific project to find the pro for you.

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
...
Showing 1-10 of 63
Tree Service FAQs, answered by experts

A standard tree removal doesn’t include stump grinding. If you want your contractor to remove your tree and grind the stump, you must pay an extra charge. That said, you’ll likely save on the cost of stand-alone service—especially if it’s a small tree and they can finish both jobs in a single trip.

For safety reasons, leaning trees are best removed by a professional, as they may often tear away from the hinge, causing you to lose control over where the tree falls. If you choose to cut down a tree leaning slightly, avoid cutting off root protrusions before you start. Make your hinge a little longer than usual by cutting it deeper (up to 30% of the diameter) and applying a wedge into the felling cut on the side the tree is leaning. Stand away from the direction the tree leans while making your felling cut.

Opt for a barefoot tree. Pros harvest barefoot trees when they’re dormant (leafless). They shake the dirt from the root ball and pack it in moist material. 

These trees can cost half as much as the trees at your local nursery, and you can buy them online—so there’s a much wider selection. Just make sure you keep your barefoot tree cool until you’re ready to plant it.

Unlike some fruit trees, such as apple, sweet cherry, or pear that require at least two trees for pollination, most peach trees are self-pollinating. This means you can plant just one tree and still expect it to produce fruit, typically within two to four years. For best results, consult with a local landscaper to choose the right peach tree variety for your specific climate, soil type, and yard layout.

Tree removal costs typically don’t include stump removal, as that technically falls into a different service. The company you hire may offer the service for an additional fee; ask them if they offer it to ensure you get the best tree stump removal costs possible.

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.