Top-rated tree service pros.

Best tree service pros near Chestnut Hill, MA

Enter your zip and get matched with up to 5 pros

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

Select your specific project to find the pro for you.

TRUSTED BY CHESTNUT HILL, MA HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon1.3k+
    Verified tree services reviews

Top-Rated Tree service pros in Chestnut Hill - Updated Nov 2026

Avatar for New England Tree Rescue, LLC
New England Tree Rescue, LLC
4.9(
30
)
Tree Trimming

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 2019

Free estimates

Credit card accepted

"Jim came by first to discuss what my wife and I wanted. He explained what we wanted, and his recommendations as an arborist, about all the different types of trees on our lot which were encroaching on the house itself. He educating us about the trees and why they were bending into not only our house but bending over our fenced in yard as well as our cedar log swing which now was almost fully immersed and covered by the branches and leaves from multiple trees. He was always prompt in communications about the job and timely in scheduling our job. He arrived on time, went to work pruning multiple trees as well as removing many other trees that have grown since we moved here 36 years ago. After he finished, he walked around the property and explained once again the rationale on what he did. He not only cleaned up beautifully but because of how he pruned the lot, out house now looked beautiful especially considering the way it originally looked at 9:00 am before he start his work til he finished after 4:30 pm. Wow!!!! I would highly recommend New England Tree Rescue if you are looking improve the view of your property in regards to all the different types of trees around your property. He was very reasonably priced ."
Response time2 days
Recommended by96%of homeowners
Avatar for C&J Tree Services LLC
C&J Tree Services LLC
5.0(
26
)
Tree RemovalTree Removal - For BusinessTree Trimming+1 more

Serving Chestnut Hill, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2017

Free estimates

Emergency services offered

"Very prompt, professional and thorough starting at initial communications with Jeremiah through tree removal and cleanup. A customer service oriented team. I will use C&J again and would recommend to friends."
Lowell
Lowell
Lowell
Lowell
Lowell

+7

Response time10 hrs
Response rate100%
1 neighbors recently requested a quote
Leo's Tree Service
4.5(
478
)
Tree RemovalTree Trimming - For Business

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 2012

Free estimates

Offers commercial services

Leo's Tree Service is the local answer for all of your landscaping needs. We are proud to be locally owned and operated for prompt response to your needs. We strive for your satisfaction and your continued business. Our staff is knowledgeable in all aspects of our business and look forward to helping you achieve the curb appeal that you vision. \n \n** WE DO OFFER REMOVAL OF SNOW OF ROOFS**

11 neighbors recently requested a quote
Recommended by92%of homeowners
Avatar for DM Jepson Tree & Excavation LLC
DM Jepson Tree & Excavation LLC
4.8(
61
)
Tree RemovalTree Removal - For Business

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 2024

Free estimates

Emergency services offered

"Wow great crew very professional and fantastic work . Spent 2.5 hours watching them cutting down trees with crane , very cool . Cleaned up area very nicely after finished. WILL use them again If you are looking for a tree service company Look no further"
Response time12 hrs
Response rate95%
41 neighbors recently requested a quote
B&R Tree Service, Inc.
4.2(
111
)
Tree RemovalTree Trimming

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 1997

Emergency services offered

Customers say: Quality work

"Bernard and his crew ere simply great. Very quick and responsive and very reasonably priced for the scope of the project. Bernard listened and understood exactly what was needed: removing 3 trees whose branches were overhanging utility lines. He got the job done the same day. I highly recommend B&R tree service. By the way, his office manager/ scheduler is so polite and professional which was simply amazing!"
Response time1 day
Response rate91%
Recommended by95%of homeowners
Avatar for McDonough Tree Removal Inc
McDonough Tree Removal Inc
4.9(
61
)
Tree RemovalTree Removal - For BusinessTree Stump - Remove+5 more

Serving Chestnut Hill, MA and surrounding areas

Approved

In business since 1975

Free estimates

Emergency services offered

"These guys are amazing. Kept in phone contact to schedule. Arrived when they said. Professional crew. Great team work. It took them 2 hours from the time they arrived to when they pulled out. Would hardly know they had been here except for the tree being gone. And this tree was huge - 5-foot diameter trunk. Would hire them again."
Response time3 days
Recommended by100%of homeowners
...
Showing 1-10 of 257
Tree Service FAQs, answered by experts

In the case that a tree is growing directly on your property line, the cost of maintaining the tree is shared and is the property of both owners in common. In this case, all decisions regarding the maintenance of the tree must be made jointly, and both parties must agree on a course of action. You will need to agree with your neighbor about the cutting of any roots before you carry it out, and your neighbor must also consult with you before doing any trimming. Coming to an agreement with your neighbor about any shared trees ahead of necessary trimming and maintenance will make this process much simpler.

Generally, you’ll want to avoid pruning more than 25% of the tree’s canopy at one time. While pruning your tree is important, it’s possible to do it too often or to go too far. Again, this is why hiring a tree trimming pro to do the work is wise. However, if you do decide to DIY, going slow and trimming gradually is the name of the game.

Deciduous shade trees (the type of trees whose leaves fall off in autumn) need to be pruned in late winter—between February and March. That’s because it’s easier to find and remove sick or dead branches when no leaves are present. And wounds close and heal faster in colder temperatures so pruning them at this time also makes them less prone to infection.

Generally, homeowners do not need permission to cut down a tree on their own private property, but there are several exceptions where a permit may be required. You might need a permit if the tree is particularly large, old, or a protected species, such as a heritage tree. Trees located near public property or power lines can also be subject to special rules. Additionally, many local governments and homeowners associations (HOAs) have regulations controlling which trees can be removed to manage an area's appearance or prevent the spread of invasive species. To avoid hefty fines, it is crucial to check with your local government and HOA to determine if a permit is needed before you begin.

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 Chestnut Hill, MA homeowners’ guide to tree services

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