Top-rated tree service pros.

Get matched with top tree service pros in Cheshire, MA

Enter your zip and get matched with up to 5 pros

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

Select your specific project to find the pro for you.

TRUSTED BY CHESHIRE, MA HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon151
    Verified tree services reviews

Verified Reviews for Tree Service pros in Cheshire, MA

*The Angi rating for Tree Service companies in Cheshire, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Tree Service needs.

*The HomeAdvisor rating for Tree Service companies in Cheshire, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Tree Service needs.

Last update on August 19, 2025

Find Tree service pros in Cheshire

Avatar for Knights tree services
Knights tree services
New to Angi
Tree RemovalTree TrimmingTree Stump - Remove

Serving Cheshire, MA and surrounding areas

Approved

In business since 2021

Free estimates

Credit card accepted

We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business! Book with us online or feel free to give us a call today!

Gallery
30 neighbors recently requested a quote
Request Quote
Avatar for Capital Flips Property Management
Capital Flips Property Management
5.0(
3
)
Tree RemovalTree Stump - RemoveTree Trimming

Serving Cheshire, MA and surrounding areas

Approved

Free estimates

Small jobs welcome

"I had only planned to have my lawn mowed once but Joshua was excellent so I hired him to mow and trim my yard bi- weekly. Very reliable, great work and excellent clean up. Price was reasonable and very professional."
Small Front Lawn
High Brush
Brunch Cut
Weed & Mulch
Weed & Mulch

+1

7 neighbors recently requested a quote
Request Quote
Avatar for Riffle Lawn Care & More
Riffle Lawn Care & More
5.0(
1
)
Tree Trimming

Serving Cheshire, 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
6 neighbors recently requested a quote
Request Quote
Home Advantage Handyman Services
New to Angi
Tree RemovalTree Stump - Remove

Serving Cheshire, MA and surrounding areas

Approved

Hi, I’m Adam, the owner of Home Advantage Handyman Services. I started this business to take the stress out of home maintenance by tackling the endless to-do lists that busy homeowners simply don't have the time or tools to handle. From mounting your new TV and patching drywall to assembling furniture and pressure washing your deck, I pride myself on showing up on time, communicating clearly, and treating your home like my own. Let me handle the small fixes so you can get back to enjoying your weekends—giving you the ultimate home advantage!

Request Quote
Divine Edges Landscaping
New to Angi
Tree RemovalTree Stump - Remove

Serving Cheshire, MA and surrounding areas

Approved

Hello, my name is Karlos Rivera, owner of Divine Edges Landscaping. We provide reliable lawn care services with a focus on professional mowing and general yard maintenance for residential and commercial properties.\n\nWe take pride in delivering consistent, clean results with attention to detail. Our goal is to keep your lawn looking neat, healthy, and well-maintained throughout the season.\n\nWe value punctuality, clear communication, and quality work on every visit. Each property is treated with care, and we make sure the job is done right from start to finish.\n\nCustomer satisfaction is important to us, and we aim to build long-term relationships through dependable service you can trust.\n\nThank you for considering Divine Edges Landscaping. We look forward to serving you.

Request Quote
Showing 1-10 of 44
Tree Service questions, answered by experts

Talking with a septic pro before planting trees near your tank is best to ensure the roots won’t interfere with your septic system. However, there is an easy way to figure out where to plant a tree—but you’ll need to know how tall it can get when it’s fully grown. For instance, if the tree can reach 50 feet, plant it at least 50 feet from your septic system.

Surface-level tree roots might only pose a small threat, such as being a tripping hazard or obstacle when you mow your lawn. But if mature tree roots start growing in the direction of your home’s foundation or plumbing system, it could be a real problem. Cutting small tree roots out before they grow too large can keep your home safe without removing the whole tree.

It’s not always easy to tell when a tree is dying, although signs like dropping branches and brittle bark can sometimes offer clues. It can also be difficult to know whether a tree is dead or dormant, especially if it’s a deciduous tree. You’ll want to wait until a growth season to get a good idea of a tree’s health. When in doubt, contact an arborist for a consultation.

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.

In most cases, your neighbor is responsible for roots from their tree that cause damage to your property. If your pavement, the foundation of your home, or a fence is damaged by roots from a neighbor’s tree, you likely will have legal recourse for financial relief. While it’s better to notify your neighbor of any problems you notice as soon as they arise to avoid costly damage, there are some instances where filing a civil suit is your only recourse. Your homeowner’s insurance company might wish to do so on your behalf if you file a claim.

The Cheshire, MA homeowners’ guide to tree services

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

See all articles