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

Ideally, you should wait to prune until trees have gone dormant in late fall to early winter. The worst times to prune trees are early fall and late summer, as pruning them so close to dormancy makes it difficult for the tree recover before it goes dormant for the season.

Dead tree branches should be removed, because they can cause the tree to lose nutrients. They can also make the tree more susceptible to disease and pests. Removing dead and diseased branches can help the tree recover and increase the odds of saving a dying tree. Make sure to prune the tree correctly to avoid damaging it further.

If executed correctly your tree should survive after being transplanted to a new spot. However, effective transplanting requires six months, careful root pruning, safe transport to the new location, and replanting in prime soil conditions. You’ll also need an appropriately sized root ball for a complete tree transplant. A good rule of thumb is that, for every inch in diameter, your tree’s root ball needs to be around 11 inches. So a tree with a diameter of six inches needs a root ball of approximately 66 inches.

A tree growing close to a house can pose several risks, but removal isn't always the only or best solution. Potential problems include roots growing into the foundation and causing structural cracks, branches damaging the roof or promoting moss growth, and debris clogging gutters, which can lead to water damage. Trees can also provide access for pests and encourage mold. However, a small, healthy tree may not be a problem, and for larger, established trees, strategic trimming can be a cheaper and more beneficial alternative to removal. It is generally recommended to take action for trees within 10 to 20 feet of your home, especially if they are unhealthy or encroaching. Your best bet is to consult a professional arborist who can assess the specific situation and provide expert advice.

It is possible to burn out a tree stump if it is dried out and in an area of your property with a large buffer. Drill holes in the stump and dig around the base so it burns more easily. Then, build a small campfire on top using kindling and firewood. You’ll need enough to keep the fire going for many hours to completely burn out the stump, especially if it’s large. 

Monitor the fire closely to ensure it doesn’t spread, and have a hose on hand if it starts to get out of control. When the fire is out, break apart the burned stump and dig out what’s left of it.  

If this sounds like a good option, learn more about how to burn a tree stump before attempting it, as it does come with risks.

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