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TRUSTED BY CHESHIRE, MA HOMEOWNERS

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

Top-Rated Tree service pros in Cheshire - Updated Nov 2026

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
31 neighbors recently requested a 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
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
5 neighbors recently requested a 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!

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.

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Tree Service FAQs, answered by experts

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.

There are several signs that may indicate a tree needs to be cut down. These include visible damage to the trunk or branches, a hollow trunk, extensive storm damage, or a significant lean to one side. Other warning signs are pest infestations or the tree growing too close to a house, power lines, or other structures. It is best to hire a professional arborist to inspect the tree, as they can determine if it can be saved or if removal is necessary.

You should avoid cutting off the top of mature cherry trees. This process is called tree topping, and it’s not recommended for cherry trees—or any trees, for that matter. Tree topping removes between one-third to half of the length of the tree trunk, resulting in structurally unsound, fruitless suckers. The only exception is for saplings. Young pie, sour, and tart cherry trees that are over 30 inches tall in the fall or winter before the tree blooms can benefit from heading cuts.

Tree removal can be quite expensive, especially for larger projects, but you can use the following tips to help keep costs down:

  • Do the yard cleanup afterward yourself

  • Choose to leave the logs on your property and split them yourself

  • Opt to leave the stump in the ground and tackle stump grinding yourself

  • Pull permits for tree removal, if necessary, to avoid fines

  • Pay to have multiple trees removed at once

  • Remove tree in the late winter or early spring during off-season

If your palm tree has spots on the leaves, rotting buds, or is beginning to turn yellow, then you have a sick tree on your hands. You should contact a palm tree specialist to identify the problem and help treat the tree if possible. Preventing diseases and pests is key to a healthy palm tree, and it's essential to take action as soon as possible if your tree is showing signs of being sick.

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.