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TRUSTED BY CHESHIRE, MA HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon152
    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
24 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

3 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
4 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

Not all leaning trees are dangerous, but they can be a hazard as gravity may eventually cause them to fall. A key factor is whether the lean is new or has been present for a long time. Trees that have grown with a lean for years are not typically an immediate danger, but a sudden lean is a cause for concern as it often indicates weakening roots. If a tree is leaning more than 15% from vertical, you should consider having it straightened or transplanted. To be safe, it's always best to hire a professional arborist to inspect any leaning tree to assess the risk and avoid potential accidents.

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.

In the short term, you’ll have a lot of fallen trees to deal with. Tree removal services costs typically start at $200 per tree and increase based on species and size. Then, you’ll have to deal with the loss of trees: That means a loss of shade and a greater risk of rain runoff and erosion. Also, you’ll miss out on the health and aesthetic benefits of having trees on your property, which could even affect the resale value of your home.

That being said, cutting down a tree it’s not always a bad idea. Trees growing too close to rooftops can present fire hazards or debris problems. You may need to remove diseased or dying trees to prevent future issues.

No. Topping a tree refers to severely cutting down all its major branches and tree in a straight line. It was once recommended for streetside deciduous trees but has fallen out of practice. Topping leads to many problems, removing so much of the tree that many trees struggle to survive and become much more vulnerable to insects and diseases. Also, it doesn’t really help tree growth as once assumed and often leads to an ugly appearance of many sprouting stems in competition to become new main branches.

The best time to cut down a tree is during its dormant season, typically in winter or early spring, after all the leaves have fallen. Removing a tree during this period is advantageous for several reasons. Frozen ground helps secure the tree stump, protects the surrounding landscape from damage, and reduces the risk of the tree falling in an unintended direction. With the leaves gone, there is less risk of the tree's foliage getting tangled with other trees. Additionally, since this is often a slower season for tree services, you may be able to hire a professional at a lower rate. This dormant period is also the best time for tree trimming.

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.