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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
21 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
3 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!

Avatar for RH Property Maintenance
RH Property Maintenance
New to Angi
Tree RemovalTree Stump - RemoveTree Trimming

Serving Cheshire, MA and surrounding areas

Approved

Free estimates

Small jobs welcome

Credit card accepted

Hi my name is Ray. Getting rid of junk shouldn't be complicated. That is why I focus on three things: upfront transparent pricing, punctual and reliable service, and treating your property with respect. Whether I am clearing out a single old couch from a living room or handling a full-property garage or estate cleanout, I roll up my sleeves and do all the heavy lifting so you don’t have to. I care about the community we live in. Whenever I haul away items that are still in good condition or recyclable, I make every effort to donate usable goods to local charities and recycle metals, electronics, and materials rather than sending everything straight to the landfill.

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Tree Service FAQs, answered by experts

The recovery time for pruning depends on how much you prune, the species of tree, and how well you care for it afterward. All trees grow new wood and often sprout additional branches after pruning. Ideally, trees should recover from normal pruning after one or two years. Heavy pruning or slow-growing trees may take several years to fully recover.

No. Most of the time, suckers are only a sign that the tree is experiencing stress. However, they can also be the canary in the coal mine, letting you know that something else is stressing your tree. If you have lots of suckers on your tree, calling in an arborist or a tree care expert is always a good call to determine the cause and develop a solution that de-stresses your tree.

Stay inside or well away until the storm passes. Don’t go outside to inspect the tree until the weather clears, especially if the tree is on a hill or isolated in a field. Lightning often strikes the same easily-accessed places multiple times, and you could be a new target. If a lightning strike causes a noticeable fire, alert emergency services. When the storm is over, take a closer look to gauge the damage done.

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.

You will know that an oak tree needs to be removed when you see vertical cracks or dead branch stubs, which indicate internal decay. Other signs include trunk rot near the base of the tree and sprouts or small branches coming from the trunk.

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.