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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

Signs include dead branches, growth over structures, diseases, pests, or roots impacting hardscapes.

For Bradford pears, damage from storms is common, and if the trunk splits, it can pose a danger to people and surrounding structures. The best thing to do in that instance is to have the tree removed. If there’s only minor damage to the branches, pruning away the damaged parts is the first order of business. You may also want to consult a professional arborist to make sure the tree is healthy.

Aim to have your trees inspected and pruned in early spring. At this point in the year, tree service professionals can note where there is old growth from winter and cut that back to encourage new growth for the rest of the year. Pruning at the wrong time of the year could make your trees prone to diseases.

Maple trees start the growing season by developing small groups of red flowers where the tree's fruit, the samaras, will appear in the coming weeks. Later in spring, the samaras, which many call whirlybirds or similar names, develop into single-winged seed carriers that spin when falling or drifting in the wind. 

There are a few general rules to follow that will help you prune your trees correctly. One of the most important rules is to prune during the correct season for the type of tree you have. Typically, pruning should be during late winter. For younger trees, you should not remove more than a ⅓ of the tree's crown when pruning. Also, remember to remove dead and diseased branches first, then proceed with pruning the rest of the tree.

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.