Top-rated tree service pros.

Best tree service pros near Chestertown, NY

Enter your zip and get matched with up to 5 pros

Need a pro for your tree service project in Chestertown, NY?

Select your specific project to find the pro for you.

TRUSTED BY CHESTERTOWN, NY HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon46
    Verified tree services reviews

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

Avatar for Gravity property solutions
Gravity property solutions
5.0(
6
)
Tree TrimmingTree RemovalTree Stump - Remove

Serving Chestertown, NY and surrounding areas

Approved

Free estimates

Emergency services offered

Warranties offered

At Gravity Property Solutions LLC, we make property maintenance simple, convenient, and dependable for homeowners and businesses\. We provide professional landscaping, lawn care, leaf removal, snow plowing, junk removal, and general property maintenance services designed to keep your property clean, safe, and looking its best\.\n\nYou can count on us for reliable service, clear communication, attention to detail, and quality results\. Whether you need seasonal cleanup, unwanted items removed, snow cleared, or ongoing property maintenance, we handle the work efficiently so you can save time and enjoy peace of mind\.\n\nWe proudly serve our local community and surrounding areas with a commitment to convenience, fair pricing, and customer satisfaction\. Our goal is to make every service experience easy and stress\-free while delivering results you can rely on\.\n\n**Contact us today for a quote\!**

Lawn mowing
Lawn mowing
Lawn mowing
Tree removal
Tree removal

+21

1 neighbors recently requested a quote
Avatar for Capital Flips Property Management
Capital Flips Property Management
5.0(
3
)
Tree RemovalTree Stump - RemoveTree Trimming

Serving Chestertown, NY 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 Chestertown, NY 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
Avatar for RH Property Maintenance
RH Property Maintenance
New to Angi
Tree RemovalTree Stump - RemoveTree Trimming

Serving Chestertown, NY 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.

H&J Landscaping
New to Angi
Tree TrimmingTree Trimming - For Business

Serving Chestertown, NY and surrounding areas

Approved

In business since 2022

Free estimates

Offers commercial services

With 15 years of experience, we take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer need. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.

Mulching
Planting
Planting
Planting
Pruning

+4

5 neighbors recently requested a quote
...
Showing 1-10 of 53
Tree Service FAQs, answered by experts

A general rule is that trees need 10 gallons of water for each inch of the tree’s diameter. For large trees, that can amount to approximately 160 gallons of water or more. Watering big trees to this extent can take quite a bit of time using a hose. For this reason, you may consider installing a soaker hose or sprinkler system to make the job easier.  

It may not be worth it to rake every leaf in your yard, but it’s necessary to remove the majority of leaves to prevent them from smothering grass growth on your lawn. However, raking leaves isn’t your only option for leaf removal. You can remove leaves easily with a leaf blower or compost or mulch them with your lawn mower to repurpose them to help grow your garden or yard.

Coverage varies quite a bit by policy, but most homeowners' insurance policies will cover $500 to $1,000 of the cost of removing a tree. Additionally, if your tree causes damage to your property, like your house, many policies will cover some or all of the costs to repair the damage, depending on why the tree fell.

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.

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.

The Chestertown, NY homeowners’ guide to tree services

From average costs to expert advice, get all the answers you need to get your job done.