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 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

7 neighbors recently requested a quote
Avatar for Gravity property solutions
Gravity property solutions
5.0(
2
)
Tree RemovalTree Stump - RemoveTree Trimming

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

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
5 neighbors recently requested a quote
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

3 neighbors recently requested a quote
Avatar for J-Mueller Excavation & Tree Work
J-Mueller Excavation & Tree Work
4.8(
13
)
Tree RemovalTree Stump - RemoveTree Trimming

Serving Chestertown, NY and surrounding areas

In business since 2020

Free estimates

"They removed a 75 ft tree, 12 feet from my house. They are truly experienced at their work. It was done quickly without damage, and an excellent clean up job. See you next year with more work."
Response time4 days
Recommended by100%of homeowners
Avatar for Mark's Tree Removal
Mark's Tree Removal
4.1(
15
)
Tree RemovalTree Stump - RemoveTree Trimming

Serving Chestertown, NY and surrounding areas

In business since 2008

Free estimates

Emergency services offered

"With all the rain that we have had this summer, he did a great job taking down two very old and tall pine trees and grinding the stumps. Definitely going to hire him again to top a few trees."
Our Work
Our Work
Our Work
Our Work
Our Work

+5

Response time2 days
Recommended by85%of homeowners
...
Showing 1-10 of 52
Tree Service FAQs, answered by experts

After a big storm, you may not be sure if a tree was struck or not. Look for the telltale long scars, like strips or gouges in the bark of the tree, running in sometimes jagged lines down the length of the trunk. These scars will often show vulnerable living wood inside the tree. It’s also common to see scorched or wilted leaves on the side or top of the tree where lightning struck.

It can be bad to leave a dead stump in the ground. A stump becomes a hefty piece of dead wood in time and eventually (especially with the help of rain) starts to rot. That makes it a locus point for diseases and pesky insects, as well as a bit of an eyesore. It’s best to remove a tree stump completely before it starts to decay, especially before it starts to fall apart. If the tree was removed because of disease, it’s even more important to fully remove the stump if possible.

On average, tree removal costs around $750, with a typical range between $200 and $2,000. The final price depends on several factors, including the tree's height, trunk diameter, species, and overall health. Accessibility is also a key factor; costs will be higher if the tree is in a hard-to-reach area or located near structures like power lines or your home. Additional costs may apply for services such as stump removal (which can add $100 to $150), log-splitting, debris cleanup, and obtaining necessary permits. It is also customary to tip the professional, usually between $20 and $100.

Yes, you can prune a palm tree with a chainsaw, but a chainsaw is overkill for a job like this. You risk damaging the tree if you make a bad cut. More commonly, you’ll need pruning shears or a serrated knife to trim a palm tree, or you can use a specialized pruning saw instead of a chainsaw.

Yes, the same rules discussed above apply to your neighbor: They can trim one of your trees as long as they’re only cutting the portion that extends into their property. Your neighbor is not allowed to access your property without permission, nor can they cut past the property line. 

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.