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Best tree service pros near Chestertown, NY

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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

5 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
4 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

5 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
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Tree Service FAQs, answered by experts

Dutch elm disease can’t harm humans. In fact, according to Cal Fire, bark beetles aren’t even typically dangerous to trees unless that tree is already weakened. The problem comes when Dutch elm disease kills a tree. That tree is more at risk of falling and catching fire, which can pose a serious threat.

The safest way to cut down a tree is to make sure you’re completely prepared and have done all the necessary safety checks, including double-checking your equipment is in good working order, you have plenty of clearance to fell the tree, you’re wearing all the safety gear, and you have a partner to help you (who should also be wearing safety gear). 

Make sure the tree roots soak around a day before you dig the tree up for the transplant. Keep the roots wet while the tree is above ground. After the transplant is finished, provide consistent water every day for the first month or so. You don’t want to overwater the tree, but you do want to keep the roots wet so they can thrive in their new environment.

It will take you anywhere from 15 minutes to two hours per tree stump to grind and remove the stump from the ground. The larger the size, the longer it will take to remove the stump. Also, keep in mind that rocky soil may require local excavation services to loosen up large boulders before you can begin to remove the tree stump.

If you’re buying a small tree with lots of room to grow, expect to pay around $100 to $200 for a potted version. But if you’re buying a larger tree—say one over 10 feet—prices rise, starting in the $500 to $600 range and increasing quickly from there. Keep in mind that paying for professional palm tree planting or transplanting services will increase the cost.

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.