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TRUSTED BY CHESTERTOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.8
    Average homeowner rating
  • Verified reviews icon52
    Verified tree services reviews

Verified Reviews for Tree Service pros in Chestertown, MD

*The Angi rating for Tree Service companies in Chestertown, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Tree Service needs.

*The HomeAdvisor rating for Tree Service companies in Chestertown, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Tree Service needs.

Last update on November 21, 2025

Find Tree service pros in Chestertown

Avatar for Hometown Tree Experts
Hometown Tree Experts
4.6(
388
)

Serving Chestertown, MD and surrounding areas

Approved

In business since 1997

Free estimates

Emergency services offered

"Hometown Tree Experts provided a first class service from start to finish. They removed several large trees on our properties for a great price and did an excellent job. All tree limbs, trunks, branches (etc) were dropped with precision (very talented crew). We would hire them again and we plan to provide referrals to our neighbors."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+2

Response time7 hrs
Response rate100%
9 neighbors recently requested a quote
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Avatar for JMC Tree Service, LLC
JMC Tree Service, LLC
4.8(
72
)

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2019

Free estimates

Emergency services offered

"The best. Kind, courteous, considerate and very careful with property. I will only use this tree service in the future. Excellent job.!"
Trimmings
Trimmings
Stump Grinding
Removals!
Removal

+2

Response time6 hrs
Response rate88%
44 neighbors recently requested a quote
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Avatar for White Oak Tree Experts
White Oak Tree Experts
4.8(
14
)

Serving Chestertown, MD and surrounding areas

Approved

In business since 2016

Free estimates

Credit card accepted

"I was very impressed by Fernando Reyes and his entire team. They cleared 4 poplar trees and trimmed my 3 crepe mertyl. Their price was good, and their work was excellent. I was most impressed at the finished product and clean up. My yard looked great. I will be using them again for future tree work."
Tree removed
Response time5 hrs
Response rate91%
Recommended by76%of homeowners
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Avatar for Alfaro Construction
Alfaro Construction
4.8(
690
)

Serving Chestertown, MD and surrounding areas

Approved

In business since 2002

Free estimates

Customers say: Quick response

"They returned my phone call immediately and scheduled an appointment for the same day they arrived probably completed the work in a timely and professional way at a reasonable cost I would definitely recommend them to anyone looking To have tree services provided"
OUR WORK
OUR WORK
OUR WORK
OUR WORK
OUR WORK

+7

Response time5 hrs
95 neighbors recently requested a quote
Recommended by97%of homeowners
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Avatar for Reynaldo Perez Landscaping, LLC
Reynaldo Perez Landscaping, LLC
4.5(
8
)

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2025

Free estimates

Customers say: Quick response

"Excellent service, punctual and very professional. I give this company stars."
Response time6 hrs
Response rate85%
3 neighbors recently requested a quote
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Avatar for Grass Roots Landscaping
Grass Roots Landscaping
New to Angi

Serving Chestertown, MD and surrounding areas

Approved

In business since 2005

Free estimates

Credit card accepted

At _____Grass Roots Landscaping LLC_______, our company is based on the belief that our customers' needs are of the utmost importance. Our team is committed to meeting those needs. We welcome the opportunity to earn your trust and deliver you the best service. No job is too big or too small for our experienced team. Call today for a quote!

Gallery
14 neighbors recently requested a quote
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Avatar for Pmb renovations
Pmb renovations
5.0(
1
)

Serving Chestertown, MD and surrounding areas

Approved

In business since 2021

Free estimates

We are a locally owned and operated company. We value honesty and integrity in all aspects of our business. We offer a variety of home improvement services that are customized to each individual project. We pride ourselves on the quality of our work, as well as our commitment to outstanding results. We look forward to building lasting relationships with our clients and guarantee your satisfaction!

Asphalt repair
Asphalt repair
Asphalt repair
Asphalt repair
Asphalt repair

+12

1 neighbors recently requested a quote
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Avatar for KB Tree & Landscaping Services
KB Tree & Landscaping Services
4.6(
37
)

Serving Chestertown, MD and surrounding areas

In business since 2002

Free estimates

Emergency services offered

"I’ve been using KB Landscaping and trees for 7 years now and they have always provided timely and quality work. They are willing and able to complete any task I have brought to them. Highly recommend"
Paver 2
Paver 3
Paver 4
Paver 5
Paver 7

+17

Recommended by85%of homeowners
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Tree Service questions, answered by experts

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.

Any tree that needs to be pruned should be pruned to remove dead branches at least once a year. You may need to prune far more often if you’re trying to maintain a certain shape or to save a tree that suddenly becomes infected.

Whether tree roots will continue to grow after a tree has been cut down depends on the species. Some tree roots will eventually die because they can no longer get nutrients through photosynthesis. However, other species that reproduce through root sprouts can continue to grow and produce new sprouts for seven years or more. For example, the roots of elms, ficus, and willows tend to regrow aggressively, while the roots of pines, oaks, and maples will typically die. To determine if a root system is still active, look for new sprouts on the old trunk, stump, or any exposed roots.

It is possible to cut down a tree on your property yourself, but it is generally not recommended unless specific conditions are met. You should only consider this project if the tree is small (e.g., under 4-5 inches in diameter and short enough that you don't need a ladder to reach the branches), and you are experienced in handling a chainsaw. The tree must also be located far from any power lines, fences, homes, or other structures. Even for small trees, the work can be dangerous, and it's always advisable to have a spotter to ensure the tree falls correctly and no branches fall on you.

For any tree that is large, requires a ladder to access, or is near electrical lines or structures, you should always hire a professional. Attempting to remove a large tree yourself is extremely dangerous, poses a risk of serious injury, and could result in significant damage to your property.

Before any tree removal, it's also important to check your local and state regulations to ensure the tree is not historic or otherwise protected by your city.

If a tree stump is removed properly, the chances of a tree growing back are low. However, if a tree has a robust root system, roots can sometimes sprout and someday grow into a tree. The chance of regrowth will depend on several factors such as the type of tree, soil quality, and strength of the root system. In general, it is not recommended to plant a tree where a stump was removed.

The Chestertown, MD homeowners’ guide to tree services

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

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