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TRUSTED BY CHESTERTOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.8
    Average homeowner rating
  • Verified reviews icon99
    Verified tree services reviews

Find Tree service pros in Chestertown

Avatar for Hometown Tree Experts

Hometown Tree Experts

4.59(
376
)
Approved Pro

Hometown Tree Experts

4.59(
376
)
Approved Pro
Customers say: Quality work
139 local quotes requested
28 years of experience

Call today and find out how we use the best equipment and can provide the best pricing for tree removal in town! There is no tree job too big or too small. We are a family-owned-and-operated, local business that has been serving MD, VA and DC area since 1997. Over the years, we have earned a reputation for providing the very best tree services around. Every member of our team is fully trained and licensed in every aspect of tree care. For over nineteen years, our Certified Arborist and skilled tree crews have nurtured the green investments of the homeowners, municipalities, institutions, and associations in the area. Hometown Tree Experts combines high urban forestry management principles with a company-wide commitment to reliability and fair pricing. Call us today at 301-250-1033 for a free estimate!

"Fabulous experience! could not have gone better. Communication spot on. Arrived promptly for estimate and emailed it immediately. they charge $600 and had other estimates for $900, $100 and $1400 for same job! sent out Miss utility and once that was complete they were ready to c ome out the next day. they had to push is to one day later due to an unexpectedly long job but they came the next day as promised. They communicated with me by phone, email and text to let me know off the schedules and any chances. Did the work with a team of 5 and large, well-kept machines. removed the stump and removed all the debris and place was in perfect condition (minus our dead tree) when they left. final payment request came in promptly and was easy to pay online. I would hire them again without any hesitation. VERY happy with the company."

JANET S on June 2025

Call today and find out how we use the best equipment and can provide the best pricing for tree removal in town! There is no tree job too big or too small. We are a family-owned-and-operated, local business that has been serving MD, VA and DC area since 1997. Over the years, we have earned a reputation for providing the very best tree services around. Every member of our team is fully trained and licensed in every aspect of tree care. For over nineteen years, our Certified Arborist and skilled tree crews have nurtured the green investments of the homeowners, municipalities, institutions, and associations in the area. Hometown Tree Experts combines high urban forestry management principles with a company-wide commitment to reliability and fair pricing. Call us today at 301-250-1033 for a free estimate!

"Fabulous experience! could not have gone better. Communication spot on. Arrived promptly for estimate and emailed it immediately. they charge $600 and had other estimates for $900, $100 and $1400 for same job! sent out Miss utility and once that was complete they were ready to c ome out the next day. they had to push is to one day later due to an unexpectedly long job but they came the next day as promised. They communicated with me by phone, email and text to let me know off the schedules and any chances. Did the work with a team of 5 and large, well-kept machines. removed the stump and removed all the debris and place was in perfect condition (minus our dead tree) when they left. final payment request came in promptly and was easy to pay online. I would hire them again without any hesitation. VERY happy with the company."

JANET S on June 2025


Avatar for White Oak Tree Experts

White Oak Tree Experts

4.81(
13
)
Approved Pro

White Oak Tree Experts

4.81(
13
)
Approved Pro
Customers say: Quick response
9 years of experience
Free onsite estimate

WHITE OAK TREE EXPERTS is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests and make their concerns the basis of our business.

"Fair price, professional, honest. "

Donna S on July 2025

WHITE OAK TREE EXPERTS is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests and make their concerns the basis of our business.

"Fair price, professional, honest. "

Donna S on July 2025


Avatar for Mr. Mow It All

Mr. Mow It All

5.00(
10
)
Approved Pro

Mr. Mow It All

5.00(
10
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
16 years of experience

At Mr Mow It All, we take great pride in our experience, expertise, quality, and customer service, that we provide to meet the consumers' needs. 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 passion and quality, regardless of how large or small the job.

"null"

Melinda R on December 2019

At Mr Mow It All, we take great pride in our experience, expertise, quality, and customer service, that we provide to meet the consumers' needs. 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 passion and quality, regardless of how large or small the job.

"null"

Melinda R on December 2019


Avatar for Alfaro Construction

Alfaro Construction

4.83(
661
)
Approved Pro

Alfaro Construction

4.83(
661
)
Approved Pro
Customers say: Quick response
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
23 years of experience

Alfaro Construction, proudly serves its customers with pride, integrity and attention to the details that matter most to you. This is one of the many things that sets us apart from the rest. We are locally owned and operated. Give us a call today!

"Quick to respond. Got the job done the same day. Professional."

Monique F on July 2024

Alfaro Construction, proudly serves its customers with pride, integrity and attention to the details that matter most to you. This is one of the many things that sets us apart from the rest. We are locally owned and operated. Give us a call today!

"Quick to respond. Got the job done the same day. Professional."

Monique F on July 2024


Avatar for JMC Tree Service, LLC

JMC Tree Service, LLC

4.86(
63
)
Approved Pro

JMC Tree Service, LLC

4.86(
63
)
Approved Pro
Super Service Award
Customers say: Quality work
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
277 local quotes requested

JMC Tree Service, LLC, values honesty, and integrity in all aspects of our business. Our major focus is on the quality our work, and producing outstanding results. We are committed to creating a level of value, unmatched by any of our competitors. We look forward to building lasting relationships with our clients, and guarantee your satisfaction.

"Professional-filled in ruts created by their equipment-cleaned up well"

Stephan H on December 2025

JMC Tree Service, LLC, values honesty, and integrity in all aspects of our business. Our major focus is on the quality our work, and producing outstanding results. We are committed to creating a level of value, unmatched by any of our competitors. We look forward to building lasting relationships with our clients, and guarantee your satisfaction.

"Professional-filled in ruts created by their equipment-cleaned up well"

Stephan H on December 2025


"They were on time and did great work!"

James S on October 2023

Running the company for about 20 years leading the most popular and professional works with MHIC, Bonded and insured believe me you can feel very confident with us, call me for free estimate.

"They were on time and did great work!"

James S on October 2023


"They did a fantastic job on trimming 2 trees and 3 bushes, removing another set of trees, bushes and stumps, then doing additional landscaping work around the house. They worked quickly and always checked to insure the work was done to my satisfaction."

Howard M on November 2025

KB TREE & Landscaping services is Licensed & Insured Offers Professional Tree & Landscaping Service . We are a Family Operated Business Located In Annapolis, MD Job done right . LTE# 2714

"They did a fantastic job on trimming 2 trees and 3 bushes, removing another set of trees, bushes and stumps, then doing additional landscaping work around the house. They worked quickly and always checked to insure the work was done to my satisfaction."

Howard M on November 2025


Avatar for Palmer Enterprises LLC

Palmer Enterprises LLC

4.00(
2
)

Palmer Enterprises LLC

4.00(
2
)
Customers say: Quick response
Free onsite estimate

We are a family owned company that is interested in making your visions a reality, no job is to big or to small. Things we offer: -Excavation, grading, trenching, etc. -Demolition, houses, barns, concrete, etc . -Landscaping, hardscaping, tree work, retaining walls etc. -Junk removal, Cars, house clean outs, property cleanups, etc.

"Overall they over promised and under delivered. The job was to grade my front yard and add a concrete step. The absolute minimal grading was completed, and the concrete was poured in the rain making the finish rough and dirty and the concrete leaked into the driveway. Had to contact multiple times to get the tent removed and concrete cleaned up. I do appreciate the grass that was put down. Definitely a little disappointed that the minimum was done. Wish I had only paid half up front so they would have come back quicker to complete the job."

Sue F on May 2024

We are a family owned company that is interested in making your visions a reality, no job is to big or to small. Things we offer: -Excavation, grading, trenching, etc. -Demolition, houses, barns, concrete, etc . -Landscaping, hardscaping, tree work, retaining walls etc. -Junk removal, Cars, house clean outs, property cleanups, etc.

"Overall they over promised and under delivered. The job was to grade my front yard and add a concrete step. The absolute minimal grading was completed, and the concrete was poured in the rain making the finish rough and dirty and the concrete leaked into the driveway. Had to contact multiple times to get the tent removed and concrete cleaned up. I do appreciate the grass that was put down. Definitely a little disappointed that the minimum was done. Wish I had only paid half up front so they would have come back quicker to complete the job."

Sue F on May 2024


Freys services

No reviews yet

Freys services

No reviews yet

With Freys services I do a little bit of everything including landscaping/tree removal, remodeling, mechanical work and more

With Freys services I do a little bit of everything including landscaping/tree removal, remodeling, mechanical work and more


Avatar for TD Lawn Services LLC

TD Lawn Services LLC

5.00(
1
)

TD Lawn Services LLC

5.00(
1
)
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

This local landscape company with 4 years of experience specializes in grass cutting, Tree and bush trimming and removal, weeds-leaves-debris removal, spring and fall clean-ups, and general landscaping such as installing new plants and/or materials like mulch, stone, or straw. We can handle most outdoor jobs. We strive to satisfy our customers, and meet their lawns' needs. We appreciate and look forward to your business! Click or call today for a free estimate (302)-747-6245

"It was excellent, showed up on time, cleaned up after themselves and they did a great job"

Kristy on June 2023

This local landscape company with 4 years of experience specializes in grass cutting, Tree and bush trimming and removal, weeds-leaves-debris removal, spring and fall clean-ups, and general landscaping such as installing new plants and/or materials like mulch, stone, or straw. We can handle most outdoor jobs. We strive to satisfy our customers, and meet their lawns' needs. We appreciate and look forward to your business! Click or call today for a free estimate (302)-747-6245

"It was excellent, showed up on time, cleaned up after themselves and they did a great job"

Kristy on June 2023

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Tree Service questions, answered by experts

If you’re wondering whether you can plant a tree where the stump was removed, know that the soil conditions won’t be ideal, so you should avoid it. The soil beneath the previous tree will likely be depleted of nutrients, plus there may be roots left behind that will seriously hinder the growth of a new tree. Also, if you use salt or other chemical solutions to kill the stump, these can linger in the soil for months or even years and prevent healthy growth. It’s best to choose a different spot that’s at least three feet away for a new tree, or wait at least a year and thoroughly amend the soil before you plant.

For the most part, homeowners don’t need permission to cut down a tree on their own private property. But there are some exceptions. If the tree is very large, very old, or protected for any reason (it’s a heritage species, for example), then you may need a permit in order to cut it down. Trees that are close to public property or power lines may also be subject to special rules. You can face hefty fines if you don’t follow local tree protection ordinances, so it’s worth checking with the appropriate government agency before you fire up your chainsaw.

Bradford pear trees bloom in early spring with small white flowers. They typically flower for at least two weeks. In bloom, these trees often emit a foul-smelling odor that’s often compared to rotting fish. Bradford pear trees will sometimes bloom in the fall due to drought or other stress-inducing conditions. 

Although the terms tree trimming and tree pruning are used interchangeably, they are very different types of tree maintenance. Tree trimming involves enhancing the appearance of your tree by removing unruly branches, providing your tree with ample sunlight and nutrients and prevents unsightly overgrowth. 

Tree pruning helps keep your trees disease-free. This process removes unhealthy growths, dead branches, and other unhealthy parts of the tree. It’s more common for deciduous and ornamental trees but not so common for evergreen trees. To determine which method you need, discuss it with a tree trimming specialist.

State and local laws vary, but in most cases, you are allowed to trim any branches from your neighbor's tree that cross your property line. However, it's important to ensure you do not damage the overall health of the tree in the process. Removing branches incorrectly can jeopardize the health of the tree and could lead to you being on the hook to replace it.

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.