
Get matched with top tree service pros in Chestertown, MD
There are 4 highly-rated local tree service pros.
Need a pro for your tree service project in Chestertown, MD?
TRUSTED BY CHESTERTOWN, MD HOMEOWNERS
4.8
Average homeowner rating107
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 October 04, 2025
Find Tree service pros in Chestertown

Hometown Tree Experts
Hometown Tree Experts
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

KB Tree & Landscaping Services
KB Tree & Landscaping Services
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
"Fredy and his crew are always great! I have been working with him since 2002."
Brian S on April 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
"Fredy and his crew are always great! I have been working with him since 2002."
Brian S on April 2025

White Oak Tree Experts
White Oak Tree Experts
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

Mr. Mow It All
Mr. Mow It All
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.
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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.
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Melinda R on December 2019

JMC Tree Service, LLC
JMC Tree Service, LLC
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.
"JMC Tree Service did a thorough, professional job taking down a challenging tree. Communication was excellent, crew worked as a tight team; this was a very large oak, it had a trunk of over 54" in diameter and overhung both my neighbors and my house, along with the homes power lines - truly a lot of challenges. The price included taking the tree down, hauling the trunk, cutting the branches to length that would fit in my free standing fireplace, and grinding the stump - all for significantly less than other estimates received - more in line with the cost I was expecting. Would definitely recommend and use in the future."
Oren S on September 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.
"JMC Tree Service did a thorough, professional job taking down a challenging tree. Communication was excellent, crew worked as a tight team; this was a very large oak, it had a trunk of over 54" in diameter and overhung both my neighbors and my house, along with the homes power lines - truly a lot of challenges. The price included taking the tree down, hauling the trunk, cutting the branches to length that would fit in my free standing fireplace, and grinding the stump - all for significantly less than other estimates received - more in line with the cost I was expecting. Would definitely recommend and use in the future."
Oren S on September 2025
Palmer Enterprises LLC
Palmer Enterprises LLC
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
Freys services
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
TD Lawn Services LLC
TD Lawn Services LLC
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
Washed Up
Washed Up
We're a small group of “Washed Up” college athletes that enjoy working to clean up any Sidewalk, Patio, Driveway, or Small House you may have. We also offer a variety of other specialties such as landscaping and common repairs.
"Outstanding service! Job completed as promised. Work until the job was completed!"
Ron W on August 2023
We're a small group of “Washed Up” college athletes that enjoy working to clean up any Sidewalk, Patio, Driveway, or Small House you may have. We also offer a variety of other specialties such as landscaping and common repairs.
"Outstanding service! Job completed as promised. Work until the job was completed!"
Ron W on August 2023
M&G TREE SERVICE
M&G TREE SERVICE
Our company is dedicated to the pruning, maintenance, cutting and removal of trees on public or private property. Security and Satisfying it's ours goal
Our company is dedicated to the pruning, maintenance, cutting and removal of trees on public or private property. Security and Satisfying it's ours goal
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.
Find out how much it costs to plant a tree based on the number of trees, their size, where you want to plant them, and DIY versus professional costs.
The cost of bush removal depends on several factors, including size, location, and soil type. Learn the final price tag of bush removal in this cost guide.
Even the healthiest trees need a trim from time to time, but it's best left to the pros. Here's what you can expect and how to budget for tree trimming costs.
If a tree is growing on your property line, whose responsibility it? Here’s a handy guide to navigating tree care with your neighbors.
When you need to find out who removes fallen trees from roads, our guide can help you determine who to call and when to handle the removal process yourself.
Transplanting large trees is typically the work of professional tree movers and arborists. However, you can move small existing trees as a DIY project.
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