Get matched with top tree service pros in Chestertown, MD
There are 4 highly-rated local tree service pros.
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TRUSTED BY CHESTERTOWN, MD HOMEOWNERS
4.8 
104 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 June 14, 2025
Tree service pros in Chestertown
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!
"I got an estimate for yard work from Hometown Tree Experts about 7 months ago. One of the early estimates included pruning some tree branches on my neighbors property because they were growing into my property. My neighbor later did the work himself and rescinded permission for Hometown Tree Experts to prune his tree. I corresponded with Jacque in the Hometown Tree Office by email and she verified that my neighbors property was removed from the quote. I then paid a deposit and signed a contract for work in my yard only. The work in my yard was fine. Unfortunately, the Hometown Tree workers apparently did not have the updated version of the work order where neighbor’s property was removed. They cut off several additional branches from my neighbor’s tree without his permission. I was very upset to hear that Hometown Tree Experts had gone into my neighbor’s yard and cut additional branches off after he had already done the needed work himself. I have called and emailed Hometown Tree Experts many times over the past 7 months to ask what they were doing to address their error. They told me repeatedly that they were working with my neighbor to resolve the issue. I am very disappointed and frustrated to hear that this this issue is still not resolved. My neighbor ultimately hired another company to fix the work done by Hometown Tree Company. I was not involved with discussions with other company so I cannot comment on that. All I know is that my neighbor and Hometown Tree Experts still have not resolved their dispute 7 months later."
Lea C on October 2019
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!
"I got an estimate for yard work from Hometown Tree Experts about 7 months ago. One of the early estimates included pruning some tree branches on my neighbors property because they were growing into my property. My neighbor later did the work himself and rescinded permission for Hometown Tree Experts to prune his tree. I corresponded with Jacque in the Hometown Tree Office by email and she verified that my neighbors property was removed from the quote. I then paid a deposit and signed a contract for work in my yard only. The work in my yard was fine. Unfortunately, the Hometown Tree workers apparently did not have the updated version of the work order where neighbor’s property was removed. They cut off several additional branches from my neighbor’s tree without his permission. I was very upset to hear that Hometown Tree Experts had gone into my neighbor’s yard and cut additional branches off after he had already done the needed work himself. I have called and emailed Hometown Tree Experts many times over the past 7 months to ask what they were doing to address their error. They told me repeatedly that they were working with my neighbor to resolve the issue. I am very disappointed and frustrated to hear that this this issue is still not resolved. My neighbor ultimately hired another company to fix the work done by Hometown Tree Company. I was not involved with discussions with other company so I cannot comment on that. All I know is that my neighbor and Hometown Tree Experts still have not resolved their dispute 7 months later."
Lea C on October 2019
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 Sands 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 Sands s on April 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.
"Excellent work at a fair price. Highly recommended."
Raymond V on January 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.
"Excellent work at a fair price. Highly recommended."
Raymond V on January 2025
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
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
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
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.
"Today, I used JMC Tree Service LLC to remove several trees two of which were extremely large/tall. The team provided an excellent service to include the required cleanup. Hugo, my sales rep, was very professional and kind from the very start of the process. He was also onsite the day of the project to ensure his multi-member team understood the requirements and to put me at ease. Walter, the team lead, was instrumental in keeping me updated while also ensuring my expectations were met. I would highly recommend JMC! Thank you again for a job well done!"
Paula D on June 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.
"Today, I used JMC Tree Service LLC to remove several trees two of which were extremely large/tall. The team provided an excellent service to include the required cleanup. Hugo, my sales rep, was very professional and kind from the very start of the process. He was also onsite the day of the project to ensure his multi-member team understood the requirements and to put me at ease. Walter, the team lead, was instrumental in keeping me updated while also ensuring my expectations were met. I would highly recommend JMC! Thank you again for a job well done!"
Paula D on June 2025
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
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
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
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
Yes, you will want to confirm that the tree removal company you hire is insured before proceeding with the job. Tree removal can be dangerous work, and it's important to verify that the company carries the proper insurance to cover any onsite accidents or damage.
As you browse our pro listings, take note of the “Angi Approved” badge. Angi Approved businesses meet our standards for certification which include:
The owner, principal, or relevant manager passed a criminal background check
Required to have applicable state and local licenses
Maintain an average star rating of 3.0 or better on our network, if they have at least one review
Paying to advertise their services
Meeting any other eligibility criteria required by Angi
Keep in mind licensing is different from certifications. A license is a legal requirement to operate a business, while certifications are voluntary.
To have a fallen tree removed near your home, you can expect to pay between $100 to $500. Your local tree removal professional will most likely just need to cut and remove the tree from your property, but factors like the size of the tree and its trunk diameter impact this cost. In addition, there will be an extra cost to fill in the hole left by the tree, and while you have your tree removal specialist on-site, it might be worth it to have them inspect the other trees in your yard for potential damage. Trees that have fallen onto your home or another structure, will likely be more costly to remove.
The minimum cost is $500 to $1,000, as disposal of tree debris is between $200 and $300 per load.
On average, removing a tree costs around $750, but you can expect to pay between $200 to $2,000. Factors that impact the overall cost include the number of trees you’re having removed, their height, the diameter of their trunks, permits needed, and the tree’s accessibility. You’ll pay more if the tree is in a hard-to-reach area or dangerous location, like close to power lines.
The cost varies depending on a number of factors, including the size of the tree, location, accessibility, whether or not the stump is also being removed, and other environmental factors.
If there are no online reviews, ask them for referrals. If a tree removal company is reputable, you won't be their first client. It's perfectly acceptable to ask for references on your initial call, and if a removal company won't provide referrals, it's time to move on.
Find out what equipment they use. Some types of tree removal equipment are better than others, and a removal company might need special tools to get your particular job done. On your first conversation with a prospective removal company, make sure that you clearly express the nature of the job you want accomplished and receive assurances that the company has the proper equipment.
Consider all of the costs. Always ask for an estimate up-front. Inquire about the job itself and any potential hidden fees that you might not be aware of.
First, get references. Be sure to ask about their history and how long they have been in business.
Budget over $1,500 if you need a tree removed from your yard that’s larger than 80 feet. Large tree removal is a significant project that requires a crane, and the overall price will increase if the tree is close to your house. Typically, smaller trees can cost as low as $8 per foot to remove, while larger trees (over 80 feet) can cost at least $15 per foot.
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