4.8 
52 *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
Serving Chestertown, MD and surrounding areas
Approved
In business since 1997
Free estimates
Emergency services offered
"The job went very well. Hometown Tree Experts did what they said they would do. Good cleanup after removal of tree. Reasonable pricing."
+2
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.!"
+2
Serving Chestertown, MD and surrounding areas
Approved
In business since 2015
Free estimates
Offers commercial services
"Brian and his team were just awesome. We had 4 projects going at once. He was knowledgeable about the best way to achieve the tree removal that was causing our problem. Just good old fashion great service."
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."
Serving Chestertown, MD and surrounding areas
Approved
In business since 2002
Free estimates
Customers say: Quick response
"Was very professional, prompt, and did a great job. Highly recommended. Removed the tree very fast and efficiently."
+7
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."
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!
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!
+12
Serving Chestertown, MD and surrounding areas
In business since 2017
Free estimates
Emergency services offered
"This company provides superior service. They removed 6 trees from my property at a very reasonable price. The workers were pleasant and respectful to me and my property. They also removed trees from my neighbors property after my neighbors saw what a good job they did at mine. It was truly amazing to watch them work as they removed my trees which were enormous."
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"
+17
From average costs to expert advice, get all the answers you need to get your job done.
The most significant factor in tree removal costs is the amount of debris. Read on to learn more about the average tree debris removal costs in Baltimore, MD.
Discover what average tree removal costs in Baltimore, MD based on different factors to know how much it will cost to take care of a dead or troublesome tree on your property.
Tree inspections can ensure your trees stay healthy and safe, preventing costly damage. Learn how much tree inspections cost and what can affect the price.
Don’t get ripped off when hiring a professional tree service to remove trees. Make sure you watch for these scams that occur much too often.
Follow these tips to learn how to find a good tree removal service. Doing a little research can help you save time and money when you need to say goodbye to your trees.
You suspect that the leaning oak tree in the back needs to come down, but can you just handle it yourself? Here are the pros and cons of calling a tree service.
