Tree Service by City
Tree Service in Leonardtown, Maryland
Protect your home & landscape with our Licensed Tree Experts — fast response, honest pricing.
Tree Service by City
Tree Service in Leonardtown, Maryland
Protect your home & landscape with our Licensed Tree Experts — fast response, honest pricing.
Leonardtown is the historic county seat of St. Mary’s County, and its tree-lined streets, waterfront parks, and well-kept older properties reflect a community that values its natural landscape. Many of the homes in and around Leonardtown sit beneath mature canopy trees that are decades old — beautiful, but increasingly in need of professional attention. 855TREEMAN provides Leonardtown residents with licensed arborist services, skilled tree removal, and the kind of careful trimming that preserves the character of this charming town.
Why Leonardtown Residents Choose 855TREEMAN
- Trusted in St. Mary’s County — 855TREEMAN has built its reputation across Southern Maryland. Leonardtown homeowners rely on our licensed team for both routine maintenance and complex removals.
- MD Licensed Tree Expert #2123 — Founder Alex Wright holds the state license that qualifies him to assess, diagnose, and prescribe treatment for any tree issue.
- 761+ Reviews at 4.9/5 — Our customers consistently rate us among the best tree services in the state, and that track record speaks for itself.
- Clock In/Clock Out Discount — Our transparent billing model means you pay for the actual time our crew works. Typical savings run 40-50% below flat-rate quotes.
#1 seller the Clock In Clock Out Discount.
About Leonardtown
Leonardtown has served as the seat of St. Mary’s County government since the colonial era, and the town retains a walkable, small-town atmosphere centered on Leonardtown Square. The Leonardtown Wharf on Breton Bay, the restaurants and shops along Route 5, and the proximity to St. Mary’s College of Maryland all contribute to a community that is both historically grounded and steadily growing.
The older residential areas surrounding downtown feature properties with large, established trees — oaks, maples, sycamores — many of which were planted when the houses were built fifty or more years ago. These trees add significant value to the properties they shade, but they also require regular inspection and maintenance to remain safe and healthy.
Tree Services We Offer in Leonardtown
Leonardtown’s older neighborhoods and historic properties call for a tree service that combines technical skill with an appreciation for the setting. Removing a large oak from a small lot near the Town Square is a precision operation, not a demolition project. That is how we approach every job.
Our Leonardtown services include:
Tree Removal — Controlled removals of large, mature trees in tight spaces. Sectional takedowns, rigging, and crane work when the situation demands it.
Tree Trimming and Pruning — Canopy management for the large shade trees that define Leonardtown’s residential streets. We prune for structure, health, and clearance without destroying the tree’s form.
Stump Grinding — Clean removal of stumps left behind after tree work or storm damage, restoring usable yard space.
Emergency Tree Service — When storms roll through St. Mary’s County, Leonardtown’s mature trees are vulnerable. We handle fallen trees on structures, blocked roads, and hazardous hangers.
Arborist Consultations — Comprehensive tree inventories, health assessments, and risk ratings for homeowners, property managers, and the municipality.
How The Clock In Clock Out Discount Works
- 01
Meet with one of our tree experts to build a list of priorities, and mark the trees. This allows the crew to get started right away with no time wasted.
- 02
The crew will arrive with the best equipment and people needed to give you the most bang for your buck.
- 03
We finish the job. Once you are satisfied with the work and progress that has been made, we will arrange final payment.
- 01
Meet with one of our tree experts to build a list of priorities, and mark the trees. This allows the crew to get started right away with no time wasted.
- 02
The crew will arrive with the best equipment and people needed to give you the most bang for your buck.
- 03
We finish the job. Once you are satisfied with the work and progress that has been made, we will arrange final payment.
What is Included?
Safe & Professional Tree Services
Tree Removal Leonardtown
We live and work in Southern Maryland, and specialize in doing tree removal quickly and safely. We clean up very well.
Tree Trimming Leonardtown
Whether you are in St. Mary’s County, Calvert County, Charles County, or anywhere in Southern Maryland, we provide free, on-site written estimates for any tree service you may need.
Stump Grinding Leonardtown
Stump grinding removes the unsightly stump and allows you to use the area for something else. This is more cost effective than stump removal.
Certified Arborist Leonardtown
We are Certified Arborists trained in the science of tree care. We assess tree health, diagnose issues, and provide expert treatments to help your trees stay healthy for years to come.
Emergency Storm Response Leonardtown
After windy weather or a storm, there may be damages to your trees. 855TREEMAN can provide emergency tree services to safely remove or repair trees that have
Disclaimer:
All plant healthcare services that require a Maryland or Virginia license are provided by Planet Friendly Pest Control”
What Our Clients Say
Posted on D BbTrustindex verifies that the original source of the review is Google. The crew was prompt and completed the job and more.Posted on Vivian YeagerTrustindex verifies that the original source of the review is Google. Another great experience with Treeman! We can't say enough good things about all of you. Our two man crew (the best!) cut down 50 trees in two days and did a terrific job! Keep up the good work.Posted on Steve HancockTrustindex verifies that the original source of the review is Google. The crew showed up on time and worked quickly and efficiently! They did a great job and completed everything I needed ahead of schedule. I would definitely recommend them.Posted on Matthew FergusonTrustindex verifies that the original source of the review is Google. They didn’t hit my house. Great job.Posted on Diana StewartTrustindex verifies that the original source of the review is Google. They were timely, professional, and did a great job! They cleaned up all of the limbs and debris and left my yard looking amazing!Posted on James WallaceTrustindex verifies that the original source of the review is Google. Great crew, did all work I requested and excellent clean upPosted on Velma PowellTrustindex verifies that the original source of the review is Google. We purchased our home ten years ago and have requested the services of 855-Treeman several times. Each time has been wonderful! Nevertheless, this time we asked for more of their expertise in resolving issues with our trees. They did not disappoint. Our three acres looks great! We are very happy and pleased with 855-Treeman and will use them again.Posted on Margaret RiceTrustindex verifies that the original source of the review is Google. This is the second time in as many years that we have used 855Treeman to address issues with trees on our heavily wooded lot. Today they removed a 150' dead Poplar tree. The crew arrived promptly at 8:00 and shortly after 11:00, the job was completed. We watched as they carefully and efficiently removed and dropped each section, cleared all debris from our neighbor's property and placed the pieces well clear of our access road. From the initial call, to our knowledgeable, thorough estimator and today's careful crew, it is clear that each member of their team is an experienced professional who takes pride in their work and will complete the job to your satisfaction. My husband and I highly recommend them without hesitation.Posted on Mark StevensTrustindex verifies that the original source of the review is Google. 855Treeman followed my exact orders to a "T." Professional, fast, and efficient.Posted on Barbara MorganTrustindex verifies that the original source of the review is Google. Called 855 treeman to remove a large oak tree leaning behind the houses. They did a fantastic job. Also trimmed another tree behind house. Even cleaned the leaves and twigs off the roof. Very pleased with their work.
Feature Videos
Tree Care
Tree Service
Fallen Tree Cleanup After a Storm: Steps Every Homeowner Should Take
Tree Service Videos
See 855Treeman in action as we climb up trees, take down trees, grind up branches and do a great job for our customers! We are proud of our team and its fine work.
Are Your Trees Dangerous!?
Find Out With a Tree Safety Report From A Licensed Tree Expert. ON SALE NOW
HOW 855TREEMAN TOOK ROOT
In 2014, a 21-year-old named Alex Wright took a leap of faith. No investors. No crew. Just a 1999 dump truck, a couple of saws, and the idea that maybe—just maybe—he could build something better.
Frequently asked questions
Yes, they are.
Yes, we hire carefully and provide on the job training.
Yes, all of our crew members speak English and would be happy to answer your questions.
Each crew has a large stack of ground protection mats and a machine to easy place and maneuver the mats as needed.
We have all of the equipment required to do so, along with a well-trained and professional staff of full-time employees. We mainly use our remote-controlled spider lifts to access tight areas and/or hazardous scenarios.
Yes, we have no problem providing proof of insurance. Our Maryland Tree Expert License # is 2123. This can be looked up on the DNR website.
Yes, subject to credit approval.
Get a Free Estimate in Leonardtown
Call (855) 873-3626 or schedule online at trees.855treeman.com. We will come to your Leonardtown property, evaluate your trees, and provide a clear, honest quote for the work you need.