Top-rated arborists.

Get matched with top arborists in Chestertown, MD

Enter your zip and get matched with up to 5 pros

Need a pro for your arboricultural service project in Chestertown, MD?

Select your specific project to find the pro for you.

TRUSTED BY CHESTERTOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.8
    Average homeowner rating
  • Verified reviews icon72
    Verified arboricultural services reviews

Find Arborists in Chestertown

Avatar for Hometown Tree Experts
Hometown Tree Experts
4.6(
388
)
Tree RemovalTree TrimmingTree Stump - Remove+5 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 1997

Free estimates

Emergency services offered

"It was a tie between Hometown and another contractor, and I chose the other one because that business was closer to my home. However, I was VERY impressed with Hometown's clear and prompt communication and responsiveness to my request for a bid, as well as their follow through as I made my decision. It was after I'd committed to the other one that learned more about the professional credentials of the Hometown arborist. I will definitely consider Hometown as a front runner the next time."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+2

Response time7 hrs
Response rate100%
9 neighbors recently requested a quote
Avatar for White Oak Tree Experts
White Oak Tree Experts
4.8(
14
)
Tree RemovalTree Removal - For BusinessTree Trimming+1 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 2016

Free estimates

Credit card accepted

"Fernando Reyes gave a highly competitive bid. Since we were first time with a difficult hundred foot tee on steep, difficult terrain, we examined the website, found they had heavy lift capabilities and gave the job . A broken part caused a two day delay and they were on site 10 AM with a large hard working crew and to our amazement completed the job in 3 hours, raking and seeding their equipment tracks . We could not ask more and will definitely make Fernando Reyes and White OakTree Expert our “go to company” for this rural , complex forest environment surrounding our laboratory."
Tree removed
Response time5 hrs
Response rate91%
Recommended by76%of homeowners
Avatar for Reynaldo Perez Landscaping, LLC
Reynaldo Perez Landscaping, LLC
4.5(
8
)
Tree RemovalTree Stump - RemoveTree Trimming

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2025

Free estimates

Customers say: Quick response

"I couldn't be happier with the landscaping work that was done, they completely transformed my front garden with new bushes and a wonderful design. they were professional, on time and so courteous. I would definitely reach out with any other projects I need in the future."
Response time6 hrs
Response rate85%
3 neighbors recently requested a quote
Avatar for Grass Roots Landscaping
Grass Roots Landscaping
New to Angi
Tree TrimmingTree Stump - RemoveTree Removal+1 more

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!

Gallery
14 neighbors recently requested a quote
Avatar for Pmb renovations
Pmb renovations
5.0(
1
)
Tree RemovalTree Stump - Remove

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!

Asphalt repair
Asphalt repair
Asphalt repair
Asphalt repair
Asphalt repair

+12

1 neighbors recently requested a quote
Avatar for Blades of Green
Blades of Green
4.6(
244
)
Tree RemovalTree Removal - For BusinessTree Stump - Remove+7 more

Serving Chestertown, MD and surrounding areas

In business since 1989

Free estimates

Credit card accepted

"I'm super happy! My only regret is that I didn't take a before picture of my lawn. I had been trying to fertilize and overseed on my own with products from Home Depot but my lawn just wasn't responding. I've been using Blades of Green for about a year now, and the results have been great. They've been a great company to deal with, and I highly recommend them."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+10

Recommended by92%of homeowners
...
Showing 1-10 of 76
Arborists questions, answered by experts

It depends on where you live—but in most areas, leaves begin falling in September and continue falling until January or February. Warmer regions, such as Southern states, may see leaves fall a bit later in the calendar year. It also depends on the type of trees in your yard and their maturity. 

You can use a chainsaw, but it won’t remove the entire stump or root ball and is not a recommended method. It takes quite a bit of physical work to achieve and will likely dull or ruin your chainsaw. Instead, consider using salt, herbicide, light deprivation, boiling water, stump grinding, or burning to kill a tree stump. These methods allow you to kill a stump using minimal machinery and physical exertion.

You don’t always need a permit to grind a stump, but you might need one depending on your location and the stump’s surroundings. Permits are often needed if the stump is part of a protected tree species, near public areas or utility lines, or close to environmentally sensitive zones like wetlands. Some cities also regulate noise and work hours. Always check local rules before grinding, and contact your city or county office if you're unsure.

Make sure the tree roots soak around a day before you dig the tree up for the transplant. Keep the roots wet while the tree is above ground. After the transplant is finished, provide consistent water every day for the first month or so. You don’t want to overwater the tree, but you do want to keep the roots wet so they can thrive in their new environment.

If you’re taking down a tree that you don’t suspect is affected by disease or pests and it’s nowhere near your home or other structures, then calling in a tree company should work fine. However, anything more involved means an arborist is a better option. These pros have years of experience with tree removal and can safely take down trees located next to structures, and they have the tools, sanitization equipment, and experience to remove sick or dying trees without infecting nearby trees. 

The Chestertown, MD homeowners’ guide to arboricultural services

From average costs to expert advice, get all the answers you need to get your job done.