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TRUSTED BY ANNAPOLIS, MD HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon752
    Verified tree services reviews

Top-Rated Tree service pros in Annapolis - Updated Nov 2026

Bob Lester Jr Tree Service Inc
4.8(
57
)
Tree RemovalTree Removal - For BusinessTree Stump - Remove+5 more

Serving Annapolis, MD and surrounding areas

Approved

In business since 1999

Free estimates

Emergency services offered

"Bob was a pleasure to work with. He was extremely knowledgeable above the various trees in question and offered several options for us to consider. There was no pressure as to which option to choose. The crew was all work and completed most of the work Saturday and completed it Monday. Aside from the missing trees, there was little to indicate they were there as the crew did a thorough job of cleaning up after themselves.
"
2 neighbors recently requested a quote
Recommended by92%of homeowners
Avatar for Hometown Tree Experts
Hometown Tree Experts
4.6(
389
)
Tree RemovalTree TrimmingTree Removal - For Business+5 more

Serving Annapolis, MD and surrounding areas

Approved

In business since 1997

Free estimates

Emergency services offered

"Hometown Tree Experts provided a first class service from start to finish. They removed several large trees on our properties for a great price and did an excellent job. All tree limbs, trunks, branches (etc) were dropped with precision (very talented crew). We would hire them again and we plan to provide referrals to our neighbors."
Additional Photos
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+2

Response time7 hrs
Response rate100%
7 neighbors recently requested a quote
Avatar for Coreas Tree Services LLC
Coreas Tree Services LLC
4.8(
51
)
Tree RemovalTree Removal - For Business

Serving Annapolis, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2024

Free estimates

Offers commercial services

"Coreas Tree Services responded to my project immediately after I posted it. They came out in the morning for an estimate and finished the job on the same day. I highly recommend Coreas Tree Services to anyone in need of tree removal."
Response time3 hrs
Response rate99%
225 neighbors recently requested a quote
Avatar for Barton's Tree Care, LLC
Barton's Tree Care, LLC
4.4(
50
)
Tree RemovalTree TrimmingTree Removal - For Business+1 more

Serving Annapolis, MD and surrounding areas

Approved

In business since 1989

Free estimates

Emergency services offered

"We used Barton twice this year and both we unexpected and timely. Both times the service was outstanding. The stump removal was extremely difficult because the tree had grown through a chain linked fence. The job was fantastic. .. and just great guys."
Response time1 day
2 neighbors recently requested a quote
Recommended by97%of homeowners
Avatar for Cross Tree Service
Cross Tree Service
5.0(
63
)
Tree RemovalTree Removal - For BusinessTree Trimming+1 more

Serving Annapolis, MD and surrounding areas

Approved

In business since 2022

Free estimates

Customers say: True professional

"Andrew Cross showed up on time, and gave a great quote for the job. Andrew showed up on the day of the job, reviewed with me what he intended to do to take the tree down. Andrew cut down the entire tree down to the ground. He cut it up in firewood size to be split. He cleaned up the area, and walked me through the results. I would definitely use Andrew for any additional tree work, and I recommend you give Cross Tree Service a call when you need work done. Thanks Andrew, Jim K."
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Tree Trimming
.
Tree Trimming
.

+8

Response time7 hrs
Response rate94%
Recommended by95%of homeowners
Avatar for Greentree
Greentree
4.4(
565
)
Tree RemovalTree TrimmingTree Removal - For Business+1 more

Serving Annapolis, MD and surrounding areas

Approved (Corporate)

In business since 1993

Free estimates

Emergency services offered

"The workers were fabulous and took down my tree in about 5 cuts. Then the stump removal worker ground down the rest and cleaned up perfectly. Danny, the young man who gave me the estimate and started off the whole shebang was great. I definetely recommend GreenTree."
Two Trees
Small fit
Fairfax Circle
Crane Work
Greentree Photo Library

+12

Response time1 day
19 neighbors recently requested a quote
Recommended by87%of homeowners
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Tree Service FAQs, answered by experts

Late August, September, and mid-October are the ideal months for planting a young tree. However, the best time to plant a tree ultimately depends on when the weather transitions to fall-like conditions and eventually winter frost. As long as the hottest days of summer have passed and the ground hasn’t frozen yet, you can still successfully plant trees.

Your neighbor is not in a good position to know if your trees are truly dead or pose any kind of danger. That’s why hiring an arborist or tree service expert can be such an important part of the process. If the trees are still alive and don’t pose any threat, you’re in the clear (but you may want to document and photograph everything in case events turn sour down the road).

But if a tree is visibly dead and near the property line, you should remove it to be safe. If a dead tree falls on a neighbor’s property, they may have grounds to sue for negligence. If any branches on trees have died, it’s a good idea to cut them back for similar reasons.

Debris removal is often included in the overall cost of having a tree removed from your property. However, tree maintenance service companies do not always include debris removal in their pricing, so ask any contractors offering tree trimming cost estimates whether or not removal is included. If you want to keep the wood mulch, ask if they charge extra for it as well.

It is possible to cut down a tree on your property yourself, but it is generally not recommended unless specific conditions are met. You should only consider this project if the tree is small (e.g., under 4-5 inches in diameter and short enough that you don't need a ladder to reach the branches), and you are experienced in handling a chainsaw. The tree must also be located far from any power lines, fences, homes, or other structures. Even for small trees, the work can be dangerous, and it's always advisable to have a spotter to ensure the tree falls correctly and no branches fall on you.

For any tree that is large, requires a ladder to access, or is near electrical lines or structures, you should always hire a professional. Attempting to remove a large tree yourself is extremely dangerous, poses a risk of serious injury, and could result in significant damage to your property.

Before any tree removal, it's also important to check your local and state regulations to ensure the tree is not historic or otherwise protected by your city.

In some states and municipalities, you will need a permit to remove a tree on your property. In many cases where permits are required, a tree must reach a maximum height before a permit is required to remove it. You can either ask your local building department or a tree removal professional if you’ll need a permit. If you do, you can expect to pay between $50 and $150 for the permit alone. Your tree removal company should pull the permit for you and include the permit fee in your total.

The Annapolis, MD homeowners’ guide to tree services

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