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TRUSTED BY HIGHLANDTOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon236
    Verified tree services reviews

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

Orellana Tree Service
4.8(
56
)
Tree TrimmingTree Removal - For BusinessTree Trimming - For Business

Serving Highlandtown, MD and surrounding areas

Approved

In business since 1991

Free estimates

Credit card accepted

"Alex and crew were great! Very responsive, negotiating estimates. Responsiveness and customer service was great. 6 trees removed and stump grinding. The property was left clean and neat and free of debris. Would definitely recommend! Price was more than reasonable compared to other companies."
2 neighbors recently requested a quote
Recommended by98%of homeowners
JAK Tree Service
5.0(
21
)
Tree Trimming

Serving Highlandtown, MD and surrounding areas

Approved

In business since 2020

Free estimates

Customers say: Quick response

"I would highly recommend this awesome company to anyone that needs tree service. They were very prompt in calling me back after my initial phone call. That was not the case for 5 other companies. They performed the job in a very prompt and professional manner. Clean up was impeccable. I would give them 10 Stars if possible. Thank you Jose !"
Response time1 day
Response rate93%
18 neighbors recently requested a quote
Red Oaks, LLC
5.0(
25
)
Tree RemovalTree Trimming

Serving Highlandtown, MD and surrounding areas

Approved

In business since 2010

Free estimates

Credit card accepted

"Red Oaks, LLC provides excellent and efficient services at very reasonable prices. Moreover, they take the time to inform their customers about best options regarding tree maintenance, often saving the customer money in the process. I have utilized their services on three different occasions and been thoroughly satisfied each time. Their work meets the gold standard in tree care!"
Response time1 day
Response rate96%
Recommended by95%of homeowners
Avatar for A-AAA Tree Service
A-AAA Tree Service
4.5(
132
)
Tree TrimmingTree RemovalTree Stump - Remove+3 more

Serving Highlandtown, MD and surrounding areas

Approved

In business since 2002

Free estimates

Emergency services offered

"The company did an outstanding job on removing three trees that were very close to the house and were in a challenging location behind our house. Would highly recommend their company."
Monster Tree Removal
Response time1 day
Response rate89%
5 neighbors recently requested a quote
Monster Tree Service of North Anne Arundel County
New to Angi
Tree Stump - RemoveTree Stump - Remove - For Business

Serving Highlandtown, MD and surrounding areas

Approved

In business since 2023

Free estimates

Emergency services offered

Monster Tree Service of North Anne Arundel County 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.

Response time4 days
Response rate100%
2 neighbors recently requested a quote
Avatar for Greentree
Greentree
4.4(
535
)
Tree RemovalTree Removal - For BusinessTree Stump - Remove+5 more

Serving Highlandtown, MD and surrounding areas

In business since 1991

Free estimates

Emergency services offered

"We had a dead tree in front they removed that. They still have to grind it down. They trimmed several trees away from the house. It went well. They did the job quickly. I thought the price was very reasonable considering I compared it to the price from another company. I was happy with the work. I'm still waiting till they actually removed the stump, ground it down. I liked the price most. The work was very professional. They brought it down, nothing was harmed. They did have an equipment malfunction that delayed them a little, about a day."
Tree Removal
Tree Removal
Tree Climbing
Recommended by88%of homeowners
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Tree Service FAQs, answered by experts

The best time to cut down a tree is during its dormant season, typically in winter or early spring, after all the leaves have fallen. Removing a tree during this period is advantageous for several reasons. Frozen ground helps secure the tree stump, protects the surrounding landscape from damage, and reduces the risk of the tree falling in an unintended direction. With the leaves gone, there is less risk of the tree's foliage getting tangled with other trees. Additionally, since this is often a slower season for tree services, you may be able to hire a professional at a lower rate. This dormant period is also the best time for tree trimming.

Most experts recommend removing a tree that has sustained more than 25% loss in the limbs, trunk, or circumference of the bark. Doing an initial trimming of damaged and dangling branches, but then waiting a few days of monitoring to decide how much more you might need to cut can help you better assess the total damage to the tree. However, consulting a tree maintenance pro to make this determination the best course of action before removing a tree.

Most trees can be successfully transplanted while they are young, but pines, walnuts, and some oak tree varieties are more difficult to move because their root systems grow deeper than most other trees. Also, trees adapted to sandy soil with wide root systems like beeches, willows, and aspens are harder to dig out because their roots spread much farther out from the trunk. In these cases, unless the trees are very young and small, it’s a good idea to consult a tree planting professional.

The cost of trees varies massively based on the size of the tree and the species. A small Colorado spruce can cost as little as $30, but a golden rain tree of the same size can cost $90. Large trees can cost $1,500 or more, depending on their species and height.

Yes, tree roots can regenerate after they’re pruned or cut. In fact, trimming can stimulate new growth, especially in healthy trees. The tree’s roots can still grow back even after a tree is cut down, (and learning how to get rid of regrowing tree roots is a separate feat). Still, if you don’t wish to harm a tree, pruning the roots should be done with extreme care, and ideally by a professional.

The Highlandtown, MD homeowners’ guide to tree services

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