Top-rated tree service pros.

Get matched with top tree service pros in Winchester, KY

Enter your zip and get matched with up to 5 pros

Need a pro for your tree service project in Winchester, KY?

Select your specific project to find the pro for you.

TRUSTED BY WINCHESTER, KY HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon240
    Verified tree services reviews

Verified Reviews for Tree Service pros in Winchester, KY

*The Angi rating for Tree Service companies in Winchester, KY 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 Winchester, KY 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 March 23, 2026

Find Tree service pros in Winchester

Avatar for Jamie's Stump Grinding
Jamie's Stump Grinding
4.9(
96
)
Tree Stump - RemoveTree Stump - Remove - For Business

Serving Winchester, KY and surrounding areas

Approved

Super Service Award Winner

In business since 2018

Free estimates

Credit card accepted

"As a new community member, finding electricians, painters, tree removal services, etc. has proven difficult since I donâ t know the area. However, Jamie was very easy to work with! He showed up quickly & on time, finished in a timely manner & cleaned the site as promised. Heâ s friendly, returns calls quickly & did a great job."
Response time3 hrs
Response rate97%
4 neighbors recently requested a quote
Request Quote
Avatar for Central Ky Tree & Landscape Service, LLC
Central Ky Tree & Landscape Service, LLC
4.5(
146
)
Tree TrimmingTree RemovalTree Stump - Remove+1 more

Serving Winchester, KY and surrounding areas

Approved

Super Service Award Winner

In business since 2002

Free estimates

Emergency services offered

"Worked with Tony and his crew. I was very impressed with the completed project, which included area clean-up. I highly recommend this company for tree services."
Response time11 hrs
4 neighbors recently requested a quote
Recommended by91%of homeowners
Request Quote
Avatar for Elevate Home & Tree Services, LLC
Elevate Home & Tree Services, LLC
4.8(
4
)
Tree Removal

Serving Winchester, KY and surrounding areas

Approved

Super Service Award Winner

In business since 2024

Free estimates

Emergency services offered

"Caleb did an excellent job, he is very professional and methodical about his work. His expertise and professionalism were outstanding."
Response time2 days
Recommended by50%of homeowners
Request Quote
Avatar for Hardline Land Clearing & Timber Co.
Hardline Land Clearing & Timber Co.
4.7(
3
)
Tree TrimmingTree RemovalTree Stump - Remove+3 more

Serving Winchester, KY and surrounding areas

Approved

In business since 2025

Free estimates

Emergency services offered

"The owner of the company came to my house the day after I called in to look at the tree work I needed done and had an estimate bat to me the next day. I got scheduled the next week trees were removed and debris cleaned up. Excellent customer service, I would recommend Hardline to my family and friends."
15 neighbors recently requested a quote
Request Quote
Avatar for Limestone Landscape LLC
Limestone Landscape LLC
5.0(
10
)
Tree TrimmingTree RemovalTree Removal - For Business+5 more

Serving Winchester, KY and surrounding areas

Approved

Super Service Award Winner

In business since 2024

Free estimates

Offers commercial services

"They was super quick and professional. Thank you so much for your service!!!"
Response time6 hrs
Response rate100%
6 neighbors recently requested a quote
Request Quote
Avatar for Unique Landscaping & Contracting, LLC
Unique Landscaping & Contracting, LLC
4.0(
12
)
Tree RemovalTree Removal - For Business

Serving Winchester, KY and surrounding areas

Approved

In business since 2020

Free estimates

Emergency services offered

"Kyle iis very professional and personanable. We are glad and grateful to have discovered him."
Front Steps
Front Steps
Decking
Back Steps
Over Hang Finish

+29

Response time2 days
1 neighbors recently requested a quote
Recommended by85%of homeowners
Request Quote
Avatar for Perdue Excavating
Perdue Excavating
New to Angi
Tree Removal

Serving Winchester, KY and surrounding areas

Approved

In business since 1985

Free estimates

Perdue Excavating has over 30 years experience servicing all of Nicholasville, Jessamine County and surrounding counties. We are a one stop shop for all your excavating needs and no job is to big nor to small for our equipment to handle. We are a family owned and locally operated business that strives for perfection on every job and guarantee customer satisfaction Give us a call today for a free estimate.

ATV trail
ATV trail
ATV trail
ATV trail
Request Quote
Avatar for Bluegrass Tree & Lawn
Bluegrass Tree & Lawn
4.9(
36
)
Tree RemovalTree Removal - For BusinessTree Stump - Remove+5 more

Serving Winchester, KY and surrounding areas

In business since 2020

Free estimates

Emergency services offered

"Jerred is VERY professional! Great communication and personality. He was very understanding of my situation. I bought a house from an investor who left a pine forest in my backyard. Trees well over 180 feet tall. Bluegrass Tree and Lawn to the rescue. Just in time for hurricane season. I will be hiring him again in a few months to finish off 4 more trees. Jerred and crew are the best you could ever ask for."
Excavating Project
Excavating Project
Excavating Project
Excavating Project
Excavating Project

+67

Response time9 hrs
Recommended by100%of homeowners
Request Quote
...
Showing 1-10 of 130
Tree Service questions, answered by experts

Trimming a tree can take anywhere from just two hours to a full day, depending on the age of the tree, the number of trees, and the species. Young trees are generally easier to trim, as their branches are often thinner in diameter and easier to reach compared to mature trees. They also tend to be healthier. If you haven’t trimmed your trees before or it’s been a while, the process could take even longer.

Tree removal can be quite expensive, especially for larger projects, but you can use the following tips to help keep costs down:

  • Do the yard cleanup afterward yourself

  • Choose to leave the logs on your property and split them yourself

  • Opt to leave the stump in the ground and tackle stump grinding yourself

  • Pull permits for tree removal, if necessary, to avoid fines

  • Pay to have multiple trees removed at once

  • Remove tree in the late winter or early spring during off-season

Generally speaking, you’ll want to avoid flush cuts, which are cuts made as extremely close to the trunk or main branch. These cuts can weaken your tree, lower its natural defense mechanisms, and even cause decay. You’ll also want to avoid tree topping, which is the total removal of the leader and upper main branches of a tree. 

Most pros will advise against either of these methods, which is why hiring a pro is often the best choice when it comes to tree trimming.

Generally, you’ll want to avoid pruning more than 25% of the tree’s canopy at one time. While pruning your tree is important, it’s possible to do it too often or to go too far. Again, this is why hiring a tree trimming pro to do the work is wise. However, if you do decide to DIY, going slow and trimming gradually is the name of the game.

Trees aren't big fans of moving, and they do go into shock during a transplant. Although most carefully thought-out tree transplants see the tree recover from the shock just fine, there is always a risk of having an unsuccessful move. Proper preparation, timing, and diligent aftercare are crucial to minimize the risks when transplanting a tree.

The Winchester, KY homeowners’ guide to tree services

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

See all articles