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TRUSTED BY OCONOMOWOC, WI HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon618
    Verified arboricultural services reviews

Top-Rated Arborists in Oconomowoc - Updated Nov 2026

Avatar for Cherry Tree Service LLC
Cherry Tree Service LLC
4.9(
50
)
Tree RemovalTree TrimmingTree Removal - For Business+1 more

Serving Oconomowoc, WI and surrounding areas

Approved

Super Service Award Winner

In business since 2024

Free estimates

Emergency services offered

"Professional hard working company. They truly enjoy their work and they go above and beyond. We needed several trees trimmed to get ready for a new shed and they did the job beyond our expectations. They did more than we asked of them, cleaned everything up when they were done and we couldn’t be happier with the end results. I encourage anyone looking for tree services to call them! They don’t over charge and they do an excellent job!! Thank you Cherry Tree Service"
Tree to be removed
Tree Removal
Tree Removed - Debris to be cleaned
Large Tree Removed
Tree Trimmed

+39

Response time9 hrs
Response rate97%
90 neighbors recently requested a quote
Brotherhood Of Tree Workers
5.0(
23
)
Tree RemovalTree TrimmingTree Removal - For Business+3 more

Serving Oconomowoc, WI and surrounding areas

Approved

In business since 2018

Free estimates

Credit card accepted

"They were very professional. Got there within the hour of when they said. There was an arborist and two guys. They knew what they were doing. They left the yard cleaner than when they started, they raked and blew the yard. They did a terrific job! The tree looks great. I would hire them again right away."
3 neighbors recently requested a quote
Recommended by43%of homeowners
Avatar for Monkey Climbers Tree Service
Monkey Climbers Tree Service
4.8(
155
)
Tree RemovalTree Trimming

Serving Oconomowoc, WI and surrounding areas

Approved

Super Service Award Winner

In business since 2021

Free estimates

Emergency services offered

"The crew was great, worked hard, and very safely. The full scope of the job was completed in one day and my property was cleared of all debris. I would highly recommend this tree service."
Response time8 hrs
Response rate93%
77 neighbors recently requested a quote
Avatar for Tree & Snow Removal Services
Tree & Snow Removal Services
4.9(
22
)
Tree RemovalTree TrimmingTree Removal - For Business+5 more

Serving Oconomowoc, WI and surrounding areas

Approved

In business since 2006

Free estimates

Emergency services offered

"Luis and his team were great! I had a large tree that was surrounded by my house, the neighbors house, and a garage. They had it down and the wood stacked neatly in about half a day. Later in the day, I called back to see where the anchors were for my sons playhouse, and Luis said he would check with the crew and call me back. Within 30 min I got a call back saying where they anchors were but not to worry as Luis had already came back and put the playhouse/anchors back in himself. What great customer service!! I would definitely recommend them to others and hire again for future needs."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+10

2 neighbors recently requested a quote
Recommended by94%of homeowners
Avatar for TNT Lawncare & Landscape, LLC
TNT Lawncare & Landscape, LLC
4.9(
52
)
Tree RemovalTree TrimmingTree Removal - For Business+3 more

Serving Oconomowoc, WI and surrounding areas

Approved

In business since 1995

Free estimates

Emergency services offered

"I was very pleased with the outcome of cutting back a Lilac and a plum tree that was imbedded in the Lilac bush.. Professional , eager to please & answer my questions regarding project. Highly recommend this fine company.!! Will definitely be calling them again on any future service l may need!"
Response time8 hrs
Response rate91%
5 neighbors recently requested a quote
Avatar for Leo's Landscaping
Leo's Landscaping
4.6(
106
)
Tree RemovalTree Removal - For Business

Serving Oconomowoc, WI and surrounding areas

Approved

In business since 2019

Free estimates

Emergency services offered

"I had several overgrown shrubs in a plant bed to remove from the end of my driveway. I requested quotes from a variety of local businesses. Leo made a point to come to my house and discuss in person. Within 5 minutes we agreed on a price to cut down the shrubs, clear out some smaller bushes, grind all the stumps, add some fresh fill, seed and straw. Fantastic value for the money. He and his team did a great job, worked quickly, and cleaned up nicely when done. I would highly recommend Leo's Landscaping."
Retaining wall
Wall
Wall
Wall
Wall

+86

Response time7 hrs
Response rate90%
1 neighbors recently requested a quote
Avatar for Down Rite Tree Service, LLC
Down Rite Tree Service, LLC
5.0(
13
)
Tree TrimmingTree RemovalTree Removal - For Business+5 more

Serving Oconomowoc, WI and surrounding areas

Approved

In business since 2016

Customers say: True professional

"The crew came on time and worked steadily throughout the day to remove a very large tree from a fairly small lot. Everyone was polite and respectful. Taking down a tree this size was not a simple job, but these guys really know what they're doing! They cleaned up the area thoroughly when they were finished. Now I don't have to rake leaves this year. Thanks, guys!"
1 neighbors recently requested a quote
Recommended by92%of homeowners
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Arborists FAQs, answered by experts

If you don’t cut down a dead, dying, or diseased tree, it can become a nesting place for pests like mosquitos, bees, beetles, wasps, fly larvae, and more. Some pests will live in the tree, while others will feed off the decaying wood. Unhealthy trees are also more likely to fall over, potentially injuring people and causing damage to your property.

Trimming your palm trees once or twice per year keeps them healthy and robust. Caring for palm trees includes cutting off brown leaves to prevent wildfires and pathway obstruction. However, you don’t want to over-trim the palm tree. Cutting too many branches off will weaken the tree and prevent future growth. And it’s essential to have a strong, healthy palm tree during hurricane season to prevent safety risks or property damage.

Consumers typically do not need to worry about the cost of tree insurance, as professional tree service companies pay for their own coverage. For a tree service business, an average U.S. policy covering about $1 million in general liability costs roughly $40 a month or $500 a year. More extensive policies, providing between $500,000 to $2 million in coverage, can cost between $3,000 and $6,000 annually, depending on the company's size and scope of work. Tree service professionals should speak with an insurance company to determine the right plan for their business.

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.

Many consider the Fraser fir to be the most popular type of Christmas tree, but which type of tree sells out near you can depend on region and decorating trends that year. For example, the Leyland cypress is especially popular in the Southeast, according to the National Christmas Tree Association.

The Oconomowoc, WI homeowners’ guide to arboricultural services

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