Top-rated tree service pros.

Best tree service pros near Middlebury, VT

Enter your zip and get matched with up to 5 pros

Need a pro for your tree service project in Middlebury, VT?

Select your specific project to find the pro for you.

TRUSTED BY MIDDLEBURY, VT HOMEOWNERS

  • Average homeowner rating star icon4.9
    Average homeowner rating
  • Verified reviews icon17
    Verified tree services reviews

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

Avatar for Champlain Valley Site Works & Building
Champlain Valley Site Works & Building
4.7(
8
)
Trees & Shrubs - Treat, Protect and Maintain

Serving Middlebury, VT and surrounding areas

Approved

In business since 1997

Free estimates

Emergency services offered

"Champlain Valley Site Works is highly recommended. I had a vision and Brian and his team made it a reality. I now have a beautifully landscaped front yard with a walkway. If you're looking for a company who will provide quality and outstanding professionalism, Champlain Valley is the company for you."
Outdoor Kitchen
Perennial Beds Entryway
Backyard
In the Works
Vegetable Gardens

+19

Response time1 day
1 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for David
David
New to Angi
Tree RemovalTree Trimming

Serving Middlebury, VT and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

I have always had a passion for trees dating back to my dendrology classes at Miami University. That passion has fueled many years in the arboriculture industry as a crew leader and climber. I'm happy to consult with you on your trees or shrubs and options to explore to preserve them for the long-term. Being an ISA Certified Arborist, I'm always striving to keep up with industry standards and grow myself.

Avatar for Riffle Lawn Care & More
Riffle Lawn Care & More
5.0(
1
)
Tree Trimming

Serving Middlebury, VT and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

"Absolutely fabulous! I had an overgrown lawn about 3ft high and they didn’t even blink! Just said no problem! They were also the only people I called that actually answered their phone.& I didn’t have to leave a msg with a computer prompt that kept cutting me off. They even came to ck out the job first. It was a huge job and they are miracle workers. I will be utilizing their services for years to come. 10 stars! Definitely recommend them."
Ballston Spa
Ballston Spa
5 neighbors recently requested a quote
Avatar for Rocky Oaks
Rocky Oaks
New to Angi
Tree TrimmingTree Trimming - For Business

Serving Middlebury, VT and surrounding areas

Approved

In business since 2010

Free estimates

We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer's needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. We specialize in all your outdoor needs from excavating, grading, and demolition. Our reputation is based on service, safety, and quality, regardless of how large or small the job. \n \n

After
Before
After brush hogging
A nice rototilling for a garden!
Fence done for a garden

+3

Response time4 days
Turnpike Enterprises LLC
New to Angi
Tree Stump - RemoveTree Trimming

Serving Middlebury, VT and surrounding areas

Approved

Free estimates

Small jobs welcome

Offers commercial services

Turnpike Enterprises LLC provides reliable, professional outdoor property services to help keep your home looking its best year-round. We offer lawn care, landscaping, spring and fall cleanups, and general property maintenance. We take pride in quality work, dependable service, and attention to detail. Whether you need regular lawn maintenance or help getting your property ready for the changing seasons, Turnpike Enterprises LLC is here to help.

1 neighbors recently requested a quote
Ray Germain Property Maintenance
4.9(
12
)
Tree RemovalTree Trimming

Serving Middlebury, VT and surrounding areas

In business since 2013

Free estimates

Emergency services offered

"Did a great job. I am very pleased with him, he called the same day I put the request in and came out for an estimate the next day. He came today to finish the work and he did everything I asked him to do. He had a really good price too, I would use his services again when needed!"
Response time4 hrs
Recommended by100%of homeowners
Pegton's Property Maintenance, LLC
4.2(
47
)
Tree Trimming

Serving Middlebury, VT and surrounding areas

In business since 1999

Free estimates

Offers commercial services

"Peter Ryan did everything right. He responded promptly, and gave me his honest opinion as to what he was and was not qualified to do, And referred me to another professional for the piece of the job that he felt was not for him. Ultimately I hired him to do the installation of a large perennial bed which was completed in a very timely fashion and which came in exactly at quote. His rates are very competitive, and I was so pleased with his work and that of his associate that I have hired them to return for fall cleanup. I highly recommend Pegtons Property Maintenance service, and look forward to dealing with them again in the near future"
Response time1 day
Recommended by100%of homeowners
Showing 1-10 of 48
Tree Service FAQs, answered by experts

The best time to trim trees is in late fall through winter when the tree has slowed its growing for the year. Cold weather stops insects and fungal growth from attacking a new tree wound. Summer and fall are considered the worst times to trim trees, but it’s permissible in certain scenarios, such as tree disease, damaged branches, or small, aesthetic cuts.

Only trim palm trees as needed, which is usually about once per year. However, don't stick to that schedule if the palm tree doesn't need it. Avoid trimming palm trees when possible. It’s best to trim palm trees only when you notice a buildup of dead fronds. That said, leave the brown fronds during the dormant season because this organic matter helps protect the tree from the cooler weather.

We don’t recommend DIY tree trimming for a few different reasons. First, the tools required to trim a tree can be costly, up to $1,100 or more, for the ladders and specialized saws needed. 

Safety is another concern, especially when working with more mature trees. As a guideline, you should only DIY tree trimming when branches are less than two inches in diameter. Any more, and the safety risk becomes too high, which could lead to catastrophe. For this job, it’s safest to let a tree-trimming professional assess the work needed.

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.

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.

The Middlebury, VT homeowners’ guide to tree services

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