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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

Most jobs take 2-8 hours, but extensive trimming may take multiple days.

Tree pruning is a common and helpful tree maintenance technique that involves carefully cutting and trimming unwanted branches so that the tree can continue to grow and thrive. Pruning is done carefully and intentionally. Tree topping is a frowned-upon method that involves removing and cutting most or the entirety of the top of the tree, including structurally important branches.

Generally, homeowners do not need permission to cut down a tree on their own private property, but there are several exceptions where a permit may be required. You might need a permit if the tree is particularly large, old, or a protected species, such as a heritage tree. Trees located near public property or power lines can also be subject to special rules. Additionally, many local governments and homeowners associations (HOAs) have regulations controlling which trees can be removed to manage an area's appearance or prevent the spread of invasive species. To avoid hefty fines, it is crucial to check with your local government and HOA to determine if a permit is needed before you begin.

Surface-level tree roots might only pose a small threat, such as being a tripping hazard or obstacle when you mow your lawn. But if mature tree roots start growing in the direction of your home’s foundation or plumbing system, it could be a real problem. Cutting small tree roots out before they grow too large can keep your home safe without removing the whole tree.

No, you should never top maple trees. Topping injures the tree and leads to the rapid growth of a weak canopy, which can be hazardous to rooftops and utility lines. Removing the crown can also leave the interior bark vulnerable to sun damage, leading to insects and disease. A topped tree can also reduce property value and permanently damage the appearance of a tree.

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.