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TRUSTED BY MIDDLEBURY, CT HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon222
    Verified tree services reviews

Find Tree service pros in Middlebury

Avatar for The Builders & Cleaners

The Builders & Cleaners

4.89(
94
)
Approved Pro

The Builders & Cleaners

4.89(
94
)
Approved Pro
Customers say: True professional
2018 years of experience
Free onsite estimate

Based in West Haven, Connecticut, our team has provided an excellent, affordable service to more than thousands of houses over the years. We are committed to supporting our customers throughout the evaluation process, during the service itself and are available to answer any queries once the work is complete. We are a licensed and fully insured company aiming to respond to all requests involving our services within 24 hours or less. Our professional and knowledgeable staff have a combined experience of over 12 years within the construction, air duct cleaning, and landscaping industries, ensuring guaranteed satisfaction with every job. We pride ourselves in providing a safe, hazard-free environment and maintaining respectful, cordial communications with all of our clients. All technicians can be relied on to keep project sites clean both during and after the work is complete.

"Reached out to get our gutters cleaned. David was very responsive and offered a reasonable rate. Did the job quickly and thoroughly, sent lots of pictures and video of the finished work. Very satisfied, would definitely recommend"

Isaac D on October 2025

Based in West Haven, Connecticut, our team has provided an excellent, affordable service to more than thousands of houses over the years. We are committed to supporting our customers throughout the evaluation process, during the service itself and are available to answer any queries once the work is complete. We are a licensed and fully insured company aiming to respond to all requests involving our services within 24 hours or less. Our professional and knowledgeable staff have a combined experience of over 12 years within the construction, air duct cleaning, and landscaping industries, ensuring guaranteed satisfaction with every job. We pride ourselves in providing a safe, hazard-free environment and maintaining respectful, cordial communications with all of our clients. All technicians can be relied on to keep project sites clean both during and after the work is complete.

"Reached out to get our gutters cleaned. David was very responsive and offered a reasonable rate. Did the job quickly and thoroughly, sent lots of pictures and video of the finished work. Very satisfied, would definitely recommend"

Isaac D on October 2025


Avatar for H & H Stump Grinding

H & H Stump Grinding

4.91(
176
)
Approved Pro

H & H Stump Grinding

4.91(
176
)
Approved Pro
Customers say: True professional
Recommended by 98% of Angi customers
Recommended by 98% of HomeAdvisor customers
2004 years of experience

H & H Stump Grinding has over 15 years in our field and love what we do. Specializing in difficult locations, large tree stump grinding and weather damaged, flopped over rooted areas. We get the stump out and give you your lawn back. We have the right equipment and like to leave your yard cleaned and leveled. Please see our many excellent reviews. Thank you for considering H & H Stump grinding, the best in CT.

"They did great."

Eduart T on May 2025

H & H Stump Grinding has over 15 years in our field and love what we do. Specializing in difficult locations, large tree stump grinding and weather damaged, flopped over rooted areas. We get the stump out and give you your lawn back. We have the right equipment and like to leave your yard cleaned and leveled. Please see our many excellent reviews. Thank you for considering H & H Stump grinding, the best in CT.

"They did great."

Eduart T on May 2025


Vasquez Tree Service LLC

4.98(
51
)
Approved Pro

Vasquez Tree Service LLC

4.98(
51
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
2019 years of experience

We have the experience and dedication to get the job done right! Specializing in tree services; We guarantee your satisfaction, and we won't leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Call or click for your FREE estimate today!

"we are very pleased with our new garden and walk way.I will not hesitate to recommend his services to anyone that needs work done. Looking forward for next spring to enjoy the beautiful blooms"

Erica D on November 2025

We have the experience and dedication to get the job done right! Specializing in tree services; We guarantee your satisfaction, and we won't leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Call or click for your FREE estimate today!

"we are very pleased with our new garden and walk way.I will not hesitate to recommend his services to anyone that needs work done. Looking forward for next spring to enjoy the beautiful blooms"

Erica D on November 2025


Vasquez Tree Services, LLC

4.87(
84
)
Approved Pro

Vasquez Tree Services, LLC

4.87(
84
)
Approved Pro
Customers say: True professional
2019 years of experience
Free onsite estimate

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. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.

"They did everything I asked they had been on time they did everything I wanted done and cleaned up after themselves. "

Luz V on November 2025

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. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.

"They did everything I asked they had been on time they did everything I wanted done and cleaned up after themselves. "

Luz V on November 2025


Avatar for LARS Tree Service, LLC

LARS Tree Service, LLC

4.96(
36
)
Approved Pro

LARS Tree Service, LLC

4.96(
36
)
Approved Pro
Customers say: True professional
2023 years of experience
Free onsite estimate

Welcome to LARS Tree Service, LLC.! We are committed to exceed your expectations. As experts, we will handle your needs with the high quality expertise, that your home or business deserves. We offer competitive prices, and customer satisfaction is our number one priority. Call us now! Get your FREE ESTIMATE NOW! 24/7 Taking care of your trees!

"We had an outstanding experience with this tree service company. The team was incredibly professional from start to finish—they showed up exactly on time, worked efficiently, and treated our property with great care. They were friendly and easy to talk to, taking the time to explain what they were doing and making sure everything looked perfect before they left. The cleanup after the job was spotless, and the pricing was very fair. Highly recommend them to anyone needing reliable and top-quality tree work! "

Tavis B on November 2025

Welcome to LARS Tree Service, LLC.! We are committed to exceed your expectations. As experts, we will handle your needs with the high quality expertise, that your home or business deserves. We offer competitive prices, and customer satisfaction is our number one priority. Call us now! Get your FREE ESTIMATE NOW! 24/7 Taking care of your trees!

"We had an outstanding experience with this tree service company. The team was incredibly professional from start to finish—they showed up exactly on time, worked efficiently, and treated our property with great care. They were friendly and easy to talk to, taking the time to explain what they were doing and making sure everything looked perfect before they left. The cleanup after the job was spotless, and the pricing was very fair. Highly recommend them to anyone needing reliable and top-quality tree work! "

Tavis B on November 2025


Avatar for GBE Guifarro, LLC

GBE Guifarro, LLC

4.94(
67
)
Approved Pro

GBE Guifarro, LLC

4.94(
67
)
Approved Pro
Customers say: Quality work
Recommended by 91% of Angi customers
Recommended by 91% of HomeAdvisor customers
2012 years of experience

We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business!

"They showed up on time actually were a bit early. Did a great job of getting everything down and cleaning up. I would definitely hire them again and would highly recommend"

John M on July 2025

We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business!

"They showed up on time actually were a bit early. Did a great job of getting everything down and cleaning up. I would definitely hire them again and would highly recommend"

John M on July 2025


Avatar for MR. TREEMAN TREE SERVICES, LLC

MR. TREEMAN TREE SERVICES, LLC

4.92(
12
)
Approved Pro

MR. TREEMAN TREE SERVICES, LLC

4.92(
12
)
Approved Pro
Customers say: Quick response
2024 years of experience
Free onsite estimate

We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business!

"Hizo un excelente trabajo removiendo unos árboles ya viejos de mi negocio. El jefe es una persona muy amigable y respetuoso, se los recomiendo 100%. Muy buen trabajo y profesionalismo 💪🏻"

Geuly F on November 2025

We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business!

"Hizo un excelente trabajo removiendo unos árboles ya viejos de mi negocio. El jefe es una persona muy amigable y respetuoso, se los recomiendo 100%. Muy buen trabajo y profesionalismo 💪🏻"

Geuly F on November 2025


Dirt N More Property Services, LLC

4.96(
35
)
Approved Pro

Dirt N More Property Services, LLC

4.96(
35
)
Approved Pro
Customers say: Quality work
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
2014 years of experience

Welcome to Dirt N More Property Services, LLC. Our goal is to complete your project to perfection. We look forward to building long lasting relationships with the customers that we serve. We look forward to serving you. Call us today!

"Arrived on time. Went to work. Did some extra work here and there. Great group. I'll use them again, soon!"

Thatcher D on July 2020

Welcome to Dirt N More Property Services, LLC. Our goal is to complete your project to perfection. We look forward to building long lasting relationships with the customers that we serve. We look forward to serving you. Call us today!

"Arrived on time. Went to work. Did some extra work here and there. Great group. I'll use them again, soon!"

Thatcher D on July 2020


Avatar for Stump Chompers

Stump Chompers

4.90(
32
)
Approved Pro

Stump Chompers

4.90(
32
)
Approved Pro
Customers say: Quality work
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
2009 years of experience

Stump Chompers is a family/owner run and operated company. We are on time and on budget. 100% customer satisfaction guarantee. Commercial and residential projects welcome. Call today for a free estimate. "Let Stump Chompers show you what quality service is available to help you improve the appearance of your home and make home maintenance chores like mowing so much easier!"

"Easy to work with. Completed/performed job as requested."

AL H on May 2020

Stump Chompers is a family/owner run and operated company. We are on time and on budget. 100% customer satisfaction guarantee. Commercial and residential projects welcome. Call today for a free estimate. "Let Stump Chompers show you what quality service is available to help you improve the appearance of your home and make home maintenance chores like mowing so much easier!"

"Easy to work with. Completed/performed job as requested."

AL H on May 2020


Avatar for Rivers Tree Service

Rivers Tree Service

4.72(
120
)
Approved Pro

Rivers Tree Service

4.72(
120
)
Approved Pro
Customers say: Quick response
2006 years of experience
Free onsite estimate

Rivers Tree Service, has been serving New Haven and Fairfield County for 18 years. We offer prompt and professional service for both residential and commercial needs. We offer 24 hour emergency storm cleanup and we have the experience and equipment to handle all tree care needs and commercial landscaping. Hazardous trees and large take downs are our specialty. Give us a call today in order to get your free estimate! We look forward to hearing from you.

"Josh and his team did a great job. The staff is polite and friendly. I already gave their numbers to friends and family. I will be using them again in the future."

Jeneave D on October 2025

Rivers Tree Service, has been serving New Haven and Fairfield County for 18 years. We offer prompt and professional service for both residential and commercial needs. We offer 24 hour emergency storm cleanup and we have the experience and equipment to handle all tree care needs and commercial landscaping. Hazardous trees and large take downs are our specialty. Give us a call today in order to get your free estimate! We look forward to hearing from you.

"Josh and his team did a great job. The staff is polite and friendly. I already gave their numbers to friends and family. I will be using them again in the future."

Jeneave D on October 2025

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Tree Service questions, answered by experts

For trimming trees, your best tool is a pair of pruning shears or loppers. Both options work best for branches that are under 3 inches in diameter. Trimming trees with a larger diameter may require a robust tool like a small chainsaw or a handsaw, so take into account your tree’s diameter when deciding between tools.

Yes, you will want to confirm that the tree removal company is properly insured before proceeding with hiring them for the job. Look for a tree service company with both general liability and workers’ compensation insurance to protect you and your home from potential damages. Do not hire a tree removal company that cannot provide proof of insurance.

Tree removal costs an average of $750, but it can range from $200 to $2,000, depending on the tree's height, diameter, and accessibility. For instance, very large, thick trees will generally cost more to remove than small, thin trees. It's also typically customary to tip your tree removal professional, usually $20 to $100.

Light-bark trees are most notorious for producing lots of sap when wounded. These varieties include maples, birches, poplars, dogwoods, magnolias, and elms, and they will bleed more when the trees are dormant. That’s why it’s a good idea to prune them in the summer months rather than waiting until winter.

Late winter is ideal, but if you’re pruning apple trees in the spring, prune them as early as possible in the season. You want to ensure your tree is just creeping out of dormancy and hasn’t started pushing out new growth. If you prune your tree too late into spring, you generally won’t see results until the following year.

That said, there’s no pruning season for unhealthy growth. Remove dead, dying, or diseased branches as soon as you notice them, regardless of the time of year.

The Middlebury, CT homeowners’ guide to tree services

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