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TRUSTED BY STOCKBRIDGE, MA HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon39
    Verified tree services reviews

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

Kelley Brothers Enterprises, LLC
4.0(
9
)
Tree RemovalTree Trimming

Serving Stockbridge, MA and surrounding areas

Approved

In business since 2011

Free estimates

Customers say: Terrific value

"We were delighted with the work done by Kelly Brothers. Within three days of our initial contact with his company, Noah had come to our place, and walked our property with us to answer our questions, and make recommendations based on what we wanted. We had an estimate three days later, and and the amount was about half of what he had expected. The work was completed exactly as we had requested. Best of all, it was completed in less than three weeks from our first call to Kelly Brothers. We will certainly use this business for any future projects. We recommend these young men highly!"
Response time2 days
Recommended by83%of homeowners
Casey's Tree Service
5.0(
2
)
Tree RemovalTree Removal - For BusinessTree Trimming+1 more

Serving Stockbridge, MA and surrounding areas

Approved

In business since 2020

Free estimates

Credit card accepted

"We had a rather large pine tree lake front obstructing our view We did not want to remove it but just wanted it professionally trimmed back. Casey did an excellent job. Now we have great, clear views of the waterfront. He showed up on time, was very professional and cleaned up the entire area."
Response time3 hrs
Recommended by100%of homeowners
Avatar for Taconic Tree
Taconic Tree
5.0(
2
)
Tree RemovalTree Trimming

Serving Stockbridge, MA and surrounding areas

Approved

In business since 2022

Free estimates

Emergency services offered

"Taconic Tree was very quick to come out and aid us on our dead branches hanging over our business. They were extremely fast, affordable/fair pricing, the clean-up was so precise that you could not even tell that they were there! We are looking forward to future business with Taconic Tree."
Response time50 mins
Recommended by100%of homeowners
Avatar for Gravity property solutions
Gravity property solutions
5.0(
6
)
Tree TrimmingTree RemovalTree Stump - Remove

Serving Stockbridge, MA and surrounding areas

Approved

Free estimates

Emergency services offered

Warranties offered

At Gravity Property Solutions LLC, we make property maintenance simple, convenient, and dependable for homeowners and businesses\. We provide professional landscaping, lawn care, leaf removal, snow plowing, junk removal, and general property maintenance services designed to keep your property clean, safe, and looking its best\.\n\nYou can count on us for reliable service, clear communication, attention to detail, and quality results\. Whether you need seasonal cleanup, unwanted items removed, snow cleared, or ongoing property maintenance, we handle the work efficiently so you can save time and enjoy peace of mind\.\n\nWe proudly serve our local community and surrounding areas with a commitment to convenience, fair pricing, and customer satisfaction\. Our goal is to make every service experience easy and stress\-free while delivering results you can rely on\.\n\n**Contact us today for a quote\!**

Lawn mowing
Lawn mowing
Lawn mowing
Tree removal
Tree removal

+21

1 neighbors recently requested a quote
Avatar for Riffle Lawn Care & More
Riffle Lawn Care & More
5.0(
1
)
Tree Trimming

Serving Stockbridge, MA 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
4 neighbors recently requested a quote
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Tree Service FAQs, answered by experts

It’s possible to transplant trees as tall as 50 feet when an experienced tree planting service uses the right equipment. However, a tree with a trunk larger than two or three inches in diameter needs to be handled by a professional in order to yield successful transplanting results. Consulting a tree planting professional is the best way to tell if your large tree can be safely transplanted.

The ideal depth of a tree notch depends on the tree, but it should usually be between 20% and 25% of the tree’s depth. However, if the tree is leaning towards the direction of the notch, it can be cut more shallowly—at as little as 10% of the depth. When the tree is leaning away from the direction it needs to be felled, you can cut deeper, closer to 30%.

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.

For small trees, tree removal should take just a couple of hours to complete. Assume that a mid-sized tree will take between four and eight hours, depending on the extent of the equipment required and the health of the tree. Remember to add up to two hours for stump removal. Larger trees could take as long as one or two working days, about eight hours each.

Coverage varies quite a bit by policy, but most homeowners' insurance policies will cover $500 to $1,000 of the cost of removing a tree. Additionally, if your tree causes damage to your property, like your house, many policies will cover some or all of the costs to repair the damage, depending on why the tree fell.

The Stockbridge, MA homeowners’ guide to tree services

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