ArborProof

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Oakville, Ontario · Updated September 2026

Best Tree Services in Oakville

The three highest-scoring tree companies that serve Oakville, ranked by ARB Score. Every company in Ontario is checked the same way, on insurance coverage, arborist credentials, experience and reviews. No company can pay to be at the top of this page.

43companies serve Oakville
21with WSIB clearance confirmed
5.6average ARB Score here

Oakville’s top 3 by ARB Score

1

Arborwood Tree Service

Serves Oakville, Burlington, Hamilton and Grimsby

4.9 · 506 Google reviewsWSIB clearance confirmed · to Nov 19, 2026
Not yet verified by the businessThese details come from our own research. Is this your business? Claim this listing
SpecializationsHighlighted: what they specialize in (up to 6)
Call 905-957-5663Visit websiteFull profile →
17.5ARB Score

Score breakdown

Positive client experiences506 Google reviews
5
Compliance & transparencyWSIB clearance confirmed
1
Years of experience25+ years in business
6
Education & training3 ISA Certified Arborists
4.5
Local & independentFounded in Canada
1
2

Derek's Tree Service

Serves Oakville, Mississauga, Brampton, Etobicoke and North York and more

4.9 · 151 Google reviewsWSIB clearance confirmed · to Nov 19, 2026
Not yet verified by the businessThese details come from our own research. Is this your business? Claim this listing
SpecializationsHighlighted: what they specialize in (up to 6)
Call 905-824-3017Visit websiteFull profile →
12.5ARB Score

Score breakdown

Positive client experiences151 Google reviews
3
Compliance & transparencyWSIB clearance confirmed
1
Years of experience25+ years in business
6
Education & training1 ISA Certified Arborist
1.5
Local & independentFounded in Canada
1
3

STS Tree Services

Serves Oakville, Mississauga, Etobicoke, Brampton and Toronto

5.0 · 338 Google reviewsWSIB clearance not issued on the date checked
Not yet verified by the businessThese details come from our own research. Is this your business? Claim this listing
SpecializationsHighlighted: what they specialize in (up to 6)
Call 905-821-7877Visit websiteFull profile →
11ARB Score

Score breakdown

Positive client experiences338 Google reviews
4
Compliance & transparencyInsurance proof and prices not posted yet
0
Years of experience25+ years in business
6
Education & trainingNo arborists listed in the ISA directory
0
Local & independentFounded in Canada
1

The ISA directory is opt-in, so a company may have certified arborists we can't see. Ask.

Ties are broken by number of Google reviews.

More companies serving Oakville

4Kodiak Tree ServicesHamilton · 4.8 from 631 reviewsNot verified by businessWSIB confirmed105Davey Tree Care Services (Mississauga office)Mississauga · 4.7 from 163 reviewsNot verified by businessWSIB confirmed106Wildwood Tree Services LtdOakville · 4.7 from 90 reviewsNot verified by businessWSIB confirmed107Diamond Tree Care & Consulting IncHalton Hills · 4.6 from 70 reviewsNot verified by businessWSIB confirmed108Hudson Tree ServicesBurlington · 5.0 from 214 reviewsNot verified by businessWSIB confirmed9See all 43 companies serving Oakville on the map →
Before you cut

Oakville’s private tree rules

Permit needed across the city

In Oakville you need a Town permit to remove a private tree with a trunk 15 cm or wider, measured 1.4 m off the ground (chest height). Large wooded areas fall under Halton Region's tree by-law instead.

Whole town

Private trees 15 cm and up need a permit

A permit is needed to remove a private tree 15 cm or wider at chest height. Dead, high-risk, ash and buckthorn trees still need a permit but have no fee.

Whole town

Plant one tree per 10 cm removed

For each 10 cm of healthy trunk removed you must plant one new tree, with a $300 refundable deposit per tree. Since 2024, cedars no longer count as replacements and cash-in-lieu is limited when you can plant on site.

All of Halton Region

Halton woodland by-law

Properties with part of a woodland over 0.5 hectares, or in the Regional Natural Heritage System, fall under Halton Region's Tree By-law 121-05. Owners may cut up to 24 cubic metres of wood a year for their own use with good forestry practice.

Town-owned trees

Town trees are protected

Trees on boulevards and road allowances belong to the Town and are covered by the Town Tree Protection By-law. Contact ServiceOakville for any work.

Anywhere in Ontario

Trees on a property line

A tree whose trunk sits on the line belongs to both neighbours. Ontario’s Forestry Act says you need your neighbour’s consent before removing or injuring it.

Size limits, fees, replacement trees and exemptions
Which trees need a permit
15 cm measured 1.4 m off the ground (chest height)
Permit fee
2026: $65 for the first tree 15–24 cm; $425 for each additional tree or any tree over 24 cm; $900 per tree if linked to a development application. No fee for dead, high-risk, ash or buckthorn trees. Halton Region: tree harvesting permit free; special council permit $500.
Replacement trees
One new tree for every 10 cm of healthy trunk removed; minimum 30 mm trunk (deciduous) or 150 cm tall (evergreen); $300 refundable security per replacement tree.
Common exemptions
  • Trees under 15 cm
  • Woodlands/greenlands covered by Halton Region By-law 121-05
  • Trees that must be kept or planted under an approved site plan
  • Dead, high-risk, ash and buckthorn trees are fee-exempt (permit still required)

Not sure if you need a permit?

Ask the municipality before any work starts. A good tree company will also check for you and tell you who applies for the permit.

ServiceOakville (Forestry)

905-845-6601Official information page →

Summary checked September 2026. It’s a plain-language guide, not legal advice. Bylaws change, so confirm with the municipality before you remove a tree.

Sources
Before you hire

What to check before you hire a tree service

Tree work is dangerous, and it’s expensive to fix when it goes wrong. Six questions worth asking any company, including the ones on this page.

  1. Ask for a WSIB clearance certificate and proof of liability insurance

    Tree work is one of the most dangerous jobs out there. We do our best on our end, but these certificates can change before we have a chance to update them. Some good companies will give them to you without you even having to ask. Bonus!

  2. Find out who will actually do the work

    You may get a Certified Arborist as your salesperson, but will the same be true of the person who works on your property? You won't know until you ask. A Certified Arborist may cost more, but it can cost a lot more if the work is done wrong and the tree dies early or your property is damaged.

  3. Get the quote in writing

    It should say exactly which trees, and whether cleanup, wood removal, stump grinding and so on are included. The more detailed the quote, the better.

  4. Ask who handles the permit

    If a bylaw applies, agree up front who applies for the permit and who pays the fee. Removing a protected tree without one usually means a fine for the property owner, not the tree company.

  5. If money is tight, try this

    See if the work can be scheduled in a slower season for a lower price. Clear obstacles (fences, gates, lawn ornaments, plants) before the crew arrives. Find someone online, such as on Facebook Marketplace, who will take the wood for free. Or change the scope of work, for example pruning only the lower half of the tree instead of the whole tree.

  6. Trees near power lines are a utility job

    If branches touch or come close to a hydro line, call your local hydro utility (the one on your electricity bill) first. Only crews the utility approves can work near power lines.

How we pick Oakville’s top 3

We rank every company whose service area includes Oakville by ARB Score. The score counts Google reviews, WSIB clearance, published insurance and pricing, years in business, ISA-verified arborists and Canadian ownership. We look up everything except insurance and pricing, which a company tells us itself.

Tree services near Oakville

MississaugaMiltonBurlingtonHalton HillsHamiltonBrampton

ARB Scores reflect public records and research on the date checked. Always confirm insurance, certification and WSIB coverage directly with a company before you hire it.