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 LEAF 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.

42companies serve Oakville
23with WSIB clearance confirmed
3.4average leaves here

Oakville’s top 3 by LEAF Score

1

Brent Hocking Consulting Arborist

Serves Oakville, Mississauga, Burlington, Hamilton and Toronto

5.0 · 5 Google reviewsWSIB clearance confirmed · to Nov 19, 2026
Verified by BusinessThe business confirmed these details on October 29, 2026.

Specializations

Tree removal (small)Tree removal (large)Tree pruning (small)Tree pruning (large)Hedge trimming (medium and large)Stump grinding (small)Stump grinding (large)Tree planting (small)Tree planting (large)Cabling & bracingFertilizationHydro line clearance24/7 emergency serviceCrane servicesOn-site consultationLegal / bylaw dispute assistanceArborist reportsTree protection plansTree risk assessmentTree appraisalAir excavationPest & disease treatmentLand clearingEducation and advocacyWood chips - UNrefined - LARGE quantityWood chips - Refined - LARGE quantity

Pricing

On-site consultationStarting at $425
Arborist reportsStarting at $650
Tree risk assessmentStarting at $1,000
Confirmed by the businessNot listed by the business
Visit websiteFull profile →
8/10LEAF Score

Score breakdown

10+ Google reviews5 Google reviews
5+ years in businessNo reliable figure found
Employs a Certified Arborist1 ISA Certified Arborist (including Board Certified Master Arborists)
Employs a Tree Risk Assessment Qualification holder1 with Tree Risk Assessment Qualification
Brent Hocking, Tree Risk Assessment Qualification See certificate →
Employs a Board Certified Master Arborist1 Board Certified Master Arborist
Brent Hocking, Board Certified Master Arborist, ON-2667B See certificate →
Certificate of insurance on fileValid until September 1, 2027
We have verified insurance this year, but the policy may have changed. Verify with the company.
Valid WSIB clearanceWSIB clearance confirmed
Matched WSIB account: BRENT HOCKING / BRENT HOCKING CONSULTING ARBORIST See certificate →
Transparent pricingPricing posted
Verified their own listingConfirmed by the business
Founded in CanadaFounded in Canada
2

Arborwood Tree Service

Serves Oakville, Burlington, Hamilton, Grimsby and Lincoln and more

4.9 · 506 Google reviewsWSIB clearance confirmed · to Nov 19, 2026
Verified by BusinessThe business confirmed these details on October 23, 2026.

Specializations

Tree removal (small)Tree removal (large)Tree pruning (small)Tree pruning (large)Hedge trimming (medium and large)Stump grinding (small)Stump grinding (large)Tree planting (small)Tree planting (large)Cabling & bracingFertilizationHydro line clearance24/7 emergency serviceCrane servicesOn-site consultationLegal / bylaw dispute assistanceArborist reportsTree protection plansTree risk assessmentTree appraisalAir excavationPest & disease treatmentLand clearingEducation and advocacyWood chips - UNrefined - LARGE quantityWood chips - Refined - LARGE quantity
Confirmed by the businessNot listed by the business
Visit websiteFull profile →
7/10LEAF Score

Score breakdown

50+ Google reviews506 Google reviews
5+ years in business25 years in business
Employs a Certified Arborist9 ISA Certified Arborists
Andrew Hordyk, Certified Arborist See certificate →
Anthony Ouwersloot, Certified Arborist See certificate →
Michael Murphy, Certified Arborist See certificate →
Noah Frigault, Certified Arborist See certificate →
Nick Owen, Certified Arborist See certificate →
Timothy John Werkman, Certified Arborist See certificate →
Bailey Anderson Hordyk, Certified Arborist See certificate →
Daniel Breukelman, Certified Arborist See certificate →
Evan Rolston, Certified Arborist See certificate →
Employs a Tree Risk Assessment Qualification holder5 with Tree Risk Assessment Qualification
Andrew Hordyk, Tree Risk Assessment Qualification See certificate →
Anthony Ouwersloot, Tree Risk Assessment Qualification See certificate →
Michael Murphy, Tree Risk Assessment Qualification See certificate →
Noah Frigault, Tree Risk Assessment Qualification See certificate →
Nick Owen, Tree Risk Assessment Qualification See certificate →
Employs a Board Certified Master ArboristNone confirmed
Certificate of insurance on fileNot posted
Valid WSIB clearanceWSIB clearance confirmed
Matched WSIB account: ARBORWOOD TREE SERVICE INC. See certificate →
Transparent pricingNot posted
Verified their own listingConfirmed by the business
Founded in CanadaFounded in Canada
3

Diamond Tree Care & Consulting Inc

Serves Oakville, Halton Hills, Toronto, Brampton and Burlington and more

4.8 · 185 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

Specializations

Tree removal (small)Tree removal (large)Tree pruning (small)Tree pruning (large)Hedge trimming (medium and large)Stump grinding (small)Stump grinding (large)Tree planting (small)Tree planting (large)Cabling & bracingFertilizationHydro line clearance24/7 emergency serviceCrane servicesOn-site consultationLegal / bylaw dispute assistanceArborist reportsTree protection plansTree risk assessmentTree appraisalAir excavationPest & disease treatmentLand clearingEducation and advocacyWood chips - UNrefined - LARGE quantityWood chips - Refined - LARGE quantity
Inferred from our research — not yet confirmed by the businessNot inferred — ask directly
Visit websiteFull profile →
6/10LEAF Score

Score breakdown

50+ Google reviews185 Google reviews
5+ years in business31 years in business
Employs a Certified Arborist2 ISA Certified Arborists
Cody Menken, Certified Arborist See certificate →
Dale Thomas Menken, Certified Arborist See certificate →
Employs a Tree Risk Assessment Qualification holder1 with Tree Risk Assessment Qualification
Cody Menken, Tree Risk Assessment Qualification See certificate →
Employs a Board Certified Master ArboristNone confirmed
Certificate of insurance on fileNot posted
Valid WSIB clearanceWSIB clearance confirmed
Matched WSIB account: DIAMOND TREE CARE & CONSULTING INC See certificate →
Transparent pricingNot posted
Verified their own listingNot yet confirmed
Founded in CanadaFounded in Canada

Ties are broken by number of credentials (each Certified Arborist, Board Certified Master Arborist and Tree Risk Assessment Qualification holder counts, so someone with two counts twice), then Google reviews. Diamond Tree Care & Consulting Inc and Wildwood Tree Services Ltd are tied at 6/10 leaves.

More companies serving Oakville

4Wildwood Tree Services LtdOakville · 4.7 from 90 reviewsNot verified by businessWSIB confirmed6/105P & A Urban Forestry Consulting Ltd.Richmond Hill · 4.9 from 10 reviewsNot verified by businessWSIB confirmed6/106Urban Forest Innovations Inc.MississaugaNot verified by businessWSIB confirmed5/107Bartlett Tree Experts (Oakville location)Oakville · 4.6 from 101 reviewsNot verified by businessWSIB confirmed5/108Derek's Tree ServiceMississauga · 4.9 from 151 reviewsNot verified by businessWSIB confirmed5/10See all 42 companies serving Oakville on the map →
A gutter with a guard on top. Wet leafs pile up on the guard and carry rain water over the front edge of the gutter instead of into it, so guards still need to be cleared from time to time.
Homeowner question

Do gutter guards work against leafs?

They can help, but it is important to understand that they are not a cure-all. Having a gutter guard does not mean the gutters will never need to be inspected and cleared of leafs from time to time.

This is particularly the case when leafs get wet and accumulate. The leafs can sit on the gutter guard and act as a bridge, carrying the water right over the top of the gutter.

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
The same tree twice. In winter with the leafs off, an arborist sees the branch structure, joints, cracks and dead limbs. With the leafs on, they see leaf health, dieback and pests.
Homeowner question

Should an arborist assess a tree with the leafs on or off?

Both views have their pros and cons. In the winter an arborist can see the overall structure of the tree better. If there are splits in branches, we can see them more clearly. The downside is that sometimes it is a little harder to see which branches are dead or alive.

Bottom line: if you think your tree needs to be assessed, don't let the time of year stop you from reaching out to an arborist.

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.

A year strip of months showing the dormant season as best for pruning live branches, the spring growth flush as the time to avoid heavy pruning, and dead or hazardous limbs removable any time.
Homeowner question

Does it matter when a tree gets pruned?

If the branches are dead or truly hazardous, then to protect your health and safety, it doesn't matter. Do it any time of the year. For live branches it is best done before the spring growth flush, when wounds close the fastest.

Tree services near Oakville

MississaugaMiltonBurlingtonHalton HillsHamiltonBrampton

LEAF 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.