Best Tree Trimming & Pruning Services in Oakville, ON

15 companies listed · 5 in Oakville · 2 open 24/7 · 8 open weekends · all 15 rated 4.5+

Data verified October 18, 2026

Wildwood Tree Services Ltd

Wildwood Tree Services Ltd

4.7 74 reviews
“Extremely experienced very polite what a great job fantastic clean up 6 stars”
24/7 emergency serviceSince 1995Serves Oakville, Burlington +2Family-ownedFree consultation
3448 Ninth Line
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Oakhaven Tree Care & Consulting

Oakhaven Tree Care & Consulting

4.9 47 reviews
“They did a great job for a good price and were able to get the work done sooner than I expected.”
Free consultation24/7 emergency serviceISA-certifiedSince 2018Serves Oakville, Burlington +2
2338 Wyecroft Rd
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Storybook Tree Services Inc.

Storybook Tree Services Inc.

4.7 81 reviews
“He stopped by our house, did a quick fix on the tree in question and gave me great advice on next steps.”
Insured up to $5MSince 2012Serves Oakville, Burlington +3Free consultationISA certified
2275 Upper Middle Rd E Ste 101
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Stump King (Stump Removal Specialist)

Stump King (Stump Removal Specialist)

5.0 54 reviews
“Removed the stump quickly and carefully, cleaned up completely and left no trace of machinery on the lawn.”
Free estimatesServes Oakville, Mississauga +2
3381 Vernon Powell Dr
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D F Wilby Tree Surgeons

D F Wilby Tree Surgeons

5.0 3 reviews
“Dave and his crew just removed a large silk lilac from our yard, a professional and clean job as usual..”
InsuredISA-certified25+ yearsServes Burlington, Waterdown +5Family-owned
2885 Sherwood Heights Dr
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Diamond Tree Care & Consulting Inc.

Diamond Tree Care & Consulting Inc.

4.8 127 reviews
“The friendly 3-man team arrived as scheduled and after providing some special requests, which they were happy to accommodate, they tackled the job.”
Free consultation
Georgetown, ON · 30 km from Oakville
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Listed for homeowners in and around Oakville, ON, these 15 companies trim trees. What each states about crews, gear and hours comes from its own website, while ratings and quoted comments come from public reviews.

Area overview: Oakville, ON

5 of the 15 companies we list are based in Oakville; the other 10 serve Oakville from towns including Mississauga (17 km), Etobicoke (29 km) and Burlington (18 km). The companies on this page are rated from 4.6 to 5.0 across 1,808 reviews; 14 have 50 or more reviews. When customers rate these companies on specific qualities, they most often praise professionalism (96%), quality (82%) and punctuality (75%). The topics that come up most in reviews of the companies on this page are "estimates", "price" and "cleanliness". 2 are open around the clock; 8 are open on Saturdays and 4 on Sundays. The services the companies on this page list most often on their websites are tree planting (4), tree removal (4), pruning (3), deep root fertilization (2) and plant health care (2). 1 shows a licence on its website and 3 list staff certifications (ISA). 5 have ten or more years of experience, the longest 15 years. 2 offer emergency call-outs and 10 give free estimates. We count these figures across the companies on this page; distances are straight-line, and hours and prices change, so confirm the details with the company before you book.

Why are firms from other towns listed here?

Only 5 of the 15 companies give an address in Oakville. The rest come from other towns within 30 km. Crews travel to the work, so the question is whether a small job is worth the drive to them, not how far away the yard is.

Tree Doctors Inc.

Tree Doctors Inc.

4.6 125 reviews
“I was emailed an invoice and was able to pay online, which was very convenient and secure, as I do not like to give my credit card information out over the phone to reps.”
Free estimatesInsured up to $5M24/7 emergency serviceLicensedSince 2011
Etobicoke, ON · 29 km from Oakville
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Lumberzacks

Lumberzacks

4.8 47 reviews
“My friend suggested Zack from Lumberzacks for tree maintenance on my property, and I couldn't be happier with the results.”
Free consultationISA certifiedSince 2021
Etobicoke, ON · 29 km from Oakville
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Hudson Tree Services Inc.

Hudson Tree Services Inc.

5.0 142 reviews
“I contacted Hudson Tree to remove about a dozen trees and they were quick, professional and easy to work with.”
Free estimatesServes Toronto, Etobicoke +4Family-owned
Burlington, ON · 18 km from Oakville
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Derek's Tree Service Inc

Derek's Tree Service Inc

4.9 97 reviews
“They were very reasonable with their price they said they will come out on Wednesday morning, and they were on time and did an excellent job cleaned up after themselves.”
Free estimatesInsuredSince 1993Serves Mississauga, Markham +4Family-owned
Mississauga, ON · 17 km from Oakville
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The Real Tree Masters

The Real Tree Masters

4.8 88 reviews
“Kudos to Roberto who's acrobatic tree skills made it look like Cirque du Soleil was happening in our backyard.”
Free estimatesInsured24/7 emergency service10+ yearsServes Greater Toronto Area
Mississauga, ON · 17 km from Oakville
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Weir Tree & Stumping Services Inc.

Weir Tree & Stumping Services Inc.

5.0 82 reviews
“I am very happy with the experience and will recommend them to my friends.”
Free estimatesServes Milton, Etobicoke, MississaugaSince 2015
Milton, ON · 17 km from Oakville
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Treeworks Tree Specialists

Treeworks Tree Specialists

4.8 56 reviews
“The rigging was done to ensure nothing fell into our neighbours yard or on our gazebo or deck, this can truly only be achieved by years, and in this case decades of experience!”
Free estimatesInsuredServes Burlington, HamiltonSince 2012
Burlington, ON · 18 km from Oakville
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Community Tree Care

Community Tree Care

4.9 53 reviews
“Community Tree Care were prompt and professional in cat rescue from a tree in Mississauga/GTA in extreme weather.”
10% off winter work discount
Mississauga, ON · 17 km from Oakville
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New Toronto Tree Care Ltd.

New Toronto Tree Care Ltd.

4.9 88 reviews
“My husband and I were very impressed with the crew's work ethic - Ryan, Cody, Brendon, Graham are skilled, efficient and professional - all round great guys.”
Insured up to $2MServes Toronto, Etobicoke +3ISA certifiedSince 2014
Etobicoke, ON · 29 km from Oakville
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HomeTree Services CompaniesOntarioOakville, ON

Why these companies made our list

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