360 Roof
“Keith came to the house and patiently answered all of my questions.”
Best Siding Contractors in Pickering, ON
15 companies listed · 6 in Pickering · 4 open 24/7 · 12 open weekends · 14 rated 4.5+
Data verified October 19, 2026
Reliable Roofing Resolutions Inc.
“Gave us details on what might be causing leaks how will try to fix the issue .”
Home Doctor
“They not only replaced only what needed replacing but they redesigned the flow so it moved the most amount of water away from our home.”
Eavestrough Specialties Inc
Pelletier Eavestroughing Ltd
“They did an excellent job and were very professional and friendly.”
Hamlet Roofing Ltd
“Got a fair price on replacing the shingles on my roof.”
Listed for homeowners in and around Pickering, ON, these 15 companies work on exterior walls. Details about materials, colour ranges and insulation options are drawn from each company's own site, and the review quotes underneath are public reviews.
Area overview: Pickering, ON
6 of the 15 companies we list are based in Pickering; the other 9 serve Pickering from towns including Markham (15 km), Oshawa (20 km) and Scarborough (13 km). The companies on this page are rated from 4.4 to 5.0 across 1,628 reviews; 9 have 50 or more reviews and 14 are rated 4.5 or higher. When customers rate these companies on specific qualities, they most often praise professionalism (94%), responsiveness (83%) and quality (83%). 4 are open around the clock; 12 are open on Saturdays and 10 on Sundays. The services the companies on this page list most often on their websites are roof repairs (4), commercial roofing (2), eavestroughs (2), gutter guards (2) and metal roof installation (2). 1 shows a licence on its website. Domain records put 7 websites of the companies on this page at ten or more years old; the oldest dates from 2001. 4 offer emergency call-outs; 2 offer financing or payment plans; 12 give free estimates; 2 are family- or locally-owned and 2 list coupons or special offers. 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.
How many of these companies publish a website?
Websites are listed for 14 of the 15 companies on this page. Open them and look for finished houses nearby, ideally after a winter or two rather than on handover day. Close-up photographs around windows and at corners show the standard of the trim work, which is where a rushed job gives itself away first.
Wilson's Roofing
“We have used Wilson's Roofing twice and both times we were very happy with their responsiveness and their work.”
AZ Roofing
“Darwin is amazing, excellent work and reasonable rates!”
Logik Roofing & Insulation Oshawa
“What really stood out was their commitment to cleanliness—they not only did a fantastic job but also made sure to clean up any mess they made during the installation.”
C Plus Roofing
“I can't say enough about the amazing customer service and workmanship that Jackie provides - it's something you rarely see these days and it should be rewarded!!!”
Canada Standard Roofing
“I came across Jay's company and he responded immediately and quoted a reasonable price for his services especially during an emergency situation.”
Bros. Roofing
“Called Bros Roofing, they were professional, friendly and quickly got to work.”
Metro Roofing
“They did an awesome job ,and I know I won't have to worry about it for a long time,probably never.”
Colin's Roofing & Eavestrough
“Trust is a tough commodity to find in the home maintenance business and Colin earned ours on the eavestrough job he did for us at our home”
Ck Roofing Solutions
“CK did my new roof last week and they did an excellent job.”
Why these companies made our list
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