Timberland deals
This page lists the Timberland products discounted at the moment — not the complete range, only the items reduced against the retailer's own reference price.
Every card carries the current price, the list price it was struck from, and the saving in dollars. Once a reduction ends, the item is removed.
Live now 123 deals

Timberland boys Leather Belt for KidsBelt

Timberland mens 35mm Classic Jean Belt

Timberland Mens 101169Baseball Cap

Timberland mens Chillberg Waterproof Hiking Boot Hiking Boot

Timberland mens Redwood Falls Waterproof Boot

Timberland Womens Cable Knit Beanie with Faux Fur PomBeanie Hat

Timberland Men's Keele Ridge Low Hiking Boots

Timberland Mens Ribbed Knit Pull-on BeanieBeanie Hat

Timberland Men's White Ledge Mid Waterproof Hiking Boots

Timberland Men's Keele Ridge Low Hiking Boots

Timberland Womens Socks for Women

Timberland Women's Heritage Noreen 3Eye

Timberland Men's Mt Maddsen Mid Hiking Boots

Timberland Men's Chillberg Insulated Waterproof Boot

Timberland Men's Injected Sun Glasses Sunglasses

Timberland boys Leather Belt for KidsBelt

Timberland womens Casual Leather Belt for JeansBelt

Timberland Men's Keele Ridge Low Hiking Boots

Timberland Mens Curved Brim Trucker HatBaseball Cap

Timberland unisex-child Premium 6 Inch Lace Up Waterproof Boot

Timberland Men's Boot-Leather Belt

Timberland Men's Pride Baseball Cap

Timberland womens Premium 6 Inch Lace Up Waterproof Boot

Timberland Men's Mt Maddsen Mid Hiking Boots

Timberland mens Fine Break Passcase

Timberland mens Mt. Maddsen Waterproof Low Hiking Boot

Timberland womens Casual Leather Belt for JeansBelt

Timberland Classic Boat TB0A4187E08 Boat Shoes

Timberland Women's Leather RFID Small Indexer Wallet Billfold

Timberland Mens Hiking Socks

Timberland mens Premium 6 Inch Lace Up Waterproof Boot

Timberland Men's Wellington RFID Leather Bifold Wallet Trifold Wallet…

Timberland Men's Boot-Leather Belt

Timberland Men's Genuine Leather RFID Blocking Trifold Wallet

Timberland Mens Wellington Leather RFID Bifold Commuter Security Wallet…

Timberland Men's Hunter Colorblocked Passcase

Timberland Men's Toiletry Bag Canvas Travel Kit Organizer

Timberland Mens Bucket Hat

Timberland Mens Socks

Timberland Mens Timberland Cloudy Passcase Leather Wallet with Attached…

Timberland Womens Cable Knit Beanie with Faux Fur PomBeanie Hat

Timberland Men's 35 Mm Classic Jean Belt

Timberland Men's Boot-Leather Belt

Timberland Mens Blix Slimfold Leather Wallet Billfold

Timberland Mens Genuine Leather RFID Blocking Passcase Security Wallet…

Timberland Mens Genuine Leather RFID Blocking Passcase Security Wallet…

Timberland Mens Socks

Timberland Womens Socks for Women

Timberland Men's Rugged Wash Leather Travel Kit

Timberland Mens Socks

Timberland boys Leather Belt for KidsBelt

Timberland boys Reversible Leather Belt for KidsBelt

Timberland Men's 35 Mm Classic Jean Belt

Timberland mens 35mm Classic Jean Belt

Timberland mens 35mm Classic Leather Reversible BeltBelt

Timberland mens Classic Leather Reversible Belt

Timberland Mens Genuine Leather RFID Blocking Passcase Security Wallet…

Timberland Mens Leather Wallet with Attached Flip Pocket Travel…

Timberland Trucker Hat for Men

Timberland Women's Leather RFID Small Indexer Wallet Billfold
Timberland on Amazon.ca is anchored by the 6-Inch Premium waterproof boot in wheat nubuck, with the Chukka, Field Boot, Chocorua and Euro Hiker alongside it, plus the PRO line of safety and work boots, Earthkeepers styles, kids' sizing and a run of jackets, socks and belts. What is actually reduced changes as stock and season move, so this page shows the present state only.
The important distinction is waterproof versus water-resistant, and Timberland sells both. The Premium boots use a genuinely sealed waterproof construction, while some fashion-led styles only have treated leather — a difference that becomes obvious the first time you stand in Canadian slush. Also worth knowing: the classic 6-Inch is insulated only in specific variants, so if you want a true winter boot, look for the insulation rating in the listing rather than assuming a tall leather boot has one. Timberland leather runs about a half size large and stiff, and it needs a couple of weeks to break in.
Boots have a long, real season in Canada, roughly October through February, and that shapes the pricing. Stock builds and holds its price through the autumn, Black Friday into Cyber Monday is the main window when demand is still high, and then late winter into the January and February clearance is where the deepest cuts appear as the season empties out. Amazon's October event catches some early buyers. Work boots from the PRO line are the least seasonal part of the range.
Timberland runs outlet stores in Canada and a clearance area on its own site. What gets marked down is past-season leather colours, discontinued lug and sole variants, and the ends of the size run — the wheat 6-Inch core rarely moves far. The Canadian assortment carries fewer style variants than the US catalogue, which is part of why a particular colour or height ends up reduced here.
The percentage on this page is not our own calculation: it is the difference between today's price and the reference price the retailer itself displays. Where no reference price is shown, we show no percentage, because no discount is better than an invented one. The page updates automatically, prices are rechecked regularly, and anything that is no longer reduced disappears rather than sitting here as an expired offer.
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