Winter Sale 2025
Filters
- Timberland Remove filter
- Clear all
- Adidas (2)
- Ark Imports (6)
- Baffin (42)
- Bob Dale Glove (3)
- Buff (2)
- Bula (10)
- Calikids (2)
- Carhartt (13)
- CAT (14)
- Champion (19)
- Columbia (20)
- Conifere (2)
- Crown Cap (1)
- Dickies (13)
- Dotline Design (1)
- Duray (7)
- Finntrail (1)
- Fox (18)
- FXR (74)
- Ganka (15)
- Great Canadian Sox (8)
- Hanes (21)
- Hot Paws (15)
- Hotfingers (11)
- Hurley (2)
- Irish Setter (13)
- Korkers (1)
- Levi's (13)
- Lost Horizons (3)
- Mil-Spex (2)
- Misty Mountain (37)
- Oakley (8)
- Raber (8)
- Seirus (1)
- Swany (9)
- Timberland (19)
- Timberland Pro (4)
- Under Armour (14)
- Vans (10)
- Watson Gloves (14)
- Winnipeg Outfitters (197)
- Wolverine Worldwide Can. (4)
- World Famous (1)
- 2XS (0)
- XS (0)
- S (0)
- S/M (0)
- M (0)
- M/L (0)
- L (0)
- L/XL (0)
- XL (0)
- 2XL (0)
- 3XL (0)
- 4XL (0)
- 5XL (0)
- 0-6 (0)
- 30/34 (0)
- 30/32 (0)
- 32/34 (0)
- 1 (0)
- 32/32 (0)
- 34/34 (0)
- 36/34 (0)
- 34/32 (0)
- 38/34 (0)
- 36/32 (0)
- 40/34 (0)
- 38/32 (0)
- 42/34 (0)
- 40/32 (0)
- 44/34 (0)
- 42/32 (0)
- 44/32 (0)
- 2 (0)
- 3 (0)
- 4 (0)
- 5 (0)
- 6 (10)
- 6-12 (0)
- 6.5 (9)
- 7 (18)
- 7-9 (0)
- 7.5 (17)
- 8 (19)
- 8.5 (18)
- 9 (19)
- 9-11 (0)
- 9-13 (0)
- 9.5 (17)
- 10 (19)
- 10-13 (0)
- 10.5 (9)
- 11 (19)
- 12 (8)
- 12-18 (0)
- 13 (8)
- 14 (0)
- 15 (0)
- 16 (0)
- 18 (0)
- 18-24 (0)
- 20 (0)
- 22 (0)
- 24 (0)
- 26 (0)
- 27 (0)
- 28 (0)
- 29 (0)
- 30 (0)
- 31 (0)
- 32 (0)
- 34 (0)
- 36 (0)
- 38 (0)
- 40 (0)
- 42 (0)
- 44 (0)
- 15L (0)
- 5800M (0)
- 10PK (0)
- 2X-19 (0)
- 3X-22 (0)
- 1X. (0)
- 2X. (0)
- 3X. (0)
- 2XLSH (0)
- 3XLSH (0)
- 800YDS (0)
- 2X/3XL (0)
- 34X18 (0)
- Fawn (0)
- L-9/10 (0)
- L-13 (0)
- M-7/8 (0)
- M-10 (0)
- O/S (0)
- S-5/6 (0)
- S-07 (0)
- XL-16 (0)
- XL/2XL (0)
- XL/XXL (0)
- XS-04 (0)
- 2-In-1 Jacket (0)
- Ankle Socks (0)
- Aviator Hat (0)
- Balaclava (0)
- Beads (0)
- Beanie (0)
- Bikinis (0)
- Bomber Hat (0)
- Bomber Jacket (0)
- Boots (1)
- Boxer Briefs (0)
- Boxers (0)
- Boyshorts (0)
- Briefs (0)
- Cargo Pants (0)
- Casual Boot (1)
- Casual Shoe (1)
- Casual Shorts (0)
- Chukka Boot (0)
- Clog (0)
- Convertible Jacket (0)
- Crepe (0)
- Crew Socks (0)
- Crop Top (0)
- Davy Crockett (0)
- Down Jacket (0)
- Dry Bag (0)
- Duck Boot (0)
- Face Mask (0)
- Flannel Shirt (0)
- Fleece Jacket (0)
- Fleece Shirt (0)
- Fur Earmuffs (0)
- Fur Gauntlets (0)
- Fur Headband (0)
- Fur Pieces (0)
- Fur Strip (0)
- Fur Tail (0)
- Gaiter (0)
- Garment Leather (0)
- Gloves (0)
- Goggles (0)
- High-Cut Briefs (0)
- Hiking Boot (1)
- Hiking Shoe (0)
- Hipsters (0)
- Hoodie (0)
- Hunting Boot (0)
- Jeans (0)
- Jockey Hat (0)
- Joggers (0)
- Leggings (0)
- Long Sleeve (0)
- Low Cut Socks (0)
- Men's Footwear (8)
- Mitts (0)
- Mountain Man Hat (0)
- Mountie Hat (0)
- Neck Warmer (0)
- No-Show Socks (0)
- Pants (0)
- Parka (0)
- Parka Strips (0)
- Polished Hide (0)
- Puffer Jacket (0)
- Pullover (0)
- Quarter Socks (0)
- Quilted Jacket (0)
- Rain Suit (0)
- Rawhide (0)
- Rubber Boot (0)
- Russian Hat (0)
- Scarf (0)
- Scissors (0)
- Sewing Needle (0)
- Shell Jacket (0)
- Slipper (0)
- Sneaker (0)
- Snow Boot (0)
- Snowpants (0)
- Snowsuit (0)
- Split Hide (0)
- Sweater (0)
- Sweatpants (0)
- Sweatshirt (0)
- T-Shirt (0)
- Tanned Fur (0)
- Thermal Socks (0)
- Thread (0)
- Toque (0)
- Trail Shoe (0)
- Vest (0)
- Windbreaker (0)
- Winter Boot (0)
- Winter Jacket (0)
- Women's Footwear (5)
- Work Boot (0)
- Work Gloves (0)
- Work Pants (0)
- Work Shoe (0)
- Badger (0)
- Bison (0)
- Blue Fox (0)
- Bobcat (0)
- Cow (0)
- Coyote (0)
- Deer (0)
- Elk (0)
- Ermine (0)
- Fisher (0)
- Fox (0)
- Fur (0)
- Leather (0)
- Lynx (0)
- Moose (0)
- Muskrat (0)
- Plastic (0)
- Rabbit (0)
- Raccoon (0)
- Sheepskin (0)
- Silver Fox (0)
- Skunk (0)
- Squirrel (0)
- Synthetic (0)
- Timberwolf (0)
- White Fox (0)
- Wolf (0)
- Wolverine (0)
- Acrylic (0)
- Bobcat (0)
- Canvas (0)
- Cotton (0)
- Denim (0)
- Down fill (0)
- Elastane (0)
- Faux fur (0)
- Feather (0)
- Flannel (0)
- Flannel (0)
- Fleece (0)
- Fur (0)
- Leather (0)
- Lycra (0)
- Lynx (0)
- Lyocell (0)
- Merino Wool (0)
- Mesh (0)
- Neoprene (0)
- Nylon (0)
- Polyamide (0)
- Polyester (0)
- Rayon (0)
- Rubber (0)
- Sherpa (0)
- Silicone (0)
- Spandex (0)
- Synthetic (0)
- Taffeta (0)
- Thermoplastic Polyurethane (TPU) (0)
- Twill (0)
- Viscose (0)
- Wolverine (0)
- Wool (0)
- Timberland Remove filter
- Clear all
-
Save 0% Save %
Women's Timberland Greyfield Sandal
Original price $95.00 - Original price $95.00Original price $95.00$95.00$95.00 - $95.00Current price $95.00Take your warm weather style to new heights with the Greyfield strap sandals. This pair features premium Timberland leather, adjustable straps, an...
View full detailsOriginal price $95.00 - Original price $95.00Original price $95.00$95.00$95.00 - $95.00Current price $95.00Save 0% Save % -
Save 0% Save %
Women's Timberland Stone Street 6-Inch Waterproof Boot
Original price $200.00 - Original price $200.00Original price $200.00$200.00$200.00 - $200.00Current price $200.00Head for adventure with the bold, iconic look for this classic boot silhouette featuring a waterproof premium Timberland® leather upper, seam-seale...
View full detailsOriginal price $200.00 - Original price $200.00Original price $200.00$200.00$200.00 - $200.00Current price $200.00Save 0% Save % -
Save 0% Save %
Women's Timberland Everleigh Chelsea Boot
Original price $190.00 - Original price $190.00Original price $190.00$190.00$190.00 - $190.00Current price $190.00A durable and stylish addition to your wardrobe, these Everleigh Chelsea boots feature a pull-on style with dual stretch gore, an OrthoLite® footbe...
View full detailsOriginal price $190.00 - Original price $190.00Original price $190.00$190.00$190.00 - $190.00Current price $190.00Save 0% Save % -
Save 0% Save %
Women's Timberland Laurel Court Low Sneaker
Original price $95.00 - Original price $95.00Original price $95.00$95.00$95.00 - $95.00Current price $95.00Comfortable, reliable sneakers are a necessity in everyone's shoe closet. These shoes feature an upper made with Premium Timberland leather and a R...
View full detailsOriginal price $95.00 - Original price $95.00Original price $95.00$95.00$95.00 - $95.00Current price $95.00Save 0% Save % -
Save 0% Save %
Women's Timberland Grey Field Boot
Original price $110.00 - Original price $110.00Original price $110.00$110.00$110.00 - $110.00Current price $110.00Upper made with ReBOTL™ fabric. Lace-up style. ReBOTL™ fabric lining. OrthoLite® footbed. Ground-contact EVA midsole. Defender Repellent Systems....
View full detailsOriginal price $110.00 - Original price $110.00Original price $110.00$110.00$110.00 - $110.00Current price $110.00Save 0% Save % -
Save 0% Save %
Men's Timberland Lincoln Peak Lite Sandal
Original price $100.00 - Original price $100.00Original price $100.00$100.00$100.00 - $100.00Current price $100.00Upper made with Premium Timberland®Leather and ReBOTL™ fabric. Convenient hook-and-loop closure. ReBOTL™ fabric lining. Compression-molded EVA mi...
View full detailsOriginal price $100.00 - Original price $100.00Original price $100.00$100.00$100.00 - $100.00Current price $100.00Save 0% Save % -
Save 0% Save %
Men's Timberland Mt. Maddsen Waterproof Mid Hiking Boot
Original price $150.00 - Original price $150.00Original price $150.00$150.00$150.00 - $150.00Current price $150.00Experience rugged, trail-worthy performance with the Mt. Maddsen mid-hiker boot. The anti-fatigue comfort technology provides all-day comfort and s...
View full detailsOriginal price $150.00 - Original price $150.00Original price $150.00$150.00$150.00 - $150.00Current price $150.00Save 0% Save % -
Save 0% Save %
Men's Timberland Lincoln Peak Lite Shoe
Original price $120.00 - Original price $120.00Original price $120.00$120.00$120.00 - $120.00Current price $120.00Upper made with Premium Timberland® Leather and ReBOTL™ fabric. Lace-up style. ReBOTL™ fabric lining. Compression-molded EVA midsole. Rubber lu...
View full detailsOriginal price $120.00 - Original price $120.00Original price $120.00$120.00$120.00 - $120.00Current price $120.00Save 0% Save % -
Save 0% Save %
Women's Timberland Kinsley 6" Boot
Original price $160.00 - Original price $160.00Original price $160.00$160.00$160.00 - $160.00Current price $160.00It features the classic style and durability of Timberland's original boot, but designed with a feminine silhouette. The upper is made with waterpr...
View full detailsOriginal price $160.00 - Original price $160.00Original price $160.00$160.00$160.00 - $160.00Current price $160.00Save 0% Save % -
Save 0% Save %
Women's Timberland Newport Bay Oxford
Original price $60.00 - Original price $60.00Original price $60.00$60.00$60.00 - $60.00Current price $60.00Canvas upper. EVA footbed.Rubber rand. Vulcanized construction. Rubber outsole.
Original price $60.00 - Original price $60.00Original price $60.00$60.00$60.00 - $60.00Current price $60.00Save 0% Save % -
Save 0% Save %
Men's Timberland Lincoln Peak Slip On
Original price $110.00 - Original price $110.00Original price $110.00$110.00$110.00 - $110.00Current price $110.00Upper made with waterproof Better Leather from an LWG Silver-rated tannery and ReBOTL™ fabric. Convenient slip-on style. ReBOTL™ fabric lining. C...
View full detailsOriginal price $110.00 - Original price $110.00Original price $110.00$110.00$110.00 - $110.00Current price $110.00Save 0% Save % -
Save 0% Save %
Men's Timberland Maple Grove Chukka
Original price $135.00 - Original price $135.00Original price $135.00$135.00$135.00 - $135.00Current price $135.00Upper made with Better Leather from an LWG Silver-rated tannery. Lace-up style. ReBOTL™ fabric lining. Rubber midsole. 55% rubber outsoles from f...
View full detailsOriginal price $135.00 - Original price $135.00Original price $135.00$135.00$135.00 - $135.00Current price $135.00Save 0% Save % -
Save 0% Save %
Women's Timberland Corina Valley Boot
Original price $160.00 - Original price $160.00Original price $160.00$160.00$160.00 - $160.00Current price $160.00Upper made with Better Leather from an LWG Silver-rated tannery. Pull-on style with dual stretch gore. ReBOTL™ fabric lining. GreenStride™ sole....
View full detailsOriginal price $160.00 - Original price $160.00Original price $160.00$160.00$160.00 - $160.00Current price $160.00Save 0% Save % -
Save 0% Save %
Women's Timberland Kinsley Boot
Original price $160.00 - Original price $160.00Original price $160.00$160.00$160.00 - $160.00Current price $160.00Upper made with waterproof Better Leather from an LWG Silver-rated tannery. Lace-up style. Padded collar. ReBOTL™ fabric lining. OrthoLite® Impre...
View full detailsOriginal price $160.00 - Original price $160.00Original price $160.00$160.00$160.00 - $160.00Current price $160.00Save 0% Save % -
Save 0% Save %
Men's Timberland EZ Lounge Boot
Original price $140.00 - Original price $140.00Original price $140.00$140.00$140.00 - $140.00Current price $140.00Upper made with Better Leather from an LWG Silver-rated tannery and ReBOTL™ fabric. Convenient slip-on style. Faux fur lining. Ground-contact EVA...
View full detailsOriginal price $140.00 - Original price $140.00Original price $140.00$140.00$140.00 - $140.00Current price $140.00Save 0% Save % -
Save 0% Save %
Men's Timberland Redwood Falls Boot
Original price $140.00 - Original price $140.00Original price $140.00$140.00$140.00 - $140.00Current price $140.00Upper made with Better Leather from an LWG Silver-rated tannery. Pull-on style with dual stretch gore. ReBOTL™ fabric lining. EVA footbed. EVA m...
View full detailsOriginal price $140.00 - Original price $140.00Original price $140.00$140.00$140.00 - $140.00Current price $140.00Save 0% Save % -
Save 0% Save %
Women's Timberland Skyla Bay Shoe
Original price $80.00 - Original price $80.00Original price $80.00$80.00$80.00 - $80.00Current price $80.00Upper made with Better Leather from an LWG Silver-rated tannery. Convenient slip-on style. ReBOTL™ fabric faux fur lining. EVA footbed. Rubber ra...
View full detailsOriginal price $80.00 - Original price $80.00Original price $80.00$80.00$80.00 - $80.00Current price $80.00Save 0% Save % -
Save 0% Save %
Men's Timberland MT. Maddsen Mid Hiker
Original price $150.00 - Original price $150.00Original price $150.00$150.00$150.00 - $150.00Current price $150.00Upper made with waterproof Better Leather from an LWG Silver-rated tannery. Fully gusseted tongue. ReBOTL™ fabric lining. Anti-fatigue removable ...
View full detailsOriginal price $150.00 - Original price $150.00Original price $150.00$150.00$150.00 - $150.00Current price $150.00Save 0% Save % -
Save 0% Save %
Men's Timberland TBL Originals Ultra Boot
Original price $190.00 - Original price $190.00Original price $190.00$190.00$190.00 - $190.00Current price $190.00Upper made with leather. ReBOTL™ fabric lining. Anti-fatigue removable footbed. GreenStride™ comfort sole. TimberDry™ waterproof membrane. Rubber...
View full detailsOriginal price $190.00 - Original price $190.00Original price $190.00$190.00$190.00 - $190.00Current price $190.00Save 0% Save %