Men's Footwear
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Men's Timberland Lincoln Peak Slip On
Original price $110.00 - Original price $110.00Original price$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 - $110.00Current price $110.00Save 0% Save % -
Men's Timberland Maple Grove Chukka
Original price $135.00 - Original price $135.00Original price$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 - $135.00Current price $135.00Save 0% Save % -
Men's Timberland Redwood Falls Boot
Original price $170.00 - Original price $170.00Original price$170.00$170.00 - $170.00Current price $170.00Upper made with waterproof better leather from an LWG Silver-rated tannery. Lace-up style. ReBOTL™ fabric lining. OrthoLite® footbed. EVA midso...
View full detailsOriginal price $170.00 - Original price $170.00Original price$170.00$170.00 - $170.00Current price $170.00Save 0% Save % -
Men's Timberland EZ Lounge Boot
Original price $140.00 - Original price $140.00Original price$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 - $140.00Current price $140.00Save 0% Save % -
Men's Timberland Redwood Falls Boot
Original price $140.00 - Original price $140.00Original price$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 - $140.00Current price $140.00Save 0% Save % -
Men's Timberland Chillberg Mid Boot
Original price $170.00 - Original price $170.00Original price$170.00$170.00 - $170.00Current price $170.00Upper made with waterproof Better Leather from an LWG Silver-rated tannery. 200 grams of PrimaLoft® insulation. Rustproof speed lace hardware wi...
View full detailsOriginal price $170.00 - Original price $170.00Original price$170.00$170.00 - $170.00Current price $170.00Save 0% Save % -
Men's Timberland MT. Maddsen Mid Hiker
Original price $150.00 - Original price $150.00Original price$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 - $150.00Current price $150.00Save 0% Save % -
Men's Timberland Solar Wave Mid Shoe
Original price $150.00Original price $150.00 - Original price $150.00Original price $150.00Current price $119.50$119.50 - $119.50Current price $119.50ReBOTL™ fabric upper. Lace-up style. Fully gusseted tongue. ReBOTL™ fabric lining. Footbed made from 70% bio-based material. GreenStride™ sole. D...
View full detailsOriginal price $150.00Original price $150.00 - Original price $150.00Original price $150.00Current price $119.50$119.50 - $119.50Current price $119.50Save 20% Save % -
Men's Timberland TBL Originals Ultra Boot
Original price $190.00 - Original price $190.00Original price$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 - $190.00Current price $190.00Save 0% Save % -
Men's Timberland Garrison Trail Hiker
Original price $160.00Original price $160.00 - Original price $160.00Original price $160.00Current price $119.50$119.50 - $119.50Current price $119.50Upper made with ReBOTL™ fabric and synthetic leather. Fully gusseted tongue. ReBOTL™ fabric lining. Compression-molded EVA midsole. TimberDry™ wa...
View full detailsOriginal price $160.00Original price $160.00 - Original price $160.00Original price $160.00Current price $119.50$119.50 - $119.50Current price $119.50Save 25% Save % -
Men's Timberland Premium 6" WP Boot
Original price $200.00 - Original price $200.00Original price$200.00$200.00 - $200.00Current price $200.00Upper made with leather. Padded collar. Secondary laces. 400 grams of PrimaLoft® insulation. ReBOTL™ fabric lining. Anti-fatigue removable footbe...
View full detailsOriginal price $200.00 - Original price $200.00Original price$200.00$200.00 - $200.00Current price $200.00Save 0% Save % -
Men's Timberland Solar Wave EK Shoe
Original price $150.00Original price $150.00 - Original price $150.00Original price $150.00Current price $124.50$124.50 - $124.50Current price $124.50Leather sourced from farms that use regenerative agriculture practices. ReBOTL fabric upper. GreenStride sole. Responsible natural rubber outsole.
Original price $150.00Original price $150.00 - Original price $150.00Original price $150.00Current price $124.50$124.50 - $124.50Current price $124.50Save 17% Save % -
Men's Timberland Davis Square Mid Shoe
Original price $100.00Original price $100.00 - Original price $100.00Original price $100.00Current price $69.50$69.50 - $69.50Current price $69.50Defender repellent system treatment on a nubuck leather upper. ReBOTL fabric lining. OrthoLite footbed. Rubber outsole.
Original price $100.00Original price $100.00 - Original price $100.00Original price $100.00Current price $69.50$69.50 - $69.50Current price $69.50Sold out -
Men's Timberland Tenmile Boot
Original price $140.00Original price $140.00 - Original price $140.00Original price $140.00Current price $105.00$105.00 - $105.00Current price $105.00Leather upper, padded collar, rustproof hardware. Mesh lining, anti-fatigue removable footbed, rubber outsole.
Original price $140.00Original price $140.00 - Original price $140.00Original price $140.00Current price $105.00$105.00 - $105.00Current price $105.00Save 25% Save % -
Men's Timberland Tidelands Shoe
Original price $135.00Original price $135.00 - Original price $135.00Original price $135.00Current price $87.00$87.00 - $87.00Current price $87.00Premium suede upper, durable outsole made with 34% recycled rubber. Sensor Flex technology delivers underfoot support, independent suspension and g...
View full detailsOriginal price $135.00Original price $135.00 - Original price $135.00Original price $135.00Current price $87.00$87.00 - $87.00Current price $87.00Save 36% Save % -
Men's Timberland Lincoln Peak Lite Shoe
Original price $120.00 - Original price $120.00Original price$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 - $120.00Current price $120.00Save 0% Save % -
Men's Timberland MT Maddsen Mid Hiker
Original price $150.00 - Original price $150.00Original price$150.00$150.00 - $150.00Current price $150.00Premium full-grain waterproof leather uppers. Timber-Dry™ eco-conscious waterproof membrane. Compression-molded EVA midsole provides lightweight cu...
View full detailsOriginal price $150.00 - Original price $150.00Original price$150.00$150.00 - $150.00Current price $150.00Save 0% Save % -
Men's Timberland Lincoln Peak Lite Sandal
Original price $100.00 - Original price $100.00Original price$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 - $100.00Current price $100.00Save 0% Save % -
Men's Timberland Maple Grove Boot
Original price $140.00 - Original price $140.00Original price$140.00$140.00 - $140.00Current price $140.00Upper made with Premium Timberland® Leather. 100% PET laces. ReBOTL™ fabric lining. Rubber midsole. 55% rubber outsoles from farms committed to r...
View full detailsOriginal price $140.00 - Original price $140.00Original price$140.00$140.00 - $140.00Current price $140.00Save 0% Save %
When it comes to men's shoes, you can count on Winnipeg Outfitters as your one-stop shop. You can find anything you desire, whether it's causal men's footwear, a great pair of running shoes, or a warm pair of men's winter boots. We believe that excellent products are worth buying and supporting, which is why we offer brands like Vans, Timberland, and Under Armour.
Is running outdoors your thing? We have a variety of brands recognized for producing running shoes that allow you to keep up with the pace. With Puma, you'll feel as if you can achieve feline-like agility due to the comfort and lightness of their shoes. New Balance is a fantastic choice for wide feet. The soft cushioning of New Balance running shoes has made them very well-known and a top choice for style and comfort.
When it comes to Canadian winters we know a thing or two about the right footwear. At Winnipeg Outfitters we have the perfect boots to get you through the winter season. Sorel is a classic when it comes to winter boots, with a variety of styles and functions to choose from. Sorel boots are extremely popular among men for their fashionable appearance and practical function, both of which are enhanced by a waterproof outer and detachable liner to keep you warm all winter long. For the more adventurous men, we carry winter boots from Columbia, Merrell, and Baffin that are sure to keep your feet warm and dry no matter the activity. With these boots, you'll be able to hike, snowshoe, or just enjoy a winter walk without worry.
Winnipeg Outfitters is also your go-to store for sandals in the summertime. We carry a wide variety of brands and styles to suit any taste, from sporty to casual. Whether you're looking for sandals, slides, or even slippers, we have what you're looking for. So whatever the season or activity, come to Winnipeg Outfitters for all your men's footwear needs. We'll make sure you find the perfect pair of shoes, boots, or sandals for you!