Shop our range of men's hoodies and sweatshirts for an added layer of warmth and comfort this winter. Made from fleece & cotton and available in a range of fits, create a look that says casual & relaxed or smart & outgoing. Pair with something from our boots range for the ultimate in casual cool, or layer with one of our jackets for ultimate comfort whilst out and about.

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Beeline Logo Hoodie For Men
Sale price R 1,539.00
Regular price R 1,960.00
-21%
Timberland PRO Hood Honcho Sport Hoodie in Dark Wheat. Durable workwear hoodie with hidden phone pocket. Relaxed fit for comfort. Great for professionals.
Timberland PRO Hood Honcho Sport Hoodie For Men
Sale price R 2,079.00
Regular price R 2,599.00
-20%
TIMBERLAND WILLIAMS RIVER CREWNECK SWEATER FOR MEN IN RED
Williams River Crewneck Sweater For Men
Sale price R 1,759.00
Regular price R 2,199.00
-20%
Timberland PRO Hood Honcho Sport Hoodie In Navy
Timberland PRO Honcho Sport Hoodie For Men
Sale price R 2,079.00
Regular price R 2,599.00
-20%
TIMBERLAND KENNEBEC RIVER LINEAR LOGO CREW NECK SWEATSHIRT FOR MEN IN GREEN
Kennebec River Linear Logo Crew Neck Sweatshirt For Men
Sale price R 1,499.00
Regular price R 1,899.00
-21%
TIMBERLAND KENNEBEC RIVER LINEAR LOGO CREW NECK SWEATSHIRT FOR MEN IN NAVY
Kennebec River Linear Logo Crew Neck Sweatshirt For Men
Sale price R 1,499.00
Regular price R 1,899.00
-21%
TIMBERLAND WILLIAMS RIVER CREWNECK SWEATER FOR MEN IN PURPLE ASH
Williams River Crewneck Sweater For Men
Sale price R 1,759.00
Regular price R 2,199.00
-20%
Half Zip Sweater For Men
Sale price R 920.00
Regular price R 2,299.00
-60%
50TH Anniversary Hoodie Sweatshirt For All Gender
Sale price R 2,039.00
Regular price R 2,380.00
-14%
50TH Anniversary Hoodie Sweatshirt For All Gender
Sale price R 2,039.00
Regular price R 2,380.00
-14%
EST. 1973 Logo Crew Sweatshirt For All Gender
Sale price R 1,739.00
Regular price R 2,030.00
-14%
EST. 1973 Logo Crew Sweatshirt For All Gender
Sale price R 1,739.00
Regular price R 2,030.00
-14%
EST. 1973 Logo Crew Sweatshirt For All Gender
Sale price R 1,739.00
Regular price R 2,030.00
-14%
50th Anniversary Hoodie Sweatshirt For All Gender
Sale price R 2,039.00
Regular price R 2,380.00
-14%
TIMBERLAND PRINTED HOODIE FOR ALL GENDER IN SUMMER ROCK PRINT
Print Hoodie For All Gender
Sale price R 1,979.00
Regular price R 2,160.00
-8%
TIMBERLAND OUTDOOR HERITAGE EK+ GRAPHIC SWEATSHIRT FOR MEN IN GREY
Outdoor Heritage EK+ Graphic Sweatshirt For Men
Sale price R 1,100.00
Regular price R 2,199.00
-50%
TIMBERLAND OUTDOOR HERITAGE EK+ GRAPHIC SWEATSHIRT FOR MEN IN GREEN
Outdoor Heritage EK+ Graphic Sweatshirt For Men
Sale price R 1,100.00
Regular price R 2,199.00
-50%
TIMBERLAND BEELINE LOGO HOODIE FOR MEN IN WHEAT
Beeline Logo Hoodie For Men
Sale price R 1,120.00
Regular price R 2,799.00
-60%
TIMBERLAND NATURE NEEDS HERO ZIP HOODIE FOR MEN IN NAVY
Nature Needs Hero Zip Hoodie For Men
Sale price R 1,040.00
Regular price R 2,599.00
-60%
TIMBERLAND YC OUTDOOR ARCHIVE MIX MEDIA JACKET FOR MEN IN MULTICOLOURED
YC Outdoor Archive Mix Media Jacket For Men
Sale price R 1,040.00
Regular price R 2,599.00
-60%
TIMBERLAND LONG-SLEEVE STRIPED TEE FOR MEN IN PINK
Long-Sleeve Striped Tee For Men
Sale price R 1,599.00
Regular price R 1,999.00
-20%
TIMBERLAND PRINT HOODIE FOR ALL GENDER IN CAMO
Print Hoodie For All Gender
Sale price R 1,979.00
Regular price R 2,160.00
-8%
TIMBERLAND TIMBERLAND TREE LOGO HOODIE FOR MEN IN BLACK
Timberland Tree Logo Hoodie For Men
Sale price R 1,599.00
Regular price R 1,999.00
-20%
TIMBERLAND TREE LOGO HOODIE FOR MEN IN KHAKI GREEN
Timberland Tree Logo Hoodie For Men
Sale price R 1,599.00
Regular price R 1,999.00
-20%
Williams River Crewneck Sweater For Men In Khaki Green
Sale price R 1,759.00
Regular price R 2,199.00
-20%
TIMBERLAND WIND, WATER, EARTH, AND SKY SWEATSHIRT FOR MEN IN BEIGE
Wind, Water, Earth and Sky Sweatshirt For Men
Sale price R 1,439.00
Regular price R 1,799.00
-20%
TIMBERLAND WIND, WATER, EARTH, AND SKY SWEATSHIRT FOR MEN IN BEIGE
Wind, Water, Earth and Sky Hoodie For Men
Sale price R 1,759.00
Regular price R 2,199.00
-20%
Williams River Crew Neck Sweater For Men
Sale price R 1,759.00
Regular price R 2,199.00
-20%
TIMBERLAND WILLIAMS RIVER CREWNECK SWEATSHIRT FOR MEN IN WHEAT
Williams River Crewneck Sweatshirt For Men
Sale price R 1,759.00
Regular price R 2,199.00
-20%
TIMBERLAND LUXE COMFORT REFIBRA HOODIE FOR ALL GENDER IN NATURAL
Luxe Comfort Refibra Hoodie For All Gender
Sale price R 1,649.00
Regular price R 1,800.00
-8%
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