Timberland

Timberland at TheList focuses on the pieces that built the brand’s reputation: hard-wearing boots, boat shoes and everyday jackets with a direct, functional line. Expect lug soles, padded collars and hand-stitched moc details that balance practicality with design-led styling. Wear them with denim, workwear-inspired separates or sharper tailoring to cut the utility feel.

  • Timberland Authentic Boat Moccasin
    Timberland Authentic Boat Moccasin
    Timberland Authentic Boat Moccasin
    Timberland Authentic Boat Moccasin
    Timberland Authentic Boat Moccasin
    Timberland Authentic Boat Moccasin

    Timberland

    Authentic Boat Moccasin

    $181
    $181

    $250

    -27%

  • Timberland "Authentic" Leather Loafers – Brown
    Timberland "Authentic" Leather Loafers – Brown
    Timberland "Authentic" Leather Loafers – Brown
    Timberland "Authentic" Leather Loafers – Brown
    Timberland "Authentic" Leather Loafers – Brown

    Timberland

    "Authentic" Leather Loafers – Brown

    $232
    $232
  • Timberland Brown Leather Slip-On Moccasins With Platform Sole
    Timberland Brown Leather Slip-On Moccasins With Platform Sole
    Timberland Brown Leather Slip-On Moccasins With Platform Sole
    Timberland Brown Leather Slip-On Moccasins With Platform Sole
    Timberland Brown Leather Slip-On Moccasins With Platform Sole

    Timberland

    Brown Leather Slip-On Moccasins With Platform Sole

    $232
    $232
  • Timberland Brown Leather Contrast Stitch Boat Shoes
    Timberland Brown Leather Contrast Stitch Boat Shoes
    Timberland Brown Leather Contrast Stitch Boat Shoes
    Timberland Brown Leather Contrast Stitch Boat Shoes
    Timberland Brown Leather Contrast Stitch Boat Shoes

    Timberland

    Brown Leather Contrast Stitch Boat Shoes

    $221
    $221
  • Timberland Brown Classic Leather Lug Sole Flats
    Timberland Brown Classic Leather Lug Sole Flats
    Timberland Brown Classic Leather Lug Sole Flats
    Timberland Brown Classic Leather Lug Sole Flats
    Timberland Brown Classic Leather Lug Sole Flats

    Timberland

    Brown Classic Leather Lug Sole Flats

    $182
    $182
  • Timberland Classic Boat Shoes With Dark Grey Nubuck Upper
    Timberland Classic Boat Shoes With Dark Grey Nubuck Upper
    Timberland Classic Boat Shoes With Dark Grey Nubuck Upper

    Timberland

    Classic Boat Shoes With Dark Grey Nubuck Upper

    $165
    $165

    $228

    -27%

  • Timberland Authentic Boat Shoe
    Timberland Authentic Boat Shoe
    Timberland Authentic Boat Shoe

    Timberland

    Authentic Boat Shoe

    $165
    $165

    $228

    -27%

  • Timberland Authentic Eye Rawhide Lacing Boat Shoes
    Timberland Authentic Eye Rawhide Lacing Boat Shoes
    Timberland Authentic Eye Rawhide Lacing Boat Shoes

    Timberland

    Authentic Eye Rawhide Lacing Boat Shoes

    $242
    $242
  • Timberland Premium Leather Boat Shoes
    Timberland Premium Leather Boat Shoes
    Timberland Premium Leather Boat Shoes
    Timberland Premium Leather Boat Shoes

    Timberland

    Premium Leather Boat Shoes

    $169
    $169

    $228

    -25%

  • Timberland Moccasin Toe Suede Boat Shoes With Lace-Up Detailing
    Timberland Moccasin Toe Suede Boat Shoes With Lace-Up Detailing
    Timberland Moccasin Toe Suede Boat Shoes With Lace-Up Detailing

    Timberland

    Moccasin Toe Suede Boat Shoes With Lace-Up Detailing

    $165
    $165

    $228

    -27%

  • Timberland Leather Ankle Boots With Lace-Up Closure And Anti-Fatigue Technology
    Timberland Leather Ankle Boots With Lace-Up Closure And Anti-Fatigue Technology
    Timberland Leather Ankle Boots With Lace-Up Closure And Anti-Fatigue Technology
    Timberland Leather Ankle Boots With Lace-Up Closure And Anti-Fatigue Technology

    Timberland

    Leather Ankle Boots With Lace-Up Closure And Anti-Fatigue Technology

    $281
    $281
  • Timberland Round Toe Leather Ankle Boots With Teddy Fleece Collar
    Timberland Round Toe Leather Ankle Boots With Teddy Fleece Collar
    Timberland Round Toe Leather Ankle Boots With Teddy Fleece Collar
    Timberland Round Toe Leather Ankle Boots With Teddy Fleece Collar

    Timberland

    Round Toe Leather Ankle Boots With Teddy Fleece Collar

    $252
    $252
  • Timberland Brown Chunky Leather Ankle Boots With Waterproof Design
    Timberland Brown Chunky Leather Ankle Boots With Waterproof Design
    Timberland Brown Chunky Leather Ankle Boots With Waterproof Design
    Timberland Brown Chunky Leather Ankle Boots With Waterproof Design

    Timberland

    Brown Chunky Leather Ankle Boots With Waterproof Design

    $218
    $218
  • Timberland 3 Eye Wedge Vibram Lace-Up Boat Shoes
    Timberland 3 Eye Wedge Vibram Lace-Up Boat Shoes
    Timberland 3 Eye Wedge Vibram Lace-Up Boat Shoes
    Timberland 3 Eye Wedge Vibram Lace-Up Boat Shoes
    Timberland 3 Eye Wedge Vibram Lace-Up Boat Shoes

    Timberland

    3 Eye Wedge Vibram Lace-Up Boat Shoes

    $196
    $196

    $312

    -37%

  • Timberland Hiker Boots
    Timberland Hiker Boots
    Timberland Hiker Boots
    Timberland Hiker Boots
    Timberland Hiker Boots
    Timberland Hiker Boots
    Timberland Hiker Boots
    Timberland Hiker Boots
    Timberland Hiker Boots
    Timberland Hiker Boots

    Timberland

    Hiker Boots

    $204
    $204

    $376

    -45%

  • Timberland 110 Lug Cupsole Clogs
    Timberland 110 Lug Cupsole Clogs
    Timberland 110 Lug Cupsole Clogs
    Timberland 110 Lug Cupsole Clogs
    Timberland 110 Lug Cupsole Clogs

    Timberland

    110 Lug Cupsole Clogs

    $214
    $214

    $342

    -37%

  • Timberland Heritage 6-Inch Leather Ankle Boots
    Timberland Heritage 6-Inch Leather Ankle Boots
    Timberland Heritage 6-Inch Leather Ankle Boots
    Timberland Heritage 6-Inch Leather Ankle Boots
    Timberland Heritage 6-Inch Leather Ankle Boots

    Timberland

    Heritage 6-Inch Leather Ankle Boots

    $269
    $269
  • Timberland Stone Street Leather Platform Ankle Boots
    Timberland Stone Street Leather Platform Ankle Boots
    Timberland Stone Street Leather Platform Ankle Boots
    Timberland Stone Street Leather Platform Ankle Boots

    Timberland

    Stone Street Leather Platform Ankle Boots

    $207
    $207
  • Timberland Prm 6 Inch Boots
    Timberland Prm 6 Inch Boots
    Timberland Prm 6 Inch Boots
    Timberland Prm 6 Inch Boots

    Timberland

    Prm 6 Inch Boots

    $277
    $277
  • Timberland Beige Suede Boat Shoes With Rugged Sole
    Timberland Beige Suede Boat Shoes With Rugged Sole
    Timberland Beige Suede Boat Shoes With Rugged Sole

    Timberland

    Beige Suede Boat Shoes With Rugged Sole

    $165
    $165

    $228

    -27%

  • Timberland Boat Shoe In Light Purple Nubuck
    Timberland Boat Shoe In Light Purple Nubuck
    Timberland Boat Shoe In Light Purple Nubuck

    Timberland

    Boat Shoe In Light Purple Nubuck

    $191
    $191

    $228

    -16%

  • Timberland Wheat Nubuck Leather Boat Shoes
    Timberland Wheat Nubuck Leather Boat Shoes
    Timberland Wheat Nubuck Leather Boat Shoes

    Timberland

    Wheat Nubuck Leather Boat Shoes

    $255
    $255
  • Timberland Monk's Robe Boat Shoe
    Timberland Monk's Robe Boat Shoe
    Timberland Monk's Robe Boat Shoe

    Timberland

    Monk's Robe Boat Shoe

    $191
    $191

    $228

    -16%

  • Timberland Yellow Premium 6-Inch Boot
    Timberland Yellow Premium 6-Inch Boot
    Timberland Yellow Premium 6-Inch Boot
    Timberland Yellow Premium 6-Inch Boot

    Timberland

    Yellow Premium 6-Inch Boot

    $291
    $291
  • Timberland Black Premium Leather Boots
    Timberland Black Premium Leather Boots
    Timberland Black Premium Leather Boots
    Timberland Black Premium Leather Boots

    Timberland

    Black Premium Leather Boots

    $291
    $291
  • Timberland Lace-Up Waterproof Timberland 6-Inch Boots With Primaloft Insulation
    Timberland Lace-Up Waterproof Timberland 6-Inch Boots With Primaloft Insulation
    Timberland Lace-Up Waterproof Timberland 6-Inch Boots With Primaloft Insulation
    Timberland Lace-Up Waterproof Timberland 6-Inch Boots With Primaloft Insulation

    Timberland

    Lace-Up Waterproof 6-Inch Boots With Primaloft Insulation

    $291
    $291
  • Timberland Pink Lace-Up Padded Collar Leather Ankle Boots
    Timberland Pink Lace-Up Padded Collar Leather Ankle Boots
    Timberland Pink Lace-Up Padded Collar Leather Ankle Boots
    Timberland Pink Lace-Up Padded Collar Leather Ankle Boots

    Timberland

    Pink Lace-Up Padded Collar Leather Ankle Boots

    $269
    $269
  • Timberland Beige Premium 6-Inch Leather Ankle Boots
    Timberland Beige Premium 6-Inch Leather Ankle Boots
    Timberland Beige Premium 6-Inch Leather Ankle Boots
    Timberland Beige Premium 6-Inch Leather Ankle Boots

    Timberland

    Beige Premium 6-Inch Leather Ankle Boots

    $269
    $269
  • Timberland Beige Premium 6-Inch Leather Ankle Boots
    Timberland Beige Premium 6-Inch Leather Ankle Boots
    Timberland Beige Premium 6-Inch Leather Ankle Boots
    Timberland Beige Premium 6-Inch Leather Ankle Boots

    Timberland

    Beige Premium 6-Inch Leather Ankle Boots

    $269
    $269
  • Timberland Beige Handcrafted Crude Leather Laces Leather Boat Shoes
    Timberland Beige Handcrafted Crude Leather Laces Leather Boat Shoes
    Timberland Beige Handcrafted Crude Leather Laces Leather Boat Shoes

    Timberland

    Beige Handcrafted Crude Leather Laces Leather Boat Shoes

    $193
    $193

    $228

    -15%

  • Timberland Yellow Boat Shoe Leather-Laced Suede Loafers
    Timberland Yellow Boat Shoe Leather-Laced Suede Loafers
    Timberland Yellow Boat Shoe Leather-Laced Suede Loafers

    Timberland

    Yellow Boat Shoe Leather-Laced Suede Loafers

    $193
    $193

    $228

    -15%

  • Timberland Brown Boat Shoe Leather-Laced Leather Loafers
    Timberland Brown Boat Shoe Leather-Laced Leather Loafers
    Timberland Brown Boat Shoe Leather-Laced Leather Loafers

    Timberland

    Brown Boat Shoe Leather-Laced Leather Loafers

    $193
    $193

    $228

    -15%

Timberland

This Timberland edit brings together iconic 6-Inch lace-up boots, padded-collar ankle styles and moc-toe silhouettes alongside slip-on loafers and lug-sole flats. Boat shoes arrive in traditional brown and bordeaux leather with contrast stitching and 360° lacing, cut for off-duty looks but grounded enough for city wear. Casual sahariana jackets in blue slot easily over denim, flannel or technical layers.

The focus is on durable construction and clean lines rather than overt logos. You’ll find practical details — padded collars, platform soles, hand-stitched moccasins — that shift from commute to weekend without feeling overbuilt. Use this page to narrow by category or price, then refine by silhouette:

  • Waterproof 6-inch boots for everyday rotation
  • Classic boat shoes with hand-stitched uppers
  • Slip-on moccasins for lighter, low-profile wear
  • Casual jackets with field-inspired pocketing

Each piece ships from authorized stockists with full provenance, so you can invest in pairs that will work hard in your wardrobe.

FAQ

How does Timberland footwear generally fit?
Timberland boots and boat shoes often have a substantial last, so many wearers prefer a half-size down from their usual sneaker size, especially in roomier 6-inch styles. Slip-on moccasins and loafers can feel closer to true-to-size for a secure fit. Check individual product notes for any specific sizing guidance on each pair.
Are the Timberland boots in this collection waterproof?
Some boots in this Timberland selection are described as waterproof 6-inch styles, while others focus on leather build and grip without a waterproof claim. Always refer to the product title and description for clarity on water resistance. If you need a pair for wet conditions, filter for the waterproof models first.
How should I style Timberland boots with a more tailored wardrobe?
Timberland 6-inch and ankle boots work well with straight or slightly tapered wool trousers, clean denim and cropped technical outerwear. Keep the palette restrained — navy, black, grey, camel — and let the boot’s lug sole and padded collar add structure. Avoid overly skinny cuts to maintain proportion with the heavier sole unit.
What’s the best way to care for Timberland leather shoes and boots?
Allow boots and shoes to dry naturally between wears and use shoe trees to help maintain the shape. Brush off surface dirt, then apply an appropriate leather cleaner and conditioner to keep the uppers supple. For lighter shades or rugged finishes, test any product on a small area first to avoid changing the color.
Can Timberland boat shoes be worn beyond summer?
Yes, Timberland boat shoes in brown or bordeaux leather well into cooler months. Pair them with heavier socks, straight-leg chinos or raw denim, and a casual jacket or knit. The hand-stitched uppers and moc profile give enough structure to sit comfortably with autumn and mild winter looks.