Men's Leather Hiking Shoes

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64 hand-picked finds across 14 curated searches — most relevant first, cheapest first within each

Styled in 8 outfits ↓
EVERBOOTS Men's Waterproof Work Boots, Lightweight Boots
US$104.99
EVER BOOTS★ 4.2

EVERBOOTS Men's Waterproof Work Boots, Lightweight Boots

Styled in 1 outfit
Amazon
Leather Working Group Columbia Men's Newton Ridge Plus II Waterproof
$110.00
Columbia★ 4.5

Leather Working Group Columbia Men's Newton Ridge Plus II Waterproof

Styled in 2 outfits
Amazon
ROCKY Men's Outback GORE-TEX Waterproof Hiking Boots
$110.36
ROCKY★ 4.6

ROCKY Men's Outback GORE-TEX Waterproof Hiking Boots

Styled in 1 outfit
Amazon
Leather Working Group KEEN Men's Pyrenees Mid Height Waterproof Hiking Boots
$161.45
KEEN★ 3.9

Leather Working Group KEEN Men's Pyrenees Mid Height Waterproof Hiking Boots

Styled in 1 outfit
Amazon
Jim Green Men's Razorback Boots Lace-Up Water Resistant Full Grain Leather Work or Hiking Boot
$189.99
JIM GREEN★ 4.5

Jim Green Men's Razorback Boots Lace-Up Water Resistant Full Grain Leather Work or Hiking Boot

Brown Leather Hiking Boots Blue Laces
Amazon
JIM GREEN Men's African Ranger Boots Lace-Up Water Resistant Full Grain Leather Work or Hiking Boot
$189.99
JIM GREEN★ 4.5

JIM GREEN Men's African Ranger Boots Lace-Up Water Resistant Full Grain Leather Work or Hiking Boot

Brown Leather Hiking Boots Blue Laces
Amazon
POLO RALPH LAUREN Alpine Leather Trail Boots
$193.80
POLO RALPH LAUREN★ 4.2

POLO RALPH LAUREN Alpine Leather Trail Boots

Lug Sole Leather Hiking Boots
Amazon
JIM GREEN Men's African Ranger Boots Lace-Up Water Resistant Full Grain Leather Work or Hiking Boot
US$194.99
JIM GREEN★ 4.5

JIM GREEN Men's African Ranger Boots Lace-Up Water Resistant Full Grain Leather Work or Hiking Boot

Tan Leather Hiking Boots Red Laces
Amazon

Seen in these outfits

Rust Orange Technical Shell Jacket with Trekking Pants and Hiking Boots$133
Rain Jacket
$30
Waffle Knit Quarter Zip Pullover
$30

Rust Orange Technical Shell Jacket with Trekking Pants and Hiking Boots

5 pieces · Oct 23, 2026

Highland Fair Isle Wool Sweater and Olive Corduroy Pants Look$153
Sweater
$33
Olive Pants
$30

Highland Fair Isle Wool Sweater and Olive Corduroy Pants Look

5 pieces · Oct 15, 2026

Scottish Highlands Fair Isle Wool Sweater and Corduroy Pants Look$133
Navy Sweater
$34
Brown Pants
$25

Scottish Highlands Fair Isle Wool Sweater and Corduroy Pants Look

5 pieces · Oct 14, 2026

Nordic Winter Olive Puffer Vest and Charcoal Fair Isle Turtleneck Look$131
Olive Vest
$22
Charcoal Sweater
$20

Nordic Winter Olive Puffer Vest and Charcoal Fair Isle Turtleneck Look

5 pieces · Oct 14, 2026

Alpine Winter Puffer Vest and Fair Isle Turtleneck Sweater Look$140
Navy Vest
$24
Burgundy Sweater
$23

Alpine Winter Puffer Vest and Fair Isle Turtleneck Sweater Look

5 pieces · Oct 14, 2026

Alpine Navy Utility Vest and Grey Trail Shorts Overland Look$122
Navy Vest
$20
Off White Shirt
$15

Alpine Navy Utility Vest and Grey Trail Shorts Overland Look

5 pieces · Oct 13, 2026

Rugged Brown Safari Vest and Olive Shorts Wilderness Outfit$112
Brown Vest
$20
Off White Shirt
$15

Rugged Brown Safari Vest and Olive Shorts Wilderness Outfit

5 pieces · Oct 13, 2026

Khaki Field Jacket and Oatmeal Quarter Zip Misty Forest Photography Look$367
Khaki Field Jacket
$35
Cream Sweater
$83

Khaki Field Jacket and Oatmeal Quarter Zip Misty Forest Photography Look

7 pieces · Oct 11, 2026

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Men's ShoesMen's Hiking ShoesMen's Leather Shoes

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