Shop Vintage Hiking Boots for Men

Sponsored
$104.95
Men's Terrain Shoes In Distressed Brown, Size: 9 EE / Wide By Ariat
Ariat
1K+
$104.95
Men's Terrain Shoes In Distressed Brown, Size: 9 EE / Wide By Ariat
Ariat
1K+
$249.00
L.L.Bean | Men's BOA Technical Upland Boot Deepest Brown 10.5 M(D), Leather/Stainless Steel
L.L.Bean
In store
10% Off*
Free shipping
$249.00
L.L.Bean | Men's BOA Technical Upland Boot Deepest Brown 10.5 M(D), Leather/Stainless Steel
L.L.Bean
10% Off*
$139.99
Xero Shoes - Barefoot Boots - Ridgeway - Men (Style: Glazed Ginger, Men's Size: 11.5) - Zero Drop Boots
XeroShoes
$139.99
Xero Shoes - Barefoot Boots - Ridgeway - Men (Style: Glazed Ginger, Men's Size: 11.5) - Zero Drop Boots
XeroShoes
$104.95
Men's Terrain Shoes In Cordovan, Size: 9 D / Medium By Ariat
Ariat
2K+
$104.95
Men's Terrain Shoes In Cordovan, Size: 9 D / Medium By Ariat
Ariat
2K+
$139.99
Xero Shoes - Barefoot Boots - Ridgeway - Men (Style: Olive, Men's Size: 6.5) - Zero Drop Boots
XeroShoes
$139.99
Xero Shoes - Barefoot Boots - Ridgeway - Men (Style: Olive, Men's Size: 6.5) - Zero Drop Boots
XeroShoes
$119.99
Xero Shoes - Barefoot Boots - Daylite Hiker Fusion - Men (Style: Pecan, Men's Size: 8) - Zero Drop Boots
XeroShoes
$119.99
Xero Shoes - Barefoot Boots - Daylite Hiker Fusion - Men (Style: Pecan, Men's Size: 8) - Zero Drop Boots
XeroShoes
$80.00
$160.00
Vasque Men's Breeze Hiking Boot In Nutria - Size: 8
Steep & Cheap
50% off
$80.00
$160.00
Vasque Men's Breeze Hiking Boot In Nutria - Size: 8
Steep & Cheap
$130.00
Merrell Men's Thermo Chill Mid Waterproof Hiking Boots Boulder 8
REI
Free shipping
$130.00
Merrell Men's Thermo Chill Mid Waterproof Hiking Boots Boulder 8
REI
Free shipping
$95.00
$189.95
Salomon Men's Cross Hike 2 Mid GTX Boot In Black / Magnet - Size: US 11.0/UK 10.5
Steep & Cheap
49% off
$95.00
$189.95
Salomon Men's Cross Hike 2 Mid GTX Boot In Black / Magnet - Size: US 11.0/UK 10.5
Steep & Cheap
$179.00
Men's Portland Boots, Lace-Up Dark Russet 9 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
10% Off*
Free shipping
$179.00
Men's Portland Boots, Lace-Up Dark Russet 9 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
10% Off*
$164.97
$299.95
Asolo Men's Fugitive GTX Wide Hiking Boot In Black / Red - Size: 10
Steep & Cheap
13
45% off
$164.97
$299.95
Asolo Men's Fugitive GTX Wide Hiking Boot In Black / Red - Size: 10
Steep & Cheap
13
$240.00
L.L.Bean | Men's HOKA Kaha 2 GORE-TEX Hiking Boots, Mid Honey/Barley 10 M(D), Leather/Metal
L.L.Bean
Free shipping
$240.00
L.L.Bean | Men's HOKA Kaha 2 GORE-TEX Hiking Boots, Mid Honey/Barley 10 M(D), Leather/Metal
L.L.Bean
Free shipping
$109.00
L.L.Bean | Men's Everywhere Explorer Boots Dusty Olive 14 M(D), Suede Leather/Rubber
L.L.Bean
10% Off*
Free shipping
$109.00
L.L.Bean | Men's Everywhere Explorer Boots Dusty Olive 14 M(D), Suede Leather/Rubber
L.L.Bean
10% Off*
$94.98
$189.95
Asolo Men's Eldo Mid GV Hiking Boot In Black / Grey - Size: 11.5
Steep & Cheap
49% off
$94.98
$189.95
Asolo Men's Eldo Mid GV Hiking Boot In Black / Grey - Size: 11.5
Steep & Cheap
$119.99
Merrell Mens Moab 3 Walnut 14 Wide
Amazon.com
2K+
Free shipping
$119.99
Merrell Mens Moab 3 Walnut 14 Wide
Amazon.com
2K+
$125.00
Vintage Swiss Army Raichle Balli Leather Boots Hiking Mountaineering
eBay
$125.00
Vintage Swiss Army Raichle Balli Leather Boots Hiking Mountaineering
eBay
$249.00
$299.00
Men's Cresta GORE-TEX Hiking Boots, Leather Dark Brown 12(EE), Gore-Tex/Rubber/Leather | L.L.Bean
L.L.Bean
10% Off*
Free shipping
16% off
$249.00
$299.00
Men's Cresta GORE-TEX Hiking Boots, Leather Dark Brown 12(EE), Gore-Tex/Rubber/Leather | L.L.Bean
L.L.Bean
10% Off*
$149.99
Vintage Mens Dexter Hiking Mountaineering Boots Tan Leather Size 8m
eBay
$149.99
Vintage Mens Dexter Hiking Mountaineering Boots Tan Leather Size 8m
eBay
$99.98
$199.95
Asolo Men's Eldo Mid LTH GV Hiking Boot In Graphite / Green Oasis - Size: 13
Steep & Cheap
49% off
$99.98
$199.95
Asolo Men's Eldo Mid LTH GV Hiking Boot In Graphite / Green Oasis - Size: 13
Steep & Cheap
$80.00
Skechers Men's Relaxed Fit: Relment - Daggett Boots | Size 13.0 | Chocolate | Synthetic/Textile
Skechers USA
20% Off*
$80.00
Skechers Men's Relaxed Fit: Relment - Daggett Boots | Size 13.0 | Chocolate | Synthetic/Textile
Skechers USA
20% Off*
$200.00
L.L.Bean | Men's Oboz Bridger Mid B-Dry Hiking Boots Sudan 13 M(D), Leather/Rubber
L.L.Bean
1
Free shipping
$200.00
L.L.Bean | Men's Oboz Bridger Mid B-Dry Hiking Boots Sudan 13 M(D), Leather/Rubber
L.L.Bean
1
$140.00
Men's Oboz Sawtooth X Hikers, Low Hazy Gray 13 M(D), Leather/Rubber/Nylon | L.L.Bean
L.L.Bean
181
Free shipping
$140.00
Men's Oboz Sawtooth X Hikers, Low Hazy Gray 13 M(D), Leather/Rubber/Nylon | L.L.Bean
L.L.Bean
181
$149.95
Merrell Men's Moab 3 Mid Waterproof Hiking Boot Earth 10.5 Wide
Amazon.com
3K+
Free shipping
$149.95
Merrell Men's Moab 3 Mid Waterproof Hiking Boot Earth 10.5 Wide
Amazon.com
3K+
$139.00
L.L.Bean | Men's Access Hiking Boots, Waterproof Deep Green 13 M(D), Leather/Rubber
L.L.Bean
10% Off*
Free shipping
$139.00
L.L.Bean | Men's Access Hiking Boots, Waterproof Deep Green 13 M(D), Leather/Rubber
L.L.Bean
10% Off*
$93.50
$170.00
Vasque Men's Talus AT Ultradry Hiking Boot In Dark Earth / Avocado - Size: 13
Steep & Cheap
45% off
$93.50
$170.00
Vasque Men's Talus AT Ultradry Hiking Boot In Dark Earth / Avocado - Size: 13
Steep & Cheap
$350.00
Zamberlan Men's 996 Vioz GTX Hiking Boots Dark Brown 10.5
REI
Free shipping
$350.00
Zamberlan Men's 996 Vioz GTX Hiking Boots Dark Brown 10.5
REI
Free shipping
$96.00
$160.00
Vasque Men's Breeze Hiking Boot In Pavement - Size: 14
Steep & Cheap
40% off
$96.00
$160.00
Vasque Men's Breeze Hiking Boot In Pavement - Size: 14
Steep & Cheap
$103.99
$159.99
New Balance Men's Fresh Foam X Hierro Mid Hiking Boot In Vintage Indigo - Size: 7
Steep & Cheap
35% off
$103.99
$159.99
New Balance Men's Fresh Foam X Hierro Mid Hiking Boot In Vintage Indigo - Size: 7
Steep & Cheap
$170.00
UGG® Men's Biltmore Hiker Leather Boots In Oak, Size 11
Ugg
$170.00
UGG® Men's Biltmore Hiker Leather Boots In Oak, Size 11
Ugg
$124.98
$249.95
Asolo Men's Supertrek GV Hiking Boot In Wool / Garden Green - Size: 9
Steep & Cheap
49% off
$124.98
$249.95
Asolo Men's Supertrek GV Hiking Boot In Wool / Garden Green - Size: 9
Steep & Cheap
$99.98
$199.95
Asolo Men's Eldo Mid LTH GV Hiking Boot In Truffle - Size: 9
Steep & Cheap
49% off
$99.98
$199.95
Asolo Men's Eldo Mid LTH GV Hiking Boot In Truffle - Size: 9
Steep & Cheap
$149.89
$199.95
Danner Men's Trail 2650 Mid GTX Hiking Boots Dusty Olive 12 Wide
REI
20% Off*
Free shipping
25% off
$149.89
$199.95
Danner Men's Trail 2650 Mid GTX Hiking Boots Dusty Olive 12 Wide
REI
20% Off*
$130.00
Merrell Men's Moab 3 Mid Hiking Boots Walnut 9 Wide
REI
2K+
Free shipping
$130.00
Merrell Men's Moab 3 Mid Hiking Boots Walnut 9 Wide
REI
2K+
$180.00
L.L.Bean | Men's Oboz Sawtooth X B-DRY Hikers, Mid Charcoal 8 M(D), Leather/Rubber/Nylon
L.L.Bean
Free shipping
$180.00
L.L.Bean | Men's Oboz Sawtooth X B-DRY Hikers, Mid Charcoal 8 M(D), Leather/Rubber/Nylon
L.L.Bean
Free shipping
$180.95
$329.00
La Sportiva Men's Glacier WLF Boot In Tan - Size: 39
Steep & Cheap
45% off
$180.95
$329.00
La Sportiva Men's Glacier WLF Boot In Tan - Size: 39
Steep & Cheap
$94.99
Skechers Extra Wide Width Respected Boswell Boot | Men's | Tan | Size 12 | Boots | Hiking
DSW
In store
30% Off*
Free shipping
$94.99
Skechers Extra Wide Width Respected Boswell Boot | Men's | Tan | Size 12 | Boots | Hiking
DSW
30% Off*
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    Shop Vintage Hiking Boots for Men

    Sponsored
    $104.95
    Men's Terrain Shoes In Distressed Brown, Size: 9 EE / Wide By Ariat
    Ariat
    1K+
    $104.95
    Men's Terrain Shoes In Distressed Brown, Size: 9 EE / Wide By Ariat
    Ariat
    1K+
    $249.00
    L.L.Bean | Men's BOA Technical Upland Boot Deepest Brown 10.5 M(D), Leather/Stainless Steel
    L.L.Bean
    In store
    10% Off*
    Free shipping
    $249.00
    L.L.Bean | Men's BOA Technical Upland Boot Deepest Brown 10.5 M(D), Leather/Stainless Steel
    L.L.Bean
    10% Off*
    $139.99
    Xero Shoes - Barefoot Boots - Ridgeway - Men (Style: Glazed Ginger, Men's Size: 11.5) - Zero Drop Boots
    XeroShoes
    $139.99
    Xero Shoes - Barefoot Boots - Ridgeway - Men (Style: Glazed Ginger, Men's Size: 11.5) - Zero Drop Boots
    XeroShoes
    $104.95
    Men's Terrain Shoes In Cordovan, Size: 9 D / Medium By Ariat
    Ariat
    2K+
    $104.95
    Men's Terrain Shoes In Cordovan, Size: 9 D / Medium By Ariat
    Ariat
    2K+
    $139.99
    Xero Shoes - Barefoot Boots - Ridgeway - Men (Style: Olive, Men's Size: 6.5) - Zero Drop Boots
    XeroShoes
    $139.99
    Xero Shoes - Barefoot Boots - Ridgeway - Men (Style: Olive, Men's Size: 6.5) - Zero Drop Boots
    XeroShoes
    $119.99
    Xero Shoes - Barefoot Boots - Daylite Hiker Fusion - Men (Style: Pecan, Men's Size: 8) - Zero Drop Boots
    XeroShoes
    $119.99
    Xero Shoes - Barefoot Boots - Daylite Hiker Fusion - Men (Style: Pecan, Men's Size: 8) - Zero Drop Boots
    XeroShoes
    $80.00
    $160.00
    Vasque Men's Breeze Hiking Boot In Nutria - Size: 8
    Steep & Cheap
    50% off
    $80.00
    $160.00
    Vasque Men's Breeze Hiking Boot In Nutria - Size: 8
    Steep & Cheap
    $130.00
    Merrell Men's Thermo Chill Mid Waterproof Hiking Boots Boulder 8
    REI
    Free shipping
    $130.00
    Merrell Men's Thermo Chill Mid Waterproof Hiking Boots Boulder 8
    REI
    Free shipping
    $95.00
    $189.95
    Salomon Men's Cross Hike 2 Mid GTX Boot In Black / Magnet - Size: US 11.0/UK 10.5
    Steep & Cheap
    49% off
    $95.00
    $189.95
    Salomon Men's Cross Hike 2 Mid GTX Boot In Black / Magnet - Size: US 11.0/UK 10.5
    Steep & Cheap
    $179.00
    Men's Portland Boots, Lace-Up Dark Russet 9 M(D), Leather/Rubber | L.L.Bean
    L.L.Bean
    10% Off*
    Free shipping
    $179.00
    Men's Portland Boots, Lace-Up Dark Russet 9 M(D), Leather/Rubber | L.L.Bean
    L.L.Bean
    10% Off*
    $164.97
    $299.95
    Asolo Men's Fugitive GTX Wide Hiking Boot In Black / Red - Size: 10
    Steep & Cheap
    13
    45% off
    $164.97
    $299.95
    Asolo Men's Fugitive GTX Wide Hiking Boot In Black / Red - Size: 10
    Steep & Cheap
    13
    $240.00
    L.L.Bean | Men's HOKA Kaha 2 GORE-TEX Hiking Boots, Mid Honey/Barley 10 M(D), Leather/Metal
    L.L.Bean
    Free shipping
    $240.00
    L.L.Bean | Men's HOKA Kaha 2 GORE-TEX Hiking Boots, Mid Honey/Barley 10 M(D), Leather/Metal
    L.L.Bean
    Free shipping
    $109.00
    L.L.Bean | Men's Everywhere Explorer Boots Dusty Olive 14 M(D), Suede Leather/Rubber
    L.L.Bean
    10% Off*
    Free shipping
    $109.00
    L.L.Bean | Men's Everywhere Explorer Boots Dusty Olive 14 M(D), Suede Leather/Rubber
    L.L.Bean
    10% Off*
    $94.98
    $189.95
    Asolo Men's Eldo Mid GV Hiking Boot In Black / Grey - Size: 11.5
    Steep & Cheap
    49% off
    $94.98
    $189.95
    Asolo Men's Eldo Mid GV Hiking Boot In Black / Grey - Size: 11.5
    Steep & Cheap
    $119.99
    Merrell Mens Moab 3 Walnut 14 Wide
    Amazon.com
    2K+
    Free shipping
    $119.99
    Merrell Mens Moab 3 Walnut 14 Wide
    Amazon.com
    2K+
    $125.00
    Vintage Swiss Army Raichle Balli Leather Boots Hiking Mountaineering
    eBay
    $125.00
    Vintage Swiss Army Raichle Balli Leather Boots Hiking Mountaineering
    eBay
    $249.00
    $299.00
    Men's Cresta GORE-TEX Hiking Boots, Leather Dark Brown 12(EE), Gore-Tex/Rubber/Leather | L.L.Bean
    L.L.Bean
    10% Off*
    Free shipping
    16% off
    $249.00
    $299.00
    Men's Cresta GORE-TEX Hiking Boots, Leather Dark Brown 12(EE), Gore-Tex/Rubber/Leather | L.L.Bean
    L.L.Bean
    10% Off*
    $149.99
    Vintage Mens Dexter Hiking Mountaineering Boots Tan Leather Size 8m
    eBay
    $149.99
    Vintage Mens Dexter Hiking Mountaineering Boots Tan Leather Size 8m
    eBay