Shop Most Comfortable Hiking Boots

Sponsored
About our ads
$155.00
Most Comfortable Hiking Boots, Customized Arch Support, Wide Toe-Box, Women's Hiking Boots | Orthofeet Boots, Dakota, 12 / Medium / Blue
Orthofeet
9
$155.00
Most Comfortable Hiking Boots, Customized Arch Support, Wide Toe-Box, Women's Hiking Boots | Orthofeet Boots, Dakota, 12 / Medium / Blue
Orthofeet
$165.00
Most Comfortable Hiking Boots, Hands Free Shoes, Hands Free, Women's Hiking Footwear | Orthofeet Orthopedic Boots, Carmel, 12 / Medium / Gray
Orthofeet
$165.00
Most Comfortable Hiking Boots, Hands Free Shoes, Hands Free, Women's Hiking Footwear | Orthofeet Orthopedic Boots, Carmel, 12 / Medium / Gray
Orthofeet
$84.99
$169.99
Xero Shoes - Barefoot Boots - Scrambler Mid - Ultra-Light Hiking Boot With Michelin Fiberlite Sole - Zero Drop Boots
Xero Shoes - New
50% off
$84.99
$169.99
Xero Shoes - Barefoot Boots - Scrambler Mid - Ultra-Light Hiking Boot With Michelin Fiberlite Sole - Zero Drop Boots
Xero Shoes - New
$155.00
Most Comfortable Hiking Boots, Adjustable Arch Support, Wide Toe-Box, Women's Hiking Boots | Orthofeet Orthotic Boots, Dakota, 7 / Extra Wide / Olive
Orthofeet
$155.00
Most Comfortable Hiking Boots, Adjustable Arch Support, Wide Toe-Box, Women's Hiking Boots | Orthofeet Orthotic Boots, Dakota, 7 / Extra Wide / Olive
Orthofeet
$169.95
Merrell Men's Moab Adventure 3 Mid Wp Hiking Boot
Amazon.com
49
Free shipping
$169.95
Merrell Men's Moab Adventure 3 Mid Wp Hiking Boot
Amazon.com
$170.00
Merrell Men's Moab 3 Mid Waterproof Hiking Boot
Amazon.com
4K+
Free shipping
$170.00
Merrell Men's Moab 3 Mid Waterproof Hiking Boot
Amazon.com
$84.99
Skechers Men's Relment- Pelmo Hiking Boots
Amazon.com
20K+
Free shipping
$84.99
Skechers Men's Relment- Pelmo Hiking Boots
Amazon.com
$189.00
Best Boots For Plantar Fasciitis Boot Men's Leather Size 7-13 Black QUEST Mid-Height Comfort, Orthopedic Hiking Shoe For Walking & Work
KURU
$189.00
Best Boots For Plantar Fasciitis Boot Men's Leather Size 7-13 Black QUEST Mid-Height Comfort, Orthopedic Hiking Shoe For Walking & Work
KURU
$189.00
Best Boots For Plantar Fasciitis Boot Women's Leather Size 6-12 Tan QUEST Mid-Height Comfort, Orthopedic Hiking Shoe For Walking & Work
KURU
$189.00
Best Boots For Plantar Fasciitis Boot Women's Leather Size 6-12 Tan QUEST Mid-Height Comfort, Orthopedic Hiking Shoe For Walking & Work
KURU
$189.00
Best Boots For Plantar Fasciitis Boot Women's Leather Size 6-12 Black QUEST Mid-Height Comfort, Orthopedic Hiking Shoe For Walking & Work
KURU
$189.00
Best Boots For Plantar Fasciitis Boot Women's Leather Size 6-12 Black QUEST Mid-Height Comfort, Orthopedic Hiking Shoe For Walking & Work
KURU
$239.99
On Men's Cloudrock Mid Waterproof Hiking Boots, Size 8.5, Hunter/Black
DICK'S Sporting Goods
$239.99
On Men's Cloudrock Mid Waterproof Hiking Boots, Size 8.5, Hunter/Black
DICK'S Sporting Goods
$156.99
$169.99
Timberland Men's Pro Composite Toe WP Metal Free Hiker Work Boots TMA1ZR1 in Brown/Orange
Midwest Boots
69
$156.99
$169.99
Timberland Men's Pro Composite Toe WP Metal Free Hiker Work Boots TMA1ZR1 in Brown/Orange
Midwest Boots
$115.99
$124.99
Timberland Men's Pro Steel Toe WP Hiker Boots A1Q8O In Brown
Midwest Boots
3K+
$115.99
$124.99
Timberland Men's Pro Steel Toe WP Hiker Boots A1Q8O In Brown
Midwest Boots
$109.99
Wolverine Men's Spencer Waterproof Hiking Boot W05103
Country Traditions
1K+
$109.99
Wolverine Men's Spencer Waterproof Hiking Boot W05103
Country Traditions
$240.00
Hoka Kaha 3 GTX(R) Men's Hiking Boots Sea Moss/Oat Milk : 12 D - Medium, Leather
Zappos
23
$240.00
Hoka Kaha 3 GTX(R) Men's Hiking Boots Sea Moss/Oat Milk : 12 D - Medium, Leather
Zappos
$239.99
Men's On Cloudrock Mid Waterproof Hiking Boots Outdoor 10 Cinder/Desert
Scheels
$239.99
Men's On Cloudrock Mid Waterproof Hiking Boots Outdoor 10 Cinder/Desert
Scheels
$152.99
$164.99
Timberland Men's Pro Composite Toe WP Hiker Work Boots A2B52 in Brown
Midwest Boots
179
$152.99
$164.99
Timberland Men's Pro Composite Toe WP Hiker Work Boots A2B52 in Brown
Midwest Boots
$200.00
Men's Oboz Bridger Mid B-Dry Hiking Boots Sudan 11 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
1K+
Free shipping
$200.00
Men's Oboz Bridger Mid B-Dry Hiking Boots Sudan 11 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
$145.84
Reebok Hiker Boot: M, 9 1/2, 1 PR [PK/1] Model: RB3022-M-09.5
Grainger
$145.84
Reebok Hiker Boot: M, 9 1/2, 1 PR [PK/1] Model: RB3022-M-09.5
Grainger
$79.99
Skechers Relment Daggett Hiking Boot | Men's | Grey | Size 8 | Boots | Hiking | Lace-Up
DSW
Free shipping
$79.99
Skechers Relment Daggett Hiking Boot | Men's | Grey | Size 8 | Boots | Hiking | Lace-Up
DSW
$59.99
Hitec Mesa Waterproof Hiking Boot | Women's | Grey/Pink | Size 7.5 | Boots
DSW
$59.99
Hitec Mesa Waterproof Hiking Boot | Women's | Grey/Pink | Size 7.5 | Boots
DSW
$169.99
HOKA Anacapa Breeze Mid Hiking Boots For Men - Castlerock/Harbor Mist - 8m
Cabela's
$169.99
HOKA Anacapa Breeze Mid Hiking Boots For Men - Castlerock/Harbor Mist - 8m
Cabela's
$130.00
L.L.Bean | Men's Trail Model X Waterproof Hiking Boots, Leather Oakwood 8 M(D), Leather/Rubber
L.L.Bean
Free shipping
$130.00
L.L.Bean | Men's Trail Model X Waterproof Hiking Boots, Leather Oakwood 8 M(D), Leather/Rubber
L.L.Bean
$239.99
Men's On Cloudrock Mid Waterproof Hiking Boots Outdoor 13 Hunter/Black
Scheels
$239.99
Men's On Cloudrock Mid Waterproof Hiking Boots Outdoor 13 Hunter/Black
Scheels
$99.99
Timberland Mens Mt. Maddsen Mid Waterproof Hiking Boots, Men's, Size 10.5, Dark Brown
DICK'S Sporting Goods
15K+
$99.99
Timberland Mens Mt. Maddsen Mid Waterproof Hiking Boots, Men's, Size 10.5, Dark Brown
DICK'S Sporting Goods
$239.99
On Men's Cloudrock Mid Waterproof Hiking Boots, Size 14, Cinder
DICK'S Sporting Goods
$239.99
On Men's Cloudrock Mid Waterproof Hiking Boots, Size 14, Cinder
DICK'S Sporting Goods
$114.99
Merrell Accentor 3 Hiking Boot | Men's | Dark Brown | Size 11.5 | Boots | Hiking
DSW
Free shipping
$114.99
Merrell Accentor 3 Hiking Boot | Men's | Dark Brown | Size 11.5 | Boots | Hiking
DSW
$230.00
L.L.Bean | Men's Salomon Quest 4D GORE-TEX Hiking Boots Olive Night/Peat/Safari 8.5 M(D), Leather/Rubber
L.L.Bean
632
Free shipping
$230.00
L.L.Bean | Men's Salomon Quest 4D GORE-TEX Hiking Boots Olive Night/Peat/Safari 8.5 M(D), Leather/Rubber
L.L.Bean
$189.99
HOKA Transport Hike GTX Mid Waterproof Hiking Boots For Men - Green/Oyster - 8m
Cabela's
$189.99
HOKA Transport Hike GTX Mid Waterproof Hiking Boots For Men - Green/Oyster - 8m
Cabela's
$99.99
Redhead Skyline XT Mid Mesh Waterproof Hiking Boots For Men - Toffee - 10m
Bass Pro Shops
$99.99
Redhead Skyline XT Mid Mesh Waterproof Hiking Boots For Men - Toffee - 10m
Bass Pro Shops
$169.99
Merrell Moab 3 Mid Waterproof Hiking Boots For Men - Earth - 9m
Cabela's
635
$169.99
Merrell Moab 3 Mid Waterproof Hiking Boots For Men - Earth - 9m
Cabela's
$89.99
Natural Reflections Skyline XT Mid Hiking Boots - Tobacco Brown - 10m
Bass Pro Shops
$89.99
Natural Reflections Skyline XT Mid Hiking Boots - Tobacco Brown - 10m
Bass Pro Shops
$240.00
Men's HOKA Kaha 3 GTX Waterproof Hiking Boots Outdoor 11.5 Sea Moss/Oat Milk
Scheels
23
$240.00
Men's HOKA Kaha 3 GTX Waterproof Hiking Boots Outdoor 11.5 Sea Moss/Oat Milk
Scheels
$240.00
On Women's Cloudrock Mid Waterproof Hiking Boots Black/Black 7
REI
Free shipping
$240.00
On Women's Cloudrock Mid Waterproof Hiking Boots Black/Black 7
REI
$99.99
Redhead Skyline XT Mid Waterproof Hiking Boots For Men - Toffee - 8m
Bass Pro Shops
$99.99
Redhead Skyline XT Mid Waterproof Hiking Boots For Men - Toffee - 8m
Bass Pro Shops
$162.40
Keen Hiker Boot: D, 11 1/2, 1 PR [PK/1] Model: 1023228
Grainger
$162.40
Keen Hiker Boot: D, 11 1/2, 1 PR [PK/1] Model: 1023228
Grainger
Sponsored
Best Hiking Boots for Older Hikers - Top 10 of 2025
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Shop Most Comfortable Hiking Boots

Sponsored
About our ads
$156.99
$169.99
Timberland Men's Pro Composite Toe WP Metal Free Hiker Work Boots TMA1ZR1 in Brown/Orange
Midwest Boots
69
$156.99
$169.99
Timberland Men's Pro Composite Toe WP Metal Free Hiker Work Boots TMA1ZR1 in Brown/Orange
Midwest Boots
$115.99
$124.99
Timberland Men's Pro Steel Toe WP Hiker Boots A1Q8O In Brown
Midwest Boots
3K+
$115.99
$124.99
Timberland Men's Pro Steel Toe WP Hiker Boots A1Q8O In Brown
Midwest Boots
$109.99
Wolverine Men's Spencer Waterproof Hiking Boot W05103
Country Traditions
1K+
$109.99
Wolverine Men's Spencer Waterproof Hiking Boot W05103
Country Traditions
$240.00
Hoka Kaha 3 GTX(R) Men's Hiking Boots Sea Moss/Oat Milk : 12 D - Medium, Leather
Zappos
23
$240.00
Hoka Kaha 3 GTX(R) Men's Hiking Boots Sea Moss/Oat Milk : 12 D - Medium, Leather
Zappos
$239.99
Men's On Cloudrock Mid Waterproof Hiking Boots Outdoor 10 Cinder/Desert
Scheels
$239.99
Men's On Cloudrock Mid Waterproof Hiking Boots Outdoor 10 Cinder/Desert
Scheels
$152.99
$164.99
Timberland Men's Pro Composite Toe WP Hiker Work Boots A2B52 in Brown
Midwest Boots
179
$152.99
$164.99
Timberland Men's Pro Composite Toe WP Hiker Work Boots A2B52 in Brown
Midwest Boots
$200.00
Men's Oboz Bridger Mid B-Dry Hiking Boots Sudan 11 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
1K+
Free shipping
$200.00
Men's Oboz Bridger Mid B-Dry Hiking Boots Sudan 11 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
$145.84
Reebok Hiker Boot: M, 9 1/2, 1 PR [PK/1] Model: RB3022-M-09.5
Grainger
$145.84
Reebok Hiker Boot: M, 9 1/2, 1 PR [PK/1] Model: RB3022-M-09.5
Grainger
$79.99
Skechers Relment Daggett Hiking Boot | Men's | Grey | Size 8 | Boots | Hiking | Lace-Up
DSW
Free shipping
$79.99
Skechers Relment Daggett Hiking Boot | Men's | Grey | Size 8 | Boots | Hiking | Lace-Up
DSW
$59.99
Hitec Mesa Waterproof Hiking Boot | Women's | Grey/Pink | Size 7.5 | Boots
DSW
$59.99
Hitec Mesa Waterproof Hiking Boot | Women's | Grey/Pink | Size 7.5 | Boots
DSW
$169.99
HOKA Anacapa Breeze Mid Hiking Boots For Men - Castlerock/Harbor Mist - 8m
Cabela's
$169.99
HOKA Anacapa Breeze Mid Hiking Boots For Men - Castlerock/Harbor Mist - 8m
Cabela's
$130.00
L.L.Bean | Men's Trail Model X Waterproof Hiking Boots, Leather Oakwood 8 M(D), Leather/Rubber
L.L.Bean
Free shipping
$130.00
L.L.Bean | Men's Trail Model X Waterproof Hiking Boots, Leather Oakwood 8 M(D), Leather/Rubber
L.L.Bean
$239.99
Men's On Cloudrock Mid Waterproof Hiking Boots Outdoor 13 Hunter/Black
Scheels
$239.99
Men's On Cloudrock Mid Waterproof Hiking Boots Outdoor 13 Hunter/Black
Scheels
$99.99
Timberland Mens Mt. Maddsen Mid Waterproof Hiking Boots, Men's, Size 10.5, Dark Brown
DICK'S Sporting Goods
15K+
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DICK'S Sporting Goods
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On Men's Cloudrock Mid Waterproof Hiking Boots, Size 14, Cinder
DICK'S Sporting Goods
$239.99
On Men's Cloudrock Mid Waterproof Hiking Boots, Size 14, Cinder
DICK'S Sporting Goods
$114.99
Merrell Accentor 3 Hiking Boot | Men's | Dark Brown | Size 11.5 | Boots | Hiking
DSW
Free shipping
$114.99
Merrell Accentor 3 Hiking Boot | Men's | Dark Brown | Size 11.5 | Boots | Hiking
DSW
$230.00
L.L.Bean | Men's Salomon Quest 4D GORE-TEX Hiking Boots Olive Night/Peat/Safari 8.5 M(D), Leather/Rubber
L.L.Bean
632
Free shipping
$230.00
L.L.Bean | Men's Salomon Quest 4D GORE-TEX Hiking Boots Olive Night/Peat/Safari 8.5 M(D), Leather/Rubber
L.L.Bean
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HOKA Transport Hike GTX Mid Waterproof Hiking Boots For Men - Green/Oyster - 8m
Cabela's
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Shop Most Comfortable Hiking Boots

Sponsored
About our ads
$155.00
Most Comfortable Hiking Boots, Customized Arch Support, Wide Toe-Box, Women's Hiking Boots | Orthofeet Boots, Dakota, 12 / Medium / Blue
Orthofeet
9
$155.00
Most Comfortable Hiking Boots, Customized Arch Support, Wide Toe-Box, Women's Hiking Boots | Orthofeet Boots, Dakota, 12 / Medium / Blue
Orthofeet
$165.00
Most Comfortable Hiking Boots, Hands Free Shoes, Hands Free, Women's Hiking Footwear | Orthofeet Orthopedic Boots, Carmel, 12 / Medium / Gray
Orthofeet
$165.00
Most Comfortable Hiking Boots, Hands Free Shoes, Hands Free, Women's Hiking Footwear | Orthofeet Orthopedic Boots, Carmel, 12 / Medium / Gray
Orthofeet
$84.99
$169.99
Xero Shoes - Barefoot Boots - Scrambler Mid - Ultra-Light Hiking Boot With Michelin Fiberlite Sole - Zero Drop Boots
Xero Shoes - New
50% off
$84.99
$169.99
Xero Shoes - Barefoot Boots - Scrambler Mid - Ultra-Light Hiking Boot With Michelin Fiberlite Sole - Zero Drop Boots
Xero Shoes - New
$155.00
Most Comfortable Hiking Boots, Adjustable Arch Support, Wide Toe-Box, Women's Hiking Boots | Orthofeet Orthotic Boots, Dakota, 7 / Extra Wide / Olive
Orthofeet
$155.00
Most Comfortable Hiking Boots, Adjustable Arch Support, Wide Toe-Box, Women's Hiking Boots | Orthofeet Orthotic Boots, Dakota, 7 / Extra Wide / Olive
Orthofeet
$169.95
Merrell Men's Moab Adventure 3 Mid Wp Hiking Boot
Amazon.com
49
Free shipping
$169.95
Merrell Men's Moab Adventure 3 Mid Wp Hiking Boot
Amazon.com
$170.00
Merrell Men's Moab 3 Mid Waterproof Hiking Boot
Amazon.com
4K+
Free shipping
$170.00
Merrell Men's Moab 3 Mid Waterproof Hiking Boot
Amazon.com
$84.99
Skechers Men's Relment- Pelmo Hiking Boots
Amazon.com
20K+
Free shipping
$84.99
Skechers Men's Relment- Pelmo Hiking Boots
Amazon.com
$189.00
Best Boots For Plantar Fasciitis Boot Men's Leather Size 7-13 Black QUEST Mid-Height Comfort, Orthopedic Hiking Shoe For Walking & Work
KURU
$189.00
Best Boots For Plantar Fasciitis Boot Men's Leather Size 7-13 Black QUEST Mid-Height Comfort, Orthopedic Hiking Shoe For Walking & Work
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Best Boots For Plantar Fasciitis Boot Women's Leather Size 6-12 Tan QUEST Mid-Height Comfort, Orthopedic Hiking Shoe For Walking & Work
KURU
$189.00
Best Boots For Plantar Fasciitis Boot Women's Leather Size 6-12 Tan QUEST Mid-Height Comfort, Orthopedic Hiking Shoe For Walking & Work
KURU
$189.00
Best Boots For Plantar Fasciitis Boot Women's Leather Size 6-12 Black QUEST Mid-Height Comfort, Orthopedic Hiking Shoe For Walking & Work
KURU
$189.00
Best Boots For Plantar Fasciitis Boot Women's Leather Size 6-12 Black QUEST Mid-Height Comfort, Orthopedic Hiking Shoe For Walking & Work
KURU
$239.99
On Men's Cloudrock Mid Waterproof Hiking Boots, Size 8.5, Hunter/Black
DICK'S Sporting Goods
$239.99
On Men's Cloudrock Mid Waterproof Hiking Boots, Size 8.5, Hunter/Black
DICK'S Sporting Goods
$156.99
$169.99
Timberland Men's Pro Composite Toe WP Metal Free Hiker Work Boots TMA1ZR1 in Brown/Orange
Midwest Boots
69
$156.99
$169.99
Timberland Men's Pro Composite Toe WP Metal Free Hiker Work Boots TMA1ZR1 in Brown/Orange
Midwest Boots
$115.99
$124.99
Timberland Men's Pro Steel Toe WP Hiker Boots A1Q8O In Brown
Midwest Boots
3K+
$115.99
$124.99
Timberland Men's Pro Steel Toe WP Hiker Boots A1Q8O In Brown
Midwest Boots
$109.99
Wolverine Men's Spencer Waterproof Hiking Boot W05103
Country Traditions
1K+
$109.99
Wolverine Men's Spencer Waterproof Hiking Boot W05103
Country Traditions
$240.00
Hoka Kaha 3 GTX(R) Men's Hiking Boots Sea Moss/Oat Milk : 12 D - Medium, Leather
Zappos
23
$240.00
Hoka Kaha 3 GTX(R) Men's Hiking Boots Sea Moss/Oat Milk : 12 D - Medium, Leather
Zappos
$239.99
Men's On Cloudrock Mid Waterproof Hiking Boots Outdoor 10 Cinder/Desert
Scheels
$239.99
Men's On Cloudrock Mid Waterproof Hiking Boots Outdoor 10 Cinder/Desert
Scheels
$152.99
$164.99
Timberland Men's Pro Composite Toe WP Hiker Work Boots A2B52 in Brown
Midwest Boots
179
$152.99
$164.99
Timberland Men's Pro Composite Toe WP Hiker Work Boots A2B52 in Brown
Midwest Boots
$200.00
Men's Oboz Bridger Mid B-Dry Hiking Boots Sudan 11 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
1K+
Free shipping
$200.00
Men's Oboz Bridger Mid B-Dry Hiking Boots Sudan 11 M(D), Leather/Rubber | L.L.Bean
L.L.Bean