Skip to search results Skip to filters Skip to sort Skip to selected filters

Size 8.5 EE Size Outdoor Comfort Shoes

45 items found

Sort By

Your Selections

Search Results

Dunham - Cloud Waterproof. Color Slate Grey. $149.95. 4.1 out of 5 stars

Multi Dunham Cloud Waterproof

Multi Dunham Cloud Waterproof

+3

Brand Name: Dunham
Product Name: Cloud Waterproof
Gender: Men's
Color: Slate Grey
Price: $149.95
Rating: 4Rated 4 stars out of 5(377)

KEEN Utility - Cincinnati 90 Degree 8" Waterproof. Color Belgian/Sandshell. $204.95.

Brown KEEN Utility Cincinnati 90 Degree 8" Waterproof

Brown KEEN Utility Cincinnati 90 Degree 8" Waterproof

Brand Name: KEEN Utility
Product Name: Cincinnati 90 Degree 8" Waterproof
Gender: Men's
Color: Belgian/Sandshell
Price: $204.95
Rating

Rockport - Elkhart. Color Chocolate. On sale for $99.99. MSRP $149.95.. 4.8 out of 5 stars

Brown Rockport Elkhart

Brown Rockport Elkhart

Brand Name: Rockport
Product Name: Elkhart
Gender: Men's
Color: Chocolate
Price: $99.99MSRP: $149.95
Rating: 5Rated 5 stars out of 5(6)

Columbia - Bugaboot III. Color Graphite/Black. Low Stock. $119.95. 4.3 out of 5 stars

2 left in stock

Gray Columbia Bugaboot III

Gray Columbia Bugaboot III

+3

Brand Name: Columbia
Product Name: Bugaboot III
Gender: Men's
Color: Graphite/Black
Price: $119.95
Rating: 4Rated 4 stars out of 5(322)

Carhartt - Gilmore WP 8" Side Zip Nano Toe Boot. Color Black. $179.99. 3.2 out of 5 stars

Black Carhartt Gilmore WP 8" Side Zip Nano Toe Boot

Black Carhartt Gilmore WP 8" Side Zip Nano Toe Boot

Brand Name: Carhartt
Product Name: Gilmore WP 8" Side Zip Nano Toe Boot
Gender: Men's
Color: Black
Price: $179.99
Rating: 3Rated 3 stars out of 5(5)

KEEN Utility - Camden 6" Waterproof Composite Toe. Color Leather Brown/Black. $214.95.

Brown KEEN Utility Camden 6" Waterproof Composite Toe

Brown KEEN Utility Camden 6" Waterproof Composite Toe

+2

Brand Name: KEEN Utility
Product Name: Camden 6" Waterproof Composite Toe
Gender: Men's
Color: Leather Brown/Black
Price: $214.95
Rating

KEEN Utility - Independence 8" Waterproof Soft Toe. Color Dark Earth/Black. $199.95. 3.7 out of 5 stars

Brown KEEN Utility Independence 8" Waterproof Soft Toe

Brown KEEN Utility Independence 8" Waterproof Soft Toe

Brand Name: KEEN Utility
Product Name: Independence 8" Waterproof Soft Toe
Gender: Men's
Color: Dark Earth/Black
Price: $199.95
Rating: 4Rated 4 stars out of 5(3)

KEEN Utility - Lansing Chelsea Steel Toe. Color Dark Earth/Brindle. $145.00.

Gray KEEN Utility Lansing Chelsea Steel Toe

Gray KEEN Utility Lansing Chelsea Steel Toe

Brand Name: KEEN Utility
Product Name: Lansing Chelsea Steel Toe
Gender: Men's
Color: Dark Earth/Brindle
Price: $145.00
Rating

New Balance - Fresh Foam X Hierro v7 GTX. Color Black/Marine Blue. On sale for $127.99. MSRP $159.99.. 4.0 out of 5 stars

Black New Balance Fresh Foam X Hierro v7 GTX

Black New Balance Fresh Foam X Hierro v7 GTX

Brand Name: New Balance
Product Name: Fresh Foam X Hierro v7 GTX
Gender: Men's
Color: Black/Marine Blue
Price: $127.99MSRP: $159.99
Rating: 4Rated 4 stars out of 5(3)

Drew - Rockford Waterproof Boot. Color Black Tumbled Leather. $299.95. 4.1 out of 5 stars

Black Drew Rockford Waterproof Boot

Black Drew Rockford Waterproof Boot

+2

Brand Name: Drew
Product Name: Rockford Waterproof Boot
Gender: Men's
Color: Black Tumbled Leather
Price: $299.95
Rating: 4Rated 4 stars out of 5(47)

Columbia - Strata Trail™ Low Wp. Color TI Grey Steel/Mountain Red. $79.95. 3.7 out of 5 stars

Gray Columbia Strata Trail™ Low Wp

Gray Columbia Strata Trail™ Low Wp

+3

Brand Name: Columbia
Product Name: Strata Trail™ Low Wp
Gender: Men's
Color: TI Grey Steel/Mountain Red
Price: $79.95
Rating: 4Rated 4 stars out of 5(3)

Carhartt - Montana Waterproof 11" Square Toe Wellington. Color Brown Oil Leather/Dark Green Leather Shaft. $189.99.

Brown Carhartt Montana Waterproof 11" Square Toe Wellington

Brown Carhartt Montana Waterproof 11" Square Toe Wellington

Brand Name: Carhartt
Product Name: Montana Waterproof 11" Square Toe Wellington
Gender: Men's
Color: Brown Oil Leather/Dark Green Leather Shaft
Price: $189.99
Rating

Carhartt - Montana Waterproof 11" Steel Square Toe Wellington. Color Brown Oil Leather/Dark Green Leather Shaft. On sale for $169.64. MSRP $194.99..

Brown Carhartt Montana Waterproof 11" Steel Square Toe Wellington

Brown Carhartt Montana Waterproof 11" Steel Square Toe Wellington

+2

Brand Name: Carhartt
Product Name: Montana Waterproof 11" Steel Square Toe Wellington
Gender: Men's
Color: Brown Oil Leather/Dark Green Leather Shaft
Price: $169.64MSRP: $194.99
Rating

Carhartt - Gilmore WP 6" Boot. Color Coyote Nubuck. $174.99. 3.0 out of 5 stars

Pewter Carhartt Gilmore WP 6" Boot

Pewter Carhartt Gilmore WP 6" Boot

Brand Name: Carhartt
Product Name: Gilmore WP 6" Boot
Gender: Men's
Color: Coyote Nubuck
Price: $174.99
Rating: 3Rated 3 stars out of 5(1)

Merrell Work - Moab Vertex 2 Carbon Fiber. Color Black/Granite. $139.95. 3.0 out of 5 stars

Black Merrell Work Moab Vertex 2 Carbon Fiber

Black Merrell Work Moab Vertex 2 Carbon Fiber

Brand Name: Merrell Work
Product Name: Moab Vertex 2 Carbon Fiber
Gender: Men's
Color: Black/Granite
Price: $139.95
Rating: 3Rated 3 stars out of 5(2)

Columbia - Trailstorm™ Ascend Mid Waterproof. Color Graphite/Nori. On sale for $89.95. MSRP $100.00.. 3.6 out of 5 stars

Navy Columbia Trailstorm™ Ascend Mid Waterproof

Navy Columbia Trailstorm™ Ascend Mid Waterproof

+4

Brand Name: Columbia
Product Name: Trailstorm™ Ascend Mid Waterproof
Gender: Men's
Color: Graphite/Nori
Price: $89.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(17)

Danner - Mountain 600 Evo 4.5" GTX. Color Topsoil Brown/Black. $249.95. 5.0 out of 5 stars

Brown Danner Mountain 600 Evo 4.5" GTX

Brown Danner Mountain 600 Evo 4.5" GTX

+2

Brand Name: Danner
Product Name: Mountain 600 Evo 4.5" GTX
Gender: Men's
Color: Topsoil Brown/Black
Price: $249.95
Rating: 5Rated 5 stars out of 5(2)

Rockport - Cold Springs Plus Hiker II Waterproof. Color Java Leather Waterproof. Low Stock. On sale for $127.45. MSRP $149.95.. 4.0 out of 5 stars

1 left in stock

Brown Rockport Cold Springs Plus Hiker II Waterproof

Brown Rockport Cold Springs Plus Hiker II Waterproof

Brand Name: Rockport
Product Name: Cold Springs Plus Hiker II Waterproof
Gender: Men's
Color: Java Leather Waterproof
Price: $127.45MSRP: $149.95
Rating: 4Rated 4 stars out of 5(5)

Merrell - Moab Adventure 3 Chelsea Wp. Color Black. On sale for $104.99. MSRP $160.00..

Black Merrell Moab Adventure 3 Chelsea Wp

Black Merrell Moab Adventure 3 Chelsea Wp

+2

Brand Name: Merrell
Product Name: Moab Adventure 3 Chelsea Wp
Gender: Men's
Color: Black
Price: $104.99MSRP: $160.00
Rating

KEEN Utility - Kenton Comp Toe. Color Black/Gum. $114.95. 3.4 out of 5 stars

Black KEEN Utility Kenton Comp Toe

Black KEEN Utility Kenton Comp Toe

+2

Brand Name: KEEN Utility
Product Name: Kenton Comp Toe
Gender: Men's
Color: Black/Gum
Price: $114.95
Rating: 3Rated 3 stars out of 5(13)

Merrell - Moab 3 GTX®. Color Earth. $159.95. 4.6 out of 5 stars

Brown Merrell Moab 3 GTX®

Brown Merrell Moab 3 GTX®

+2

Brand Name: Merrell
Product Name: Moab 3 GTX®
Gender: Men's
Color: Earth
Price: $159.95
Rating: 5Rated 5 stars out of 5(91)

New Balance - Minimus TR BOA. Color White/Black. $148.71. 4.0 out of 5 stars

White New Balance Minimus TR BOA

White New Balance Minimus TR BOA

Brand Name: New Balance
Product Name: Minimus TR BOA
Gender: Men's
Color: White/Black
Price: $148.71
Rating: 4Rated 4 stars out of 5(1)

New Balance - Audazo Pro In V6. Color White Peach/Mango. $119.99.

Orange New Balance Audazo Pro In V6

Orange New Balance Audazo Pro In V6

Brand Name: New Balance
Product Name: Audazo Pro In V6
Gender: Unisex
Color: White Peach/Mango
Price: $119.99
Rating

New Balance - Fresh Foam X Hierro v8. Color Dark Olivine/Olivine. $149.95. 3.5 out of 5 stars

Olive New Balance Fresh Foam X Hierro v8

Olive New Balance Fresh Foam X Hierro v8

+3

Brand Name: New Balance
Product Name: Fresh Foam X Hierro v8
Gender: Men's
Color: Dark Olivine/Olivine
Price: $149.95
Rating: 4Rated 4 stars out of 5(2)

New Balance - Fresh Foam X Kaiha Road. Color Dark Arctic Grey/Black. On sale for $95.03. MSRP $99.99.. 4.2 out of 5 stars

Gray New Balance Fresh Foam X Kaiha Road

Gray New Balance Fresh Foam X Kaiha Road

+2

Brand Name: New Balance
Product Name: Fresh Foam X Kaiha Road
Gender: Men's
Color: Dark Arctic Grey/Black
Price: $95.03MSRP: $99.99
Rating: 4Rated 4 stars out of 5(4)

New Balance - Tektrel. Color Sea Salt/Raincloud. On sale for $80.99. MSRP $89.99.. 2.5 out of 5 stars

Bone New Balance Tektrel

Bone New Balance Tektrel

+2

Brand Name: New Balance
Product Name: Tektrel
Gender: Men's
Color: Sea Salt/Raincloud
Price: $80.99MSRP: $89.99
Rating: 3Rated 3 stars out of 5(2)

Clarks - Wellman Trail AP Waterproof. Color Dark Brown Combi Waterproof. On sale for $79.99. MSRP $100.00.. 3.4 out of 5 stars

Brown Clarks Wellman Trail AP Waterproof

Brown Clarks Wellman Trail AP Waterproof

Brand Name: Clarks
Product Name: Wellman Trail AP Waterproof
Gender: Men's
Color: Dark Brown Combi Waterproof
Price: $79.99MSRP: $100.00
Rating: 3Rated 3 stars out of 5(15)

Merrell - Moab Adventure 3 Mid Wp. Color Earth. On sale for $104.99. MSRP $160.00.. 2.5 out of 5 stars

Brown Merrell Moab Adventure 3 Mid Wp

Brown Merrell Moab Adventure 3 Mid Wp

+2

Brand Name: Merrell
Product Name: Moab Adventure 3 Mid Wp
Gender: Men's
Color: Earth
Price: $104.99MSRP: $160.00
Rating: 3Rated 3 stars out of 5(2)

Merrell - Coldpack 3 Thermo Mid Waterproof. Color Black. On sale for $159.99. MSRP $175.00.. 4.4 out of 5 stars

Black Merrell Coldpack 3 Thermo Mid Waterproof

Black Merrell Coldpack 3 Thermo Mid Waterproof

+2 colors/patterns

Brand Name: Merrell
Product Name: Coldpack 3 Thermo Mid Waterproof
Gender: Men's
Color: Black
Price: $159.99MSRP: $175.00
Rating: 4Rated 4 stars out of 5(26)

SKECHERS - Mariner. Color Dark Brown Crazyhorse Leather. $84.95. 4.3 out of 5 stars

Brown SKECHERS Mariner

Brand Name: SKECHERS
Product Name: Mariner
Gender: Men's
Color: Dark Brown Crazyhorse Leather
Price: $84.95
Rating: 4Rated 4 stars out of 5(483)

Carhartt - Montana Water Resistant 11" Steel Square Toe Wellington. Color Brown Oil Leather/Brown High Abrasion Fabric. $179.99. 5.0 out of 5 stars

Brown Carhartt Montana Water Resistant 11" Steel Square Toe Wellington

Brown Carhartt Montana Water Resistant 11" Steel Square Toe Wellington

Brand Name: Carhartt
Product Name: Montana Water Resistant 11" Steel Square Toe Wellington
Gender: Men's
Color: Brown Oil Leather/Brown High Abrasion Fabric
Price: $179.99
Rating: 5Rated 5 stars out of 5(2)

Carhartt - Montana Water Resistant 11" Square Toe Wellington. Color Brown Oil Leather/Brown High Abrasion Fabric. $174.99.

Brown Carhartt Montana Water Resistant 11" Square Toe Wellington

Brown Carhartt Montana Water Resistant 11" Square Toe Wellington

Brand Name: Carhartt
Product Name: Montana Water Resistant 11" Square Toe Wellington
Gender: Men's
Color: Brown Oil Leather/Brown High Abrasion Fabric
Price: $174.99
Rating

Twisted X - MHKB002. Color Distressed Saddle/Saddle. $159.95. 3.4 out of 5 stars

Brown Twisted X MHKB002

Brown Twisted X MHKB002

Brand Name: Twisted X
Product Name: MHKB002
Gender: Men's
Color: Distressed Saddle/Saddle
Price: $159.95
Rating: 3Rated 3 stars out of 5(5)

KEEN Utility - Cincinnati 6" Soft Toe. Color Belgian/Sandshell. $179.95. 4.0 out of 5 stars

Brown KEEN Utility Cincinnati 6" Soft Toe

Brown KEEN Utility Cincinnati 6" Soft Toe

Brand Name: KEEN Utility
Product Name: Cincinnati 6" Soft Toe
Gender: Men's
Color: Belgian/Sandshell
Price: $179.95
Rating: 4Rated 4 stars out of 5(8)

Anodyne - No. 56 Trail Boot. Color Oil Black. $159.00. 4.5 out of 5 stars

Black Anodyne No. 56 Trail Boot

Black Anodyne No. 56 Trail Boot

Brand Name: Anodyne
Product Name: No. 56 Trail Boot
Gender: Men's
Color: Oil Black
Price: $159.00
Rating: 5Rated 5 stars out of 5(12)

Anodyne - No. 90 Trail Worker. Color Oil Black. $159.00. 4.2 out of 5 stars

Black Anodyne No. 90 Trail Worker

Black Anodyne No. 90 Trail Worker

+2

Brand Name: Anodyne
Product Name: No. 90 Trail Worker
Gender: Men's
Color: Oil Black
Price: $159.00
Rating: 4Rated 4 stars out of 5(21)

Orthofeet - Hunter. Color Brown. $144.95. 4.2 out of 5 stars

Brown Orthofeet Hunter

Brown Orthofeet Hunter

Brand Name: Orthofeet
Product Name: Hunter
Gender: Men's
Color: Brown
Price: $144.95
Rating: 4Rated 4 stars out of 5(5)

Timberland PRO - Titan EV Oxford Composite Safety Toe Industrial Casual Work Shoe. Color Teak Trailblazer 3. On sale for $124.95. MSRP $135.00..

Brown Timberland PRO Titan EV Oxford Composite Safety Toe Industrial Casual Work Shoe

Brown Timberland PRO Titan EV Oxford Composite Safety Toe Industrial Casual Work Shoe

+2

Brand Name: Timberland PRO
Product Name: Titan EV Oxford Composite Safety Toe Industrial Casual Work Shoe
Gender: Men's
Color: Teak Trailblazer 3
Price: $124.95MSRP: $135.00
Rating

Nunn Bush - Excavate Plain Toe Chukka Boot. Color Brown. On sale for $49.95. MSRP $90.00.. 4.1 out of 5 stars

Brown Nunn Bush Excavate Plain Toe Chukka Boot

Brown Nunn Bush Excavate Plain Toe Chukka Boot

+1

Brand Name: Nunn Bush
Product Name: Excavate Plain Toe Chukka Boot
Gender: Men's
Color: Brown
Price: $49.95MSRP: $90.00
Rating: 4Rated 4 stars out of 5(12)

Columbia - Strata Trail™ Low. Color Cordovan/Golden Yellow. $69.95.

Brown Columbia Strata Trail™ Low

Brown Columbia Strata Trail™ Low

Brand Name: Columbia
Product Name: Strata Trail™ Low
Gender: Men's
Color: Cordovan/Golden Yellow
Price: $69.95
Rating

Anodyne - No. 44 Trail Walker. Color Dark Grey. On sale for $155.00. MSRP $159.00.. 3.7 out of 5 stars

Gray Anodyne No. 44 Trail Walker

Gray Anodyne No. 44 Trail Walker

+2

Brand Name: Anodyne
Product Name: No. 44 Trail Walker
Gender: Men's
Color: Dark Grey
Price: $155.00MSRP: $159.00
Rating: 4Rated 4 stars out of 5(15)

Columbia - Vertisol Trail™. Color Black/Pure Silver. On sale for $57.35. MSRP $70.00.. 5.0 out of 5 stars

Black Columbia Vertisol Trail™

Black Columbia Vertisol Trail™

+3

Brand Name: Columbia
Product Name: Vertisol Trail™
Gender: Men's
Color: Black/Pure Silver
Price: $57.35MSRP: $70.00
Rating: 5Rated 5 stars out of 5(1)

Rockport - Tristen Step Activated Slip-On. Color Mineral Red Suede. On sale for $99.95. MSRP $119.95.. 1.0 out of 5 stars

Red Rockport Tristen Step Activated Slip-On

Red Rockport Tristen Step Activated Slip-On

+3

Brand Name: Rockport
Product Name: Tristen Step Activated Slip-On
Gender: Men's
Color: Mineral Red Suede
Price: $99.95MSRP: $119.95
Rating: 1Rated 1 star out of 5(1)

Nunn Bush - MAC Moccasin Toe Slip-On. Color Black. On sale for $62.23. MSRP $100.00.. 4.7 out of 5 stars

Black Nunn Bush MAC Moccasin Toe Slip-On

Black Nunn Bush MAC Moccasin Toe Slip-On

+2

Brand Name: Nunn Bush
Product Name: MAC Moccasin Toe Slip-On
Gender: Men's
Color: Black
Price: $62.23MSRP: $100.00
Rating: 5Rated 5 stars out of 5(7)

New Balance - Fresh Foam X Cruz Artisan v3. Color White/Blue Oasis. On sale for $80.99. MSRP $89.99.. 3.2 out of 5 stars

White New Balance Fresh Foam X Cruz Artisan v3

White New Balance Fresh Foam X Cruz Artisan v3

+2

Brand Name: New Balance
Product Name: Fresh Foam X Cruz Artisan v3
Gender: Men's
Color: White/Blue Oasis
Price: $80.99MSRP: $89.99
Rating: 3Rated 3 stars out of 5(5)

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.