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

Size 8.5 1-2in Low Heel Size Leather Outdoor Shoes

40 items found

Sort By

Your Selections

Search Results

Merrell - Jungle Moc. Color Gunsmoke Suede. $99.95. 4.6 out of 5 stars

Gray Merrell Jungle Moc

Gray Merrell Jungle Moc

+3

Brand Name: Merrell
Product Name: Jungle Moc
Gender: Men's
Color: Gunsmoke Suede
Price: $99.95
Rating: 5Rated 5 stars out of 5(4513)

adidas - Advantage 2.0. Color White/Black/Collegiate Green. On sale for $52.50. MSRP $70.00. 25% off. 4.7 out of 5 stars

White adidas Advantage 2.0

White adidas Advantage 2.0

+2

Brand Name: adidas
Product Name: Advantage 2.0
Gender: Men's
Color: White/Black/Collegiate Green
Price: $52.50MSRP: $70.0025% OFF
Rating: 5Rated 5 stars out of 5(470)

Dunham - Cloud Waterproof. Color Brown. On sale for $149.95. MSRP $169.95. 12% off. 4.1 out of 5 stars

Brown Dunham Cloud Waterproof

Brown Dunham Cloud Waterproof

+6

Brand Name: Dunham
Product Name: Cloud Waterproof
Gender: Men's
Color: Brown
Price: $149.95MSRP: $169.9512% OFF
Rating: 4Rated 4 stars out of 5(411)

Danner - Trail 2650. Color Brown/Red. $169.95. 4.0 out of 5 stars

Brown Danner Trail 2650

Brown Danner Trail 2650

+3

Brand Name: Danner
Product Name: Trail 2650
Gender: Men's
Color: Brown/Red
Price: $169.95
Rating: 4Rated 4 stars out of 5(432)

Carhartt - Montana Water Resistant 11" Square Toe Wellington. Color Brown Oil Leather/Brown High Abrasion Fabric. Low Stock. On sale for $110.00. MSRP $174.99. 37% off. 5.0 out of 5 stars

Low Stock

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: $110.00MSRP: $174.9937% OFF
Rating: 5Rated 5 stars out of 5(2)

KEEN - Newport Slide. Color Sky Captain/Bombay Brown. $114.95. 4.1 out of 5 stars

Navy KEEN Newport Slide

Navy KEEN Newport Slide

Brand Name: KEEN
Product Name: Newport Slide
Gender: Men's
Color: Sky Captain/Bombay Brown
Price: $114.95
Rating: 4Rated 4 stars out of 5(133)

KEEN Utility - Camden 6" Waterproof Composite Toe. Color Black/Black. $220.00. 4.0 out of 5 stars

Black KEEN Utility Camden 6" Waterproof Composite Toe

Black KEEN Utility Camden 6" Waterproof Composite Toe

+2

Brand Name: KEEN Utility
Product Name: Camden 6" Waterproof Composite Toe
Gender: Men's
Color: Black/Black
Price: $220.00
Rating: 4Rated 4 stars out of 5(62)

Timberland - Motion Access. Color Light Taupe Mesh. On sale for $109.53. MSRP $130.00. 16% off. 4.3 out of 5 stars

Taupe Timberland Motion Access

Taupe Timberland Motion Access

+4

Brand Name: Timberland
Product Name: Motion Access
Gender: Men's
Color: Light Taupe Mesh
Price: $109.53MSRP: $130.0016% OFF
Rating: 4Rated 4 stars out of 5(67)

Sperry - Mako 2-Eye Canoe Moc. Color Amaretto. $109.95. 4.5 out of 5 stars

Brown Sperry Mako 2-Eye Canoe Moc

+2

Brand Name: Sperry
Product Name: Mako 2-Eye Canoe Moc
Gender: Men's
Color: Amaretto
Price: $109.95
Rating: 4Rated 4 stars out of 5(808)

KEEN Utility - Cincinnati 90 Degree 6" Waterproof (Comp Toe). Color Belgian/Sandshell. $199.95. 4.0 out of 5 stars

Brown KEEN Utility Cincinnati 90 Degree 6" Waterproof (Comp Toe)

Brown KEEN Utility Cincinnati 90 Degree 6" Waterproof (Comp Toe)

+3

Brand Name: KEEN Utility
Product Name: Cincinnati 90 Degree 6" Waterproof (Comp Toe)
Gender: Men's
Color: Belgian/Sandshell
Price: $199.95
Rating: 4Rated 4 stars out of 5(116)

Carhartt - Gilmore WP 8" Side Zip Nano Toe Boot. Color Black. On sale for $134.99. MSRP $179.99. 25% off. 3.4 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: $134.99MSRP: $179.9925% OFF
Rating: 3Rated 3 stars out of 5(15)

Rockport - Tristen Step Activated Slip-On. Color Black Leather. On sale for $79.60. MSRP $119.95. 34% off. 1.0 out of 5 stars

Black Rockport Tristen Step Activated Slip-On

Black Rockport Tristen Step Activated Slip-On

+4

Brand Name: Rockport
Product Name: Tristen Step Activated Slip-On
Gender: Men's
Color: Black Leather
Price: $79.60MSRP: $119.9534% OFF
Rating: 1Rated 1 star out of 5(1)

KEEN - Hightrail EXP Waterproof Hiking Shoes. Color Black/Magnet. $149.95.

Silver KEEN Hightrail EXP Waterproof Hiking Shoes

Silver KEEN Hightrail EXP Waterproof Hiking Shoes

+2

Brand Name: KEEN
Product Name: Hightrail EXP Waterproof Hiking Shoes
Gender: Men's
Color: Black/Magnet
Price: $149.95
Rating

KEEN - Targhee III Slip-On. Color Dark Earth/Mulch. On sale for $124.18. MSRP $134.95. 8% off. 4.1 out of 5 stars

Brown KEEN Targhee III Slip-On

Brown KEEN Targhee III Slip-On

+2 colors/patterns

Brand Name: KEEN
Product Name: Targhee III Slip-On
Gender: Men's
Color: Dark Earth/Mulch
Price: $124.18MSRP: $134.958% OFF
Rating: 4Rated 4 stars out of 5(214)

adidas - Bounce Legends Low Trainers. Color White/Black/Lucid Blue. On sale for $73.23. MSRP $85.00. 14% off. 4.6 out of 5 stars

White adidas Bounce Legends Low Trainers

White adidas Bounce Legends Low Trainers

+2

Brand Name: adidas
Product Name: Bounce Legends Low Trainers
Gender: Unisex
Color: White/Black/Lucid Blue
Price: $73.23MSRP: $85.0014% OFF
Rating: 5Rated 5 stars out of 5(46)

KEEN - KS86 Lea. Color Dark Olive/Black. On sale for $119.95. MSRP $129.95. 8% off. 3.9 out of 5 stars

Orange KEEN KS86 Lea

Orange KEEN KS86 Lea

+3

Brand Name: KEEN
Product Name: KS86 Lea
Gender: Men's
Color: Dark Olive/Black
Price: $119.95MSRP: $129.958% OFF
Rating: 4Rated 4 stars out of 5(52)

Carhartt - Greenfield Sneakers. Color Brown/Cream. On sale for $67.49. MSRP $89.99. 25% off.

Brown Carhartt Greenfield Sneakers

Brown Carhartt Greenfield Sneakers

Brand Name: Carhartt
Product Name: Greenfield Sneakers
Gender: Men's
Color: Brown/Cream
Price: $67.49MSRP: $89.9925% OFF
Rating

New Balance Work & Safety - Speedware Comp Toe EH PR SR. Color Black. On sale for $124.99. MSRP $129.99. 4% off. 3.0 out of 5 stars

Black New Balance Work & Safety Speedware Comp Toe EH PR SR

Black New Balance Work & Safety Speedware Comp Toe EH PR SR

+3

Brand Name: New Balance Work & Safety
Product Name: Speedware Comp Toe EH PR SR
Gender: Men's
Color: Black
Price: $124.99MSRP: $129.994% OFF
Rating: 3Rated 3 stars out of 5(127)

Lowa - Zephyr GTX Mid TF. Color Beige. On sale for $230.00. MSRP $235.00. 2% off. 4.3 out of 5 stars

Beige Lowa Zephyr GTX Mid TF

Beige Lowa Zephyr GTX Mid TF

Brand Name: Lowa
Product Name: Zephyr GTX Mid TF
Gender: Men's
Color: Beige
Price: $230.00MSRP: $235.002% OFF
Rating: 4Rated 4 stars out of 5(39)

UGG - Butte. Color Black Leather. Low Stock. On sale for $144.00. MSRP $239.95. 40% off. 4.7 out of 5 stars

Low Stock

Black UGG Butte

Black UGG Butte

+2

Brand Name: UGG
Product Name: Butte
Gender: Men's
Color: Black Leather
Price: $144.00MSRP: $239.9540% OFF
Rating: 5Rated 5 stars out of 5(1506)

Propet - Cash North. Color Brown. On sale for $103.96. MSRP $129.95. 20% off. 2.5 out of 5 stars

Brown Propet Cash North

Brown Propet Cash North

+2

Brand Name: Propet
Product Name: Cash North
Gender: Men's
Color: Brown
Price: $103.96MSRP: $129.9520% OFF
Rating: 3Rated 3 stars out of 5(2)

KEEN - Circadia Mid Waterproof. Color Bison/Brindle. $144.95. 3.2 out of 5 stars

Brown KEEN Circadia Mid Waterproof

Brown KEEN Circadia Mid Waterproof

+3

Brand Name: KEEN
Product Name: Circadia Mid Waterproof
Gender: Men's
Color: Bison/Brindle
Price: $144.95
Rating: 3Rated 3 stars out of 5(132)

KEEN Utility - Cincinnati 90 Degree 8" Waterproof (Comp Toe). Color Belgian/Sandshell. $209.95. 4.0 out of 5 stars

Brown KEEN Utility Cincinnati 90 Degree 8" Waterproof (Comp Toe)

Brown KEEN Utility Cincinnati 90 Degree 8" Waterproof (Comp Toe)

Brand Name: KEEN Utility
Product Name: Cincinnati 90 Degree 8" Waterproof (Comp Toe)
Gender: Men's
Color: Belgian/Sandshell
Price: $209.95
Rating: 4Rated 4 stars out of 5(47)

Dockers - Trine. Color Black. On sale for $49.99. MSRP $80.00. 38% off. 3.0 out of 5 stars

Black Dockers Trine

Black Dockers Trine

+2

Brand Name: Dockers
Product Name: Trine
Gender: Men's
Color: Black
Price: $49.99MSRP: $80.0038% OFF
Rating: 3Rated 3 stars out of 5(1)

Timberland - Motion Scramble. Color Taupe Nubuck. On sale for $143.58. MSRP $160.00. 10% off. 4.5 out of 5 stars

Taupe Timberland Motion Scramble

Taupe Timberland Motion Scramble

Brand Name: Timberland
Product Name: Motion Scramble
Gender: Men's
Color: Taupe Nubuck
Price: $143.58MSRP: $160.0010% OFF
Rating: 5Rated 5 stars out of 5(26)

SOREL - Carson™ Chukka WP. Color Blackened Brown/Khaki. On sale for $94.37. MSRP $160.00. 41% off. 3.8 out of 5 stars

Brown SOREL Carson™ Chukka WP

Brown SOREL Carson™ Chukka WP

+1

Brand Name: SOREL
Product Name: Carson™ Chukka WP
Gender: Men's
Color: Blackened Brown/Khaki
Price: $94.37MSRP: $160.0041% OFF
Rating: 4Rated 4 stars out of 5(18)

Sperry - Cold Bay Boot. Color Tan/Brown. $129.95. 4.5 out of 5 stars

Tan Sperry Cold Bay Boot

Tan Sperry Cold Bay Boot

Brand Name: Sperry
Product Name: Cold Bay Boot
Gender: Men's
Color: Tan/Brown
Price: $129.95
Rating: 5Rated 5 stars out of 5(183)

L.L.Bean - Bucksport Work Boot Plain Toe Waterproof. Color Coffee Bean. $198.95.

Brown L.L.Bean Bucksport Work Boot Plain Toe Waterproof

Brown L.L.Bean Bucksport Work Boot Plain Toe Waterproof

+2

Brand Name: L.L.Bean
Product Name: Bucksport Work Boot Plain Toe Waterproof
Gender: Men's
Color: Coffee Bean
Price: $198.95
Rating

Oboz - Bridger BDRY. Color Chacoal. $199.95. 4.2 out of 5 stars

Black Oboz Bridger BDRY

Black Oboz Bridger BDRY

+2

Brand Name: Oboz
Product Name: Bridger BDRY
Gender: Men's
Color: Chacoal
Price: $199.95
Rating: 4Rated 4 stars out of 5(330)

SAS - Hi Country-Y. Color Almond. Low Stock. On sale for $245.59. MSRP $318.95. 23% off. 3.9 out of 5 stars

Low Stock

Brown SAS Hi Country-Y

Brown SAS Hi Country-Y

+2

Brand Name: SAS
Product Name: Hi Country-Y
Gender: Men's
Color: Almond
Price: $245.59MSRP: $318.9523% OFF
Rating: 4Rated 4 stars out of 5(11)

KEEN Utility - Independence Oxford Waterproof. Color Dark Earth/Black. Low Stock. On sale for $166.45. MSRP $185.00. 10% off. 3.9 out of 5 stars

Low Stock

Brown KEEN Utility Independence Oxford Waterproof

Brown KEEN Utility Independence Oxford Waterproof

Brand Name: KEEN Utility
Product Name: Independence Oxford Waterproof
Gender: Men's
Color: Dark Earth/Black
Price: $166.45MSRP: $185.0010% OFF
Rating: 4Rated 4 stars out of 5(96)

Rockport - Ezra Waterproof Boots. Color Black Leather. On sale for $132.75. MSRP $159.95. 17% off. 2.5 out of 5 stars

Black Rockport Ezra Waterproof Boots

Black Rockport Ezra Waterproof Boots

+3

Brand Name: Rockport
Product Name: Ezra Waterproof Boots
Gender: Men's
Color: Black Leather
Price: $132.75MSRP: $159.9517% OFF
Rating: 3Rated 3 stars out of 5(2)

SOREL - Slabtown 62"™ Moc Toe Gear Chk WP. Color Caribou Buff, Caribou Beige. On sale for $106.67. MSRP $180.00. 41% off.

Brown SOREL Slabtown 62"™ Moc Toe Gear Chk WP

Brown SOREL Slabtown 62"™ Moc Toe Gear Chk WP

Brand Name: SOREL
Product Name: Slabtown 62"™ Moc Toe Gear Chk WP
Gender: Men's
Color: Caribou Buff, Caribou Beige
Price: $106.67MSRP: $180.0041% OFF
Rating

KEEN Utility - Cincinnati 90 Degree 6" Waterproof Soft Toe. Color Tuscan Red/Sandshell. $190.00. 4.0 out of 5 stars

Brown KEEN Utility Cincinnati 90 Degree 6" Waterproof Soft Toe

Brown KEEN Utility Cincinnati 90 Degree 6" Waterproof Soft Toe

Brand Name: KEEN Utility
Product Name: Cincinnati 90 Degree 6" Waterproof Soft Toe
Gender: Men's
Color: Tuscan Red/Sandshell
Price: $190.00
Rating: 4Rated 4 stars out of 5(24)

Timberland - Motion Access Low Lace Up. Color Light Taupe Knit W White. On sale for $113.32. MSRP $120.00. 6% off. 4.5 out of 5 stars

Beige Timberland Motion Access Low Lace Up

Beige Timberland Motion Access Low Lace Up

+2

Brand Name: Timberland
Product Name: Motion Access Low Lace Up
Gender: Men's
Color: Light Taupe Knit W White
Price: $113.32MSRP: $120.006% OFF
Rating: 4Rated 4 stars out of 5(63)

Zamberlan - Trail Lite Evo GTX. Color Dark Brown 1. On sale for $289.78. MSRP $300.00. 3% off. 4.7 out of 5 stars

Brown Zamberlan Trail Lite Evo GTX

Brown Zamberlan Trail Lite Evo GTX

Brand Name: Zamberlan
Product Name: Trail Lite Evo GTX
Gender: Men's
Color: Dark Brown 1
Price: $289.78MSRP: $300.003% OFF
Rating: 5Rated 5 stars out of 5(21)

Ariat - Terrain Ease Waterproof. Color Oily Distressed Brown. $129.95. 4.4 out of 5 stars

Tan Ariat Terrain Ease Waterproof

Tan Ariat Terrain Ease Waterproof

Brand Name: Ariat
Product Name: Terrain Ease Waterproof
Gender: Men's
Color: Oily Distressed Brown
Price: $129.95
Rating: 4Rated 4 stars out of 5(64)

SOREL - Caribou™. Color Buff. $199.95. 4.4 out of 5 stars

Tan SOREL Caribou™

Tan SOREL Caribou™

+3

Brand Name: SOREL
Product Name: Caribou™
Gender: Men's
Color: Buff
Price: $199.95
Rating: 4Rated 4 stars out of 5(1681)

Timberland PRO - Helix HD Pull-On Composite Safety Toe Waterproof. Color Brown Distressed. Low Stock. On sale for $209.95. MSRP $230.00. 9% off. 4.1 out of 5 stars

Low Stock

Brown Timberland PRO Helix HD Pull-On Composite Safety Toe Waterproof

Brown Timberland PRO Helix HD Pull-On Composite Safety Toe Waterproof

Brand Name: Timberland PRO
Product Name: Helix HD Pull-On Composite Safety Toe Waterproof
Gender: Men's
Color: Brown Distressed
Price: $209.95MSRP: $230.009% OFF
Rating: 4Rated 4 stars out of 5(50)

Dockers - Longworth. Color Butterscotch. Low Stock. On sale for $59.99. MSRP $85.00. 29% off.

Low Stock

Beige Dockers Longworth

Beige Dockers Longworth

Brand Name: Dockers
Product Name: Longworth
Gender: Men's
Color: Butterscotch
Price: $59.99MSRP: $85.0029% OFF
Rating

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)