Men, Boots, Knee-high or mid-calf
Shoes under $300
48 shoes under $300 from L'Amour des Pieds, Stuart Weitzman, Ariat and more. Most cost $208 to $265, and half cost less than $233.
Top brands: Ariat (16)
+Round toe casual boot style
+Mid-calf boot height
+Designed for men
$209.94-9%List: $229.95
as of 11/03/2026 22:33 PST - DetailsProduct details
Dan Post Mens Milwaukee Round Toe Casual Boots Mid Calf - Black - Size 11.5 D
$209.94as of 11/03/2026 22:33 PST - Details
View on AmazonPros
+Round toe casual boot style
+Mid-calf boot height
+Designed for men
How pros and cons are picked (About: Disclaimer)Other stores (6)
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WalmartVisit store
About this product
Men, Slippers
+Slipper style for indoor and casual wear
+Leather upper for a dressier slipper look
+Men's sizing in size 8.5 D
$250.00
as of 11/04/2026 11:36 PST - DetailsProduct details
Allen Edmonds Men's Bowen Slipper Tobacco Suede 8.5 D
$250.00as of 11/04/2026 11:36 PST - Details
View on AmazonPros
+Slipper style for indoor and casual wear
+Leather upper for a dressier slipper look
+Men's sizing in size 8.5 D
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Western
+14 inch pull-on western boot height
+Square toe western boot style for men
+Size 10 D width for men
$249.95-9%List: $274.95
as of 11/04/2026 06:38 PST - DetailsProduct details
Twisted X Men's 14" Pull On Ruff Stock Square Toe Western Boot, Bomber & Blue, 10 D
$249.95as of 11/04/2026 06:38 PST - Details
View on AmazonPros
+14 inch pull-on western boot height
+Square toe western boot style for men
+Size 10 D width for men
How pros and cons are picked (About: Disclaimer)Other stores (1)
WalmartVisit store
About this product
Men, Boots, Western
+Waterproof construction for wet conditions
+Western boot style for classic cowboy look
+Men's sizing for men's feet
$204.95-7%List: $219.95
as of 11/04/2026 11:43 PST - DetailsProduct details
ARIAT Men’s Hybrid Patriot Waterproof Western Boot
$204.95as of 11/04/2026 11:43 PST - Details
View on AmazonPros
+Waterproof construction for wet conditions
+Western boot style for classic cowboy look
+Men's sizing for men's feet
Compared with the 48 shoes on this page+Waterproof: only 11 of 189 here have one
How pros and cons are picked (About: Disclaimer)Other stores (1)
AcademyVisit store
About this product
Men, Boots, Work
+Composite safety toe for toe protection
+Waterproof construction for wet conditions
+8-inch shaft height for more ankle coverage
$209.95
as of 11/04/2026 11:43 PST - DetailsProduct details
ARIAT Men’s Rebar Lift 8” Waterproof Composite Toe Work Boot
$209.95as of 11/04/2026 11:43 PST - Details
View on AmazonPros
+Composite safety toe for toe protection
+Waterproof construction for wet conditions
+8-inch shaft height for more ankle coverage
Compared with the 48 shoes on this page+Waterproof: only 11 of 189 here have one
How pros and cons are picked (About: Disclaimer)Other stores (1)
AcademyVisit store
About this product
Men, Boots, Ankle or chukka
+Waterproof construction for wet weather
+Chukka ankle boot style
+Men's boot in size 10 medium
$220.00
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's OriginalGrand Remastered Waterproof Chukka Boot, Irish Coffee/Chestnut/Pumice Stone Waterproof, 10-M US
$220.00as of 11/03/2026 22:25 PST - Details
View on AmazonPros
+Waterproof construction for wet weather
+Chukka ankle boot style
+Men's boot in size 10 medium
Compared with the 48 shoes on this page+Waterproof: only 11 of 189 here have one
How pros and cons are picked (About: Disclaimer)Other stores (1)
Cole HaanVisit store
About this product
Men, Boots, Work
+Carbon safety toe for work site protection
+Waterproof construction for wet job sites
+Work boot design for job site use
$279.95
as of 11/04/2026 11:43 PST - DetailsProduct details
ARIAT Men’s WorkHog XT VentTEK Bold Waterproof Carbon Toe Work Boot
$279.95as of 11/04/2026 11:43 PST - Details
View on AmazonPros
+Carbon safety toe for work site protection
+Waterproof construction for wet job sites
+Work boot design for job site use
+VentTEK ventilation technology for airflow
Compared with the 48 shoes on this page+Waterproof: only 11 of 189 here have one
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots
+Waterproof construction for wet conditions
+Men's boot for everyday outdoor wear
+Wexford design for daily wear
$209.95
as of 11/04/2026 11:43 PST - DetailsProduct details
Pros
+Waterproof construction for wet conditions
+Men's boot for everyday outdoor wear
+Wexford design for daily wear
Compared with the 48 shoes on this page+Waterproof: only 11 of 189 here have one
How pros and cons are picked (About: Disclaimer)Other stores (1)
AcademyVisit store
About this product
Men, Boots, Knee-high or mid-calf
+Mid-calf boot height for leg coverage
+Men's sizing in US 11.5
+Classic boot style for work or casual wear
$240.00
as of 11/03/2026 23:11 PST - DetailsProduct details
Georgia Boot Mens G8040 Mid Calf Boot, Black, 11.5 US
$240.00as of 11/03/2026 23:11 PST - Details
View on AmazonPros
+Mid-calf boot height for leg coverage
+Men's sizing in US 11.5
+Classic boot style for work or casual wear
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Western
+11-inch western shaft for added leg coverage
+Square toe shape for a classic western silhouette
+Available in size 7 EE for a wide fit
$229.95
as of 11/03/2026 23:42 PST - DetailsProduct details
Justin Caddo 11" Square Toe Western Boots for Men, Copper Brown - 7EE
$229.95as of 11/03/2026 23:42 PST - Details
View on AmazonPros
+11-inch western shaft for added leg coverage
+Square toe shape for a classic western silhouette
+Available in size 7 EE for a wide fit
How pros and cons are picked (About: Disclaimer)Other stores (5)
AcademyVisit store
Equestrian CollectionsVisit store
HorseLoverZ.comVisit store
Shoemall.comVisit store
WalmartVisit store
About this product
Men, Boots, Western
+Wide width option for a roomier fit
+Western boot style for a classic cowboy look
+Size 12 offered in wide width
$259.36
as of 11/04/2026 11:43 PST - DetailsProduct details
ARIAT Mens Tycoon Western Boot Bar Top Brown/Arizona Sky 12 Wide
$259.36as of 11/04/2026 11:43 PST - Details
View on AmazonPros
+Wide width option for a roomier fit
+Western boot style for a classic cowboy look
+Size 12 offered in wide width
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Western
+Western boot style for men
+Available in size 10 in a wide width
+Wide and extra wide fit suits broader feet
$209.95
as of 11/04/2026 11:43 PST - DetailsProduct details
ARIAT Mens Sport Rustler Western Boot Brute Brown/Tack Room Black 10 Wide
$209.95as of 11/04/2026 11:43 PST - Details
View on AmazonPros
+Western boot style for men
+Available in size 10 in a wide width
+Wide and extra wide fit suits broader feet
How pros and cons are picked (About: Disclaimer)Other stores (1)
Shoemall.comVisit store
About this product
Men, Boots, Western
+Western boot style for riding and ranch wear
+Men's sizing for a standard men's fit
$239.95
as of 11/04/2026 11:43 PST - DetailsProduct details
ARIAT BMVY9 Mens Quickdraw Western Boot Brown Oiled Rowdy 8
$239.95as of 11/04/2026 11:43 PST - Details
View on AmazonPros
+Western boot style for riding and ranch wear
+Men's sizing for a standard men's fit
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Western
+Western boot style for traditional western wear
+Men's sizing in a 15 size
$205.90-26%List: $279.95
as of 11/04/2026 11:43 PST - DetailsProduct details
ARIAT Mens Pay Window Western Boot Bartop Brown/Cognac 15
$205.90as of 11/04/2026 11:43 PST - Details
View on AmazonPros
+Western boot style for traditional western wear
+Men's sizing in a 15 size
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Ankle or chukka
+Leather upper for a durable, classic boot
+Removable insole allows custom or replacement insoles
+Ankle or chukka boot style for everyday wear
−Leather upper needs regular conditioning to stay supported
$239.95
as of 11/04/2026 00:39 PST - DetailsProduct details
PIKOLINOS York Men’s Ankle Boots | Leather | Removable Insole | Black
$239.95as of 11/04/2026 00:39 PST - Details
View on AmazonPros
+Leather upper for a durable, classic boot
+Removable insole allows custom or replacement insoles
+Ankle or chukka boot style for everyday wear
Cons−Leather upper needs regular conditioning to stay supported
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Work
+Composite safety toe for impact protection on job sites
+Waterproof construction keeps feet dry in wet conditions
+8-inch shaft adds ankle support
−Composite toe can make the boot heavier than soft toe styles
$265.00
as of 11/03/2026 23:43 PST - DetailsProduct details
KEEN Utility Men's Targhee 4 Work 8" Insulated Composite Toe American Built Waterproof Work Boots, Bison/Black, 10.5 EE$265.00as of 11/03/2026 23:43 PST - Details
View on AmazonPros
+Composite safety toe for impact protection on job sites
+Waterproof construction keeps feet dry in wet conditions
+8-inch shaft adds ankle support
+Insulated for cold-weather wear
Cons−Composite toe can make the boot heavier than soft toe styles
Compared with the 48 shoes on this page+Waterproof: only 11 of 189 here have one
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots
+Waterproof construction for wet conditions
+Full grain bomber leather upper
+Cap toe boot style
−Heavier build than a standard dress shoe
$228.95
as of 11/03/2026 23:40 PST - DetailsProduct details
Johnston & Murphy Men's XC+ Durham Cap Toe Boot, Dark Brown Waterproof Bomber Leather, 11.5 M
$228.95as of 11/03/2026 23:40 PST - Details
View on AmazonPros
+Waterproof construction for wet conditions
+Full grain bomber leather upper
+Cap toe boot style
Cons−Heavier build than a standard dress shoe
Compared with the 48 shoes on this page+Waterproof: only 11 of 189 here have one
How pros and cons are picked (About: Disclaimer)About this product
Men, Clogs and mules
+Made of leather for a durable upper
+Backless mule style for easy slip-on wear
+Men's sizing for a standard shoe fit
$250.00
as of 11/04/2026 07:37 PST - DetailsProduct details
Pros
+Made of leather for a durable upper
+Backless mule style for easy slip-on wear
+Men's sizing for a standard shoe fit
How pros and cons are picked (About: Disclaimer)About this product
Men
+Waterproof construction for wet-weather wear
+Men's sizing in 9 US
+Newness design for an updated, modern silhouette
$200.72
as of 11/03/2026 22:23 PST - DetailsProduct details
Pros
+Waterproof construction for wet-weather wear
+Men's sizing in 9 US
+Newness design for an updated, modern silhouette
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Western
+Western boot style for a classic cowboy look
+Wide or extra wide fit for a roomier foot
+Men's sizing listed for this western boot
$219.95
as of 11/04/2026 11:43 PST - DetailsProduct details
ARIAT Men's Ridgeback Western Boot - Oily Distressed Tan, 13 Wide
$219.95as of 11/04/2026 11:43 PST - Details
View on AmazonPros
+Western boot style for a classic cowboy look
+Wide or extra wide fit for a roomier foot
+Men's sizing listed for this western boot
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Western
+Western boot style for cowboy and ranch wear
+Wide or extra wide width for roomier fit
+Available in wide size 10.5 for a fuller foot
$249.95
as of 11/04/2026 11:43 PST - DetailsProduct details
ARIAT Mens Arena Rebound Western Boot Dusted Wheat/Heritage Blue 10.5 Wide
$249.95as of 11/04/2026 11:43 PST - Details
View on AmazonPros
+Western boot style for cowboy and ranch wear
+Wide or extra wide width for roomier fit
+Available in wide size 10.5 for a fuller foot
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Western
+Western boot style for riding and ranch wear
+VentTEK 360 name points to ventilation features
+Men's size 13 for larger feet
$249.95
as of 11/04/2026 11:43 PST - DetailsProduct details
ARIAT Men's Rowder VentTEK 360° Cowboy Boot, White/Marbled Tan, 13
$249.95as of 11/04/2026 11:43 PST - Details
View on AmazonPros
+Western boot style for riding and ranch wear
+VentTEK 360 name points to ventilation features
+Men's size 13 for larger feet
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Western
+Available in wide and extra wide widths
+Western boot style for classic cowboy look
+Men's sizing for men's feet
$209.95
as of 11/04/2026 11:43 PST - DetailsProduct details
ARIAT Men's Hybrid Roughstock Antler Cowboy Boot, Wild Taupe/Espresso, 11.5 Wide$209.95as of 11/04/2026 11:43 PST - Details
View on AmazonPros
+Available in wide and extra wide widths
+Western boot style for classic cowboy look
+Men's sizing for men's feet
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots
+Plain toe boot for a clean dress look
+Hand-finished full grain leather upper
+Available in men's size 10 medium width
$218.95
as of 11/03/2026 23:40 PST - DetailsProduct details
Johnston & Murphy Men's Cade Plain Toe Boot, Black Hand-Finished Full Grain, 10 M
$218.95as of 11/03/2026 23:40 PST - Details
View on AmazonPros
+Plain toe boot for a clean dress look
+Hand-finished full grain leather upper
+Available in men's size 10 medium width
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Western
+13 inch pull-on western boot height
+Square toe western cowboy boot style
+Size 8.5 D width for men
$215.02
as of 11/04/2026 06:38 PST - DetailsProduct details
Twisted X Men's 13" Pull On Top Hand Square Toe Western Cowboy Boot, Camel, Pecan, & Dark Brown, 8.5 D
$215.02as of 11/04/2026 06:38 PST - Details
View on AmazonPros
+13 inch pull-on western boot height
+Square toe western cowboy boot style
+Size 8.5 D width for men
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Work
+Composite safety toe
+Internal metatarsal guard
+Pull-on design for quick wear
$255.00
as of 11/03/2026 23:43 PST - DetailsProduct details
KEEN Utility Men's CSA Flatland Composite Toe Waterproof Internal Metatarsal Guard Durable Pull On Work Boots, Dark
$255.00as of 11/03/2026 23:43 PST - Details
View on AmazonPros
+Composite safety toe
+Internal metatarsal guard
+Pull-on design for quick wear
Compared with the 48 shoes on this page+Waterproof: only 11 of 189 here have one
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Ankle or chukka
+Ankle boot design covers the ankle for everyday wear
+Available in size 9 US for men
+Brutus+ model offers a sturdy boot style
$240.00
as of 11/04/2026 14:39 PST - DetailsProduct details
Camper Men's Brutus+, Ankle-boot, Medium Gray, 9 (Us)
$240.00as of 11/04/2026 14:39 PST - Details
View on AmazonPros
+Ankle boot design covers the ankle for everyday wear
+Available in size 9 US for men
+Brutus+ model offers a sturdy boot style
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Western
+Western boot style for cowboy and ranch wear
+Narrow cutter toe shape for a sleeker profile
+Narrow width fits slimmer feet
$229.95
as of 11/04/2026 11:43 PST - DetailsProduct details
ARIAT Men's Stonebrook Narrow Cutter Toe Cowboy Boot, Earth/Spiced Papaya, 12 Wide
$229.95as of 11/04/2026 11:43 PST - Details
View on AmazonPros
+Western boot style for cowboy and ranch wear
+Narrow cutter toe shape for a sleeker profile
+Narrow width fits slimmer feet
How pros and cons are picked (About: Disclaimer)About this product
Compare specs
| pair of shoes | Gender | Type | Spec score | Price |
|---|---|---|---|---|
| Men | Boots | n/a | $209.94 as of 11/03/2026 22:33 PST - Details | |
| Men | Slippers | n/a | $250.00 as of 11/04/2026 11:36 PST - Details | |
| Men | Boots | n/a | $249.95 as of 11/04/2026 06:38 PST - Details | |
| Men | Boots | n/a | $204.95 as of 11/04/2026 11:43 PST - Details | |
| Men | Boots | n/a | $209.95 as of 11/04/2026 11:43 PST - Details | |
| Men | Boots | n/a | $220.00 as of 11/03/2026 22:25 PST - Details | |
| Men | Boots | n/a | $279.95 as of 11/04/2026 11:43 PST - Details | |
| Men | Boots | n/a | $209.95 as of 11/04/2026 11:43 PST - Details | |
| Men | Boots | n/a | $240.00 as of 11/03/2026 23:11 PST - Details | |
| Men | Boots | n/a | $229.95 as of 11/03/2026 23:42 PST - Details |

























