Available 24/7 at (800) 927-7671 Join Zappos Rewards and get FREE expedited shipping!

Join Zappos Rewards & Get Expedited Shipping

My Cart

“chooka windsor riding boot brown” we found 202 items!

Show Filters
View More Like This Frye - Paige Tall Riding
Frye Paige Tall Riding $388.00 $270.99 Rated: 4 stars!
View More Like This Frye - Shirley Over-The-Knee Riding
Frye Shirley Over-The-Knee Riding $498.00 $299.99 Rated: 5 stars!
View More Like This Frye - Paige Tall Riding
Frye Paige Tall Riding $388.00 $270.99 Rated: 4 stars!
View More Like This Frye - Paige Tall Riding
Frye Paige Tall Riding $388.00 $270.99 Rated: 4 stars!

View More Like This Stride Rite - Sage (Toddler/Little Kid/Big Kid)
Stride Rite Sage (Toddler/Little Kid/Big Kid) $52.00 Rated: 5 stars!
View More Like This Old West Boots - LB1601
Old West Boots LB1601 $150.00 $120.00
View More Like This Timberland - Banfield Tall All Fit Waterproof Boot
Timberland Banfield Tall All Fit Waterproof Boot $220.00 Rated: 5 stars!
View More Like This VIONIC - Country Storey Tall Boot
VIONIC Country Storey Tall Boot $249.95 Rated: 4 stars!

View More Like This Frye - Melissa Button Boot Extended
Frye Melissa Button Boot Extended $368.00 $249.99 Rated: 4 stars!
View More Like This Sebago - Nashoba High Boot Waterproof
Sebago Nashoba High Boot Waterproof $200.00 $139.99 Rated: 4 stars!
View More Like This Cole Haan - Rockland Boot
Cole Haan Rockland Boot $300.00 $209.99 Rated: 4 stars!
View More Like This Minnetonka - Luna Fringe Boot
Minnetonka Luna Fringe Boot $85.95 Rated: 4 stars!

View More Like This Elephantito - Western Boot (Toddler/Little Kid/Big Kid)
Elephantito Western Boot (Toddler/Little Kid/Big Kid) $104.00 Rated: 4 stars!
View More Like This Elephantito - Color Block Tall Boot (Toddler/Little Kid/Big Kid)
Elephantito Color Block Tall Boot (Toddler/Little Kid/Big Kid) $116.00 Rated: 3 stars!
View More Like This Frye - Melissa Button
Frye Melissa Button $368.00 $249.99 Rated: 5 stars!
View More Like This Frye - Melissa Button
Frye Melissa Button $368.00 $249.99 Rated: 5 stars!

View More Like This Frye - Melissa Button
Frye Melissa Button $368.00 $249.99 Rated: 5 stars!
View More Like This Blondo - Vassa Waterproof
Blondo Vassa Waterproof $255.00 $179.99 Rated: 4 stars!
View More Like This Frye - Melissa Button
Frye Melissa Button $368.00 $249.99 Rated: 5 stars!
Harley-Davidson - Darrol
Harley-Davidson Darrol $154.00

View More Like This Rieker - R3358 Elaine 58
Rieker R3358 Elaine 58 $185.00 Rated: 4 stars!
View More Like This Trotters - Lyra Wide Calf
Trotters Lyra Wide Calf $199.95 Rated: 4 stars!
View More Like This Frye - Melissa Button
Frye Melissa Button $368.00 $249.99 Rated: 5 stars!
View More Like This Frye - Jayden Button Tall
Frye Jayden Button Tall $398.00 $297.99 Rated: 4 stars!

View More Like This La Canadienne - Passion
La Canadienne Passion $425.00 Rated: 5 stars!
View More Like This Aetrex - Essence™ Chelsea
Aetrex Essence™ Chelsea $199.95 Rated: 4 stars!
View More Like This Ariat - Waverly
Ariat Waverly $279.95 Rated: 4 stars!
View More Like This Roper - Crystal Cross Square Toe Boot
Roper Crystal Cross Square Toe Boot $100.00 Rated: 5 stars!

View More Like This Ariat English Kids - Devon III (Little Kid/Big Kid)
Ariat English Kids Devon III (Little Kid/Big Kid) $99.99 Rated: 5 stars!
View More Like This Kenneth Cole Reaction Kids - Kennedy Basic (Little Kid/Big Kid)
Kenneth Cole Reaction Kids Kennedy Basic (Little Kid/Big Kid) $49.00 Rated: 4 stars!
View More Like This Sam Edelman - Penny
Sam Edelman Penny $149.90 Rated: 4 stars!
View More Like This Ariat - Stanton H20
Ariat Stanton H20 $279.95 $175.99 Rated: 5 stars!

View More Like This Sam Edelman - Penny Wide Calf
Sam Edelman Penny Wide Calf $149.90 Rated: 4 stars!
View More Like This Caterpillar - Revolver Steel Toe
Caterpillar Revolver Steel Toe $128.00 $96.00 Rated: 4 stars!
View More Like This Frye - Cara Tall
Frye Cara Tall $378.00 $229.99 Rated: 3 stars!
View More Like This Frye - Melissa Button Back Zip
Frye Melissa Button Back Zip $388.00 $249.99 Rated: 4 stars!

View More Like This Ariat - Stanton H20
Ariat Stanton H20 $279.95 $175.99 Rated: 5 stars!
View More Like This Volcom - Outlander
Volcom Outlander $165.00 $135.00 Rated: 5 stars!
View More Like This Frye - John Addison Harness
Frye John Addison Harness $458.00 $320.99 Rated: 5 stars!
View More Like This Harley-Davidson - Sackett
Harley-Davidson Sackett $200.00 $179.99

View More Like This Ariat - Mesteno
Ariat Mesteno $219.95
View More Like This Frye - Cara Tall
Frye Cara Tall $378.00 $229.99 Rated: 3 stars!
View More Like This LAUREN Ralph Lauren - Makenzie
LAUREN Ralph Lauren Makenzie $159.00 Rated: 4 stars!
View More Like This Frye - Jordan Strappy Tall
Frye Jordan Strappy Tall $498.00 Rated: 4 stars!

View More Like This Frye - Cara Roper Tall
Frye Cara Roper Tall $398.00 $229.99 Rated: 4 stars!
View More Like This Stuart Weitzman - Lowland
Stuart Weitzman Lowland $798.00 Rated: 5 stars!
View More Like This Lucchese - M2692
Lucchese M2692 $599.00
View More Like This Stetson - Dover
Stetson Dover $290.00 $202.99 Rated: 4 stars!

View More Like This Frye - Phillip Harness Tall
Frye Phillip Harness Tall $358.00 $279.99 Rated: 5 stars!
View More Like This Chinese Laundry - Rainey
Chinese Laundry Rainey $99.95 Rated: 4 stars!
View More Like This Frye - Jordan Strappy Tall
Frye Jordan Strappy Tall $498.00 Rated: 4 stars!
View More Like This Frye - Valerie Pull On
Frye Valerie Pull On $498.00 $398.99 Rated: 5 stars!

Harley-Davidson - Brendan
Harley-Davidson Brendan $184.00
View More Like This Frye - Melissa Button Back Zip Extended
Frye Melissa Button Back Zip Extended $388.00 $249.99 Rated: 4 stars!
View More Like This Ariat - Stoneleigh H2O
Ariat Stoneleigh H2O $299.99 Rated: 5 stars!
View More Like This Frye - John Addison Harness
Frye John Addison Harness $458.00 $320.99 Rated: 5 stars!

View More Like This Frye - Jordan Strap Tall
Frye Jordan Strap Tall $448.00 $314.99 Rated: 3 stars!
View More Like This Frye - Jordan Strap Tall
Frye Jordan Strap Tall $448.00 $314.99 Rated: 3 stars!
View More Like This Frye - Jordan Strappy Tall
Frye Jordan Strappy Tall $498.00 $349.99 Rated: 4 stars!
View More Like This Stuart Weitzman - 5050
Stuart Weitzman 5050 $655.00 Rated: 5 stars!

View More Like This Stuart Weitzman - 5050
Stuart Weitzman 5050 $655.00 Rated: 5 stars!
View More Like This Naot Footwear - Shamal
Naot Footwear Shamal $343.95 Rated: 4 stars!
View More Like This Stetson - Adriana
Stetson Adriana $290.00 $202.99
View More Like This Ariat - Grasmere Pro GTX- Wide Calf
Ariat Grasmere Pro GTX- Wide Calf $397.95 Rated: 4 stars!

View More Like This Dan Post - Hazel
Dan Post Hazel $214.00 Rated: 5 stars!
View More Like This Sam Edelman - Penny
Sam Edelman Penny $149.90 Rated: 4 stars!
View More Like This Justin - MSL504
Justin MSL504 $249.95 Rated: 4 stars!
View More Like This Lucchese - L4741.S54
Lucchese L4741.S54 $850.00

View More Like This Ariat - Grasmere Pro GTX
Ariat Grasmere Pro GTX $397.95 Rated: 2 stars!
View More Like This Stuart Weitzman - Lowland
Stuart Weitzman Lowland $875.00 Rated: 5 stars!
View More Like This Frye - Melissa Seam Tall
Frye Melissa Seam Tall $398.00 Rated: 3 stars!
View More Like This Rieker - 93655
Rieker 93655 $145.00 Rated: 5 stars!

View More Like This SoftWalk - Hollywood Wide Calf
SoftWalk Hollywood Wide Calf $224.95 Rated: 3 stars!
View More Like This Stetson - Paisley
Stetson Paisley $490.00 $342.99 Rated: 5 stars!
View More Like This Ariat - Ambleside H2O
Ariat Ambleside H2O $229.95 Rated: 5 stars!
View More Like This Ariat - Ambleside H2O
Ariat Ambleside H2O $229.95 Rated: 5 stars!

View More Like This Eric Michael - Lauren
Eric Michael Lauren $214.00 Rated: 5 stars!
View More Like This Frye - Melissa Button Back Zip
Frye Melissa Button Back Zip $388.00 $249.99 Rated: 4 stars!
View More Like This UGG - Bailey Button Triplet II
UGG Bailey Button Triplet II $219.95 Rated: 5 stars!
View More Like This David Tate - Branson - Extra Wide Shaft
David Tate Branson - Extra Wide Shaft $225.00 Rated: 4 stars!

View More Like This Frye - Melissa Seam Tall
Frye Melissa Seam Tall $398.00 Rated: 3 stars!
View More Like This Frye - Melissa Seam Tall
Frye Melissa Seam Tall $398.00 Rated: 3 stars!
View More Like This Frye - Melissa Seam Tall
Frye Melissa Seam Tall $398.00 Rated: 3 stars!
View More Like This Frye - Melissa Seam Tall
Frye Melissa Seam Tall $398.00 Rated: 3 stars!

View More Like This UGG - Bailey Button Triplet II
UGG Bailey Button Triplet II $219.95 Rated: 5 stars!
View More Like This Stuart Weitzman - Lowland
Stuart Weitzman Lowland $798.00 Rated: 5 stars!
View More Like This Frye - Melissa Knotted Tall
Frye Melissa Knotted Tall $398.00 $318.40 Rated: 4 stars!
View More Like This Burberry - Copse
Burberry Copse $1,095.00 $765.99
LUXURY

View More Like This Bed Stu - Manchester
Bed Stu Manchester $294.95 Rated: 4 stars!
View More Like This Propet - Charlotte (Wide Calf)
Propet Charlotte (Wide Calf) $124.95 Rated: 4 stars!
View More Like This Trotters - Lyra
Trotters Lyra $199.95 Rated: 4 stars!
View More Like This Rockport Cobb Hill Collection - Cobb Hill Ashlyn
Rockport Cobb Hill Collection Cobb Hill Ashlyn $199.95 Rated: 5 stars!

View More Like This Bed Stu - Glaye
Bed Stu Glaye $334.95 Rated: 4 stars!
View More Like This Corral Boots - A2840
Corral Boots A2840 $257.00
View More Like This Justin - 2831
Justin 2831 $269.95
View More Like This Ariat - Heritage Roper
Ariat Heritage Roper $134.95 Rated: 5 stars!

View More Like This Ariat - Heritage Western R Toe
Ariat Heritage Western R Toe $149.95 Rated: 5 stars!
View More Like This Ariat - Heritage Roper
Ariat Heritage Roper $134.95 Rated: 4 stars!
View More Like This Teva - De La Vina Low
Teva De La Vina Low $139.95 $97.99 Rated: 4 stars!
Ariat Kids - Heritage Western (Toddler/Little Kid/Big Kid)
Ariat Kids Heritage Western (Toddler/Little Kid/Big Kid) $84.95 Rated: 5 stars!

Thank You for Registering!

Now, don't miss out on the good stuff...