With a history that goes back to the early 20th century, Winthrop Shoes carries on old-fashioned traditions of high quality craftsmanship and attention to detail. Throughout the years, they've adhered to strict standards, creating timeless footwear that's versatile, durable, and always fashionable.

64 products

64 products

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CHANDLER - BLACK
Winthrop
$150.00 $99.90 Save 33%
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CHANDLER - BURGUNDY
Winthrop
$150.00 $99.90 Save 33%
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CRESCENT - BLACK
Winthrop
$150.00 $99.90 Save 33%
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CRESCENT - COGNAC
Winthrop
$150.00 $99.90 Save 33%
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OAKWOOD - BLACK
Winthrop
$150.00 $99.90 Save 33%
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OAKWOOD - COGNAC
Winthrop
$150.00 $99.90 Save 33%
SOLD OUT
CARSON - TAN
Winthrop
$130.00 $99.90 Save 23%
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HAMILTON - BLACK
Winthrop
$150.00 $99.90 Save 33%
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HAMILTON - COGNAC
Winthrop
$150.00 $99.90 Save 33%
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HAMILTON - BROWN
Winthrop
$150.00 $99.90 Save 33%
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HAMILTON - CHOCOLATE
Winthrop
$150.00 $99.90 Save 33%
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HAMILTON - NAVY
Winthrop
$150.00 $99.90 Save 33%
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SHERMAN - BLACK
Winthrop
$150.00 $99.90 Save 33%
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SHERMAN - COGNAC
Winthrop
$150.00 $99.90 Save 33%
SOLD OUT
SPRINGFIELD - RUST
Winthrop
$150.00 $99.90 Save 33%
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PARKLANE - BLACK
Winthrop
$150.00 $119.90 Save 20%
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PARKLANE - COGNAC
Winthrop
$150.00 $119.90 Save 20%
Sale
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PARKLANE - CHOCOLATE
Winthrop
$150.00 $119.90 Save 20%
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PALMDALE - TAN
Winthrop
$140.00 $99.90 Save 29%
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PALMDALE - NAVY
Winthrop
$140.00 $99.90 Save 29%
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MARCO - BLACK
Winthrop
$125.00 $79.90 Save 36%
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MARCO - COGNAC
Winthrop
$125.00 $79.90 Save 36%
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DAYTONA - BLACK
Winthrop
$125.00 $79.90 Save 36%
Sale
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DAYTONA - COGNAC
Winthrop
$125.00 $79.90 Save 36%
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KEY LARGO - BLACK
Winthrop
$125.00 $79.90 Save 36%
Sale
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KEY LARGO - COGNAC
Winthrop
$125.00 $79.90 Save 36%
Sale
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NAPLES - BROWN
Winthrop
$125.00 $79.90 Save 36%
CHANDLER - BLACK
CHANDLER - BLACK
CHANDLER - BLACK
CHANDLER - BLACK
CHANDLER - BLACK
CHANDLER - BLACK
CHANDLER - BLACK
CHANDLER - BLACK
Winthrop

CHANDLER - BLACK

$150.00 $99.90 Save 33%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

Make a solid impression on your colleagues as you dress up formally in the Winthrop Chandler Oxfords.

CHANDLER - BURGUNDY
CHANDLER - BURGUNDY
CHANDLER - BURGUNDY
CHANDLER - BURGUNDY
CHANDLER - BURGUNDY
CHANDLER - BURGUNDY
CHANDLER - BURGUNDY
CHANDLER - BURGUNDY
Winthrop

CHANDLER - BURGUNDY

$150.00 $99.90 Save 33%
/
Shipping calculated at checkout.
Final Sale. This item is not returnable, for more details click here
CRESCENT - BLACK
CRESCENT - BLACK
CRESCENT - BLACK
CRESCENT - BLACK
CRESCENT - BLACK
CRESCENT - BLACK
CRESCENT - BLACK
CRESCENT - BLACK
Winthrop

CRESCENT - BLACK

$150.00 $99.90 Save 33%
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Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

A classic plain toe blucher crafted from soft Italian burnished calfskin leather. Details include a breathable leather lining, a comfort Ortholite® insole and a durable outsole. This is your go to versatile oxford that is the perfect complement to a tailored suit or your favorite chinos or jeans. 

CRESCENT - COGNAC
CRESCENT - COGNAC
CRESCENT - COGNAC
CRESCENT - COGNAC
CRESCENT - COGNAC
CRESCENT - COGNAC
CRESCENT - COGNAC
CRESCENT - COGNAC
Winthrop

CRESCENT - COGNAC

$150.00 $99.90 Save 33%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

A classic plain toe blucher crafted from soft Italian burnished calfskin leather. Details include a breathable leather lining, a comfort Ortholite® insole and a durable outsole. This is your go to versatile oxford that is the perfect complement to a tailored suit or your favorite chinos or jeans. 

OAKWOOD - BLACK
OAKWOOD - BLACK
OAKWOOD - BLACK
OAKWOOD - BLACK
OAKWOOD - BLACK
OAKWOOD - BLACK
OAKWOOD - BLACK
OAKWOOD - BLACK
Winthrop

OAKWOOD - BLACK

$150.00 $99.90 Save 33%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

A classic perforated cap-toe oxford crafted from a soft Italian burnished leather calfskin. Modern details include a breathable leather lining, a comfort Ortholite® insole and a durable outsole. A more formal option in your arsenal that lends a touch of sophistication to jeans and pairs perfectly with a slim-cut tailored suit.

 

OAKWOOD - COGNAC
OAKWOOD - COGNAC
OAKWOOD - COGNAC
OAKWOOD - COGNAC
OAKWOOD - COGNAC
OAKWOOD - COGNAC
OAKWOOD - COGNAC
OAKWOOD - COGNAC
Winthrop

OAKWOOD - COGNAC

$150.00 $99.90 Save 33%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

A classic perforated cap-toe oxford crafted from a soft Italian burnished leather calfskin. Modern details include a breathable leather lining, a comfort Ortholite® insole and a durable outsole. A more formal option in your arsenal that lends a touch of sophistication to jeans and pairs perfectly with a slim-cut tailored suit.

HAMILTON - BLACK
HAMILTON - BLACK
HAMILTON - BLACK
HAMILTON - BLACK
HAMILTON - BLACK
HAMILTON - BLACK
Winthrop

HAMILTON - BLACK

$150.00 $99.90 Save 33%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

A sleek dress casual penny loafer crafted from Italian calfskin or premium suede leather. Details include a breathable leather lining, a comfort Ortholite® insole and a durable outsole. This style tapers at the toe to complement a slim trouser that can also be paired with your favorite chinos or denim. A great pair of modern loafers adds versatility and style to complement your wardrobe.
HAMILTON - COGNAC
HAMILTON - COGNAC
HAMILTON - COGNAC
HAMILTON - COGNAC
HAMILTON - COGNAC
HAMILTON - COGNAC
Winthrop

HAMILTON - COGNAC

$150.00 $99.90 Save 33%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

A sleek dress casual penny loafer crafted from Italian calfskin or premium suede leather. Details include a breathable leather lining, a comfort Ortholite® insole and a durable outsole. This style tapers at the toe to complement a slim trouser that can also be paired with your favorite chinos or denim. A great pair of modern loafers adds versatility and style to complement your wardrobe.
HAMILTON - BROWN
HAMILTON - BROWN
HAMILTON - BROWN
HAMILTON - BROWN
HAMILTON - BROWN
HAMILTON - BROWN
HAMILTON - BROWN
HAMILTON - BROWN
Winthrop

HAMILTON - BROWN

$150.00 $99.90 Save 33%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

A sleek dress casual penny loafer crafted from Italian calfskin or premium suede leather. Details include a breathable leather lining, a comfort Ortholite® insole and a durable outsole. This style tapers at the toe to complement a slim trouser that can also be paired with your favorite chinos or denim. A great pair of modern loafers adds versatility and style to complement your wardrobe.
HAMILTON - CHOCOLATE
HAMILTON - CHOCOLATE
HAMILTON - CHOCOLATE
HAMILTON - CHOCOLATE
HAMILTON - CHOCOLATE
HAMILTON - CHOCOLATE
HAMILTON - CHOCOLATE
HAMILTON - CHOCOLATE
Winthrop

HAMILTON - CHOCOLATE

$150.00 $99.90 Save 33%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

A sleek dress casual penny loafer crafted from Italian calfskin or premium suede leather. Details include a breathable leather lining, a comfort Ortholite® insole and a durable outsole. This style tapers at the toe to complement a slim trouser that can also be paired with your favorite chinos or denim. A great pair of modern loafers adds versatility and style to complement your wardrobe.
HAMILTON - NAVY
HAMILTON - NAVY
HAMILTON - NAVY
HAMILTON - NAVY
HAMILTON - NAVY
HAMILTON - NAVY
Winthrop

HAMILTON - NAVY

$150.00 $99.90 Save 33%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

A sleek dress casual penny loafer crafted from Italian calfskin or premium suede leather. Details include a breathable leather lining, a comfort Ortholite® insole and a durable outsole. This style tapers at the toe to complement a slim trouser that can also be paired with your favorite chinos or denim. A great pair of modern loafers adds versatility and style to complement your wardrobe.
SHERMAN - BLACK
SHERMAN - BLACK
SHERMAN - BLACK
SHERMAN - BLACK
SHERMAN - BLACK
SHERMAN - BLACK
SHERMAN - BLACK
SHERMAN - BLACK
Winthrop

SHERMAN - BLACK

$150.00 $99.90 Save 33%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

A stylish apron-toe loafer with ornamentation detail crafted from Italian calfskin leather. Details include a breathable leather lining, a comfort Ortholite® insole and a durable outsole. This versatile loafer pairs perfectly with a tailored suit, chinos or denim.

SHERMAN - COGNAC
SHERMAN - COGNAC
SHERMAN - COGNAC
SHERMAN - COGNAC
SHERMAN - COGNAC
SHERMAN - COGNAC
SHERMAN - COGNAC
SHERMAN - COGNAC
Winthrop

SHERMAN - COGNAC

$150.00 $99.90 Save 33%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

A stylish apron-toe loafer with ornamentation detail crafted from Italian calfskin leather. Details include a breathable leather lining, a comfort Ortholite® insole and a durable outsole. This versatile loafer pairs perfectly with a tailored suit, chinos or denim.

PARKLANE - BLACK
PARKLANE - BLACK
PARKLANE - BLACK
PARKLANE - BLACK
PARKLANE - BLACK
PARKLANE - BLACK
PARKLANE - BLACK
PARKLANE - BLACK
Winthrop

PARKLANE - BLACK

$150.00 $119.90 Save 20%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

A stylish double monk strap crafted from rich, premium suede leather. Details include a breathable leather lining, a comfort Ortholite® insole and a durable outsole. Goes great with a suit or slim cut jeans.

PARKLANE - COGNAC
PARKLANE - COGNAC
PARKLANE - COGNAC
PARKLANE - COGNAC
PARKLANE - COGNAC
PARKLANE - COGNAC
PARKLANE - COGNAC
PARKLANE - COGNAC
Winthrop

PARKLANE - COGNAC

$150.00 $119.90 Save 20%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

A stylish double monk strap crafted from rich, premium suede leather. Details include a breathable leather lining, a comfort Ortholite® insole and a durable outsole. Goes great with a suit or slim cut jeans.

PARKLANE - CHOCOLATE
PARKLANE - CHOCOLATE
PARKLANE - CHOCOLATE
PARKLANE - CHOCOLATE
PARKLANE - CHOCOLATE
PARKLANE - CHOCOLATE
PARKLANE - CHOCOLATE
PARKLANE - CHOCOLATE
Winthrop

PARKLANE - CHOCOLATE

$150.00 $119.90 Save 20%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

A stylish double monk strap crafted from rich, premium suede leather. Details include a breathable leather lining, a comfort Ortholite® insole and a durable outsole. Goes great with a suit or slim cut jeans.

PALMDALE - TAN
PALMDALE - TAN
PALMDALE - TAN
PALMDALE - TAN
PALMDALE - TAN
PALMDALE - TAN
PALMDALE - TAN
PALMDALE - TAN
Winthrop

PALMDALE - TAN

$140.00 $99.90 Save 29%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

Style your casual wear look wearing the Winthrop Loafers come with a round toe design.

PALMDALE - NAVY
PALMDALE - NAVY
PALMDALE - NAVY
PALMDALE - NAVY
PALMDALE - NAVY
PALMDALE - NAVY
PALMDALE - NAVY
PALMDALE - NAVY
Winthrop

PALMDALE - NAVY

$140.00 $99.90 Save 29%
/
Shipping calculated at checkout.
Final Sale. This item is not returnable, for more details click here
MARCO - BLACK
MARCO - BLACK
MARCO - BLACK
MARCO - BLACK
MARCO - BLACK
MARCO - BLACK
MARCO - BLACK
MARCO - BLACK
Winthrop

MARCO - BLACK

$125.00 $79.90 Save 36%
/
Shipping calculated at checkout.
Final Sale. This item is not returnable, for more details click here
MARCO - COGNAC
MARCO - COGNAC
MARCO - COGNAC
MARCO - COGNAC
MARCO - COGNAC
MARCO - COGNAC
MARCO - COGNAC
MARCO - COGNAC
Winthrop

MARCO - COGNAC

$125.00 $79.90 Save 36%
/
Shipping calculated at checkout.
Final Sale. This item is not returnable, for more details click here
DAYTONA - BLACK
DAYTONA - BLACK
DAYTONA - BLACK
DAYTONA - BLACK
DAYTONA - BLACK
DAYTONA - BLACK
Winthrop

DAYTONA - BLACK

$125.00 $79.90 Save 36%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

The Winthrop Daytona loafers offer comfort with their padded insoles. They offer a classic look with their minimalist and simplistic design.

DAYTONA - COGNAC
DAYTONA - COGNAC
DAYTONA - COGNAC
DAYTONA - COGNAC
DAYTONA - COGNAC
DAYTONA - COGNAC
Winthrop

DAYTONA - COGNAC

$125.00 $79.90 Save 36%
/
Shipping calculated at checkout.
Final Sale. This item is not returnable, for more details click here
KEY LARGO - BLACK
KEY LARGO - BLACK
KEY LARGO - BLACK
KEY LARGO - BLACK
KEY LARGO - BLACK
KEY LARGO - BLACK
Winthrop

KEY LARGO - BLACK

$125.00 $79.90 Save 36%
/
Shipping calculated at checkout.
Final Sale. This item is not returnable, for more details click here
KEY LARGO - COGNAC
KEY LARGO - COGNAC
KEY LARGO - COGNAC
KEY LARGO - COGNAC
KEY LARGO - COGNAC
KEY LARGO - COGNAC
KEY LARGO - COGNAC
KEY LARGO - COGNAC
Winthrop

KEY LARGO - COGNAC

$125.00 $79.90 Save 36%
/
Shipping calculated at checkout.
Final Sale. This item is not returnable, for more details click here
NAPLES - BROWN
NAPLES - BROWN
NAPLES - BROWN
NAPLES - BROWN
NAPLES - BROWN
NAPLES - BROWN
NAPLES - BROWN
NAPLES - BROWN
Winthrop

NAPLES - BROWN

$125.00 $79.90 Save 36%
/
Shipping calculated at checkout.

Final Sale. This item is not returnable, for more details click here

Look absolutely dapper wearing the Winthrop Naples Loafers with allover perforated detailing.