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On our journal: Wedding shoe guide for 2025 On our journal: Gorgeous leather luggage for a spring break or office visits On our journal: White socks are OK…and what shoes to wear them with	On our journal: Jerry Tharapos – businessman with flamboyant flair On our journal: Milo McCabe – TV presenter, actor and stand-up comedian On our journal: Rebecca Hooker – dance school owner and warrior against bullying

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Herring Gosport rubber-soled brogues in Black Calf Herring Reading II semi-brogues in Brown Suede Herring Euston Oxfords in Brown Calf	Herring Double Pack of Cedar Expanding Shoe Trees in Cedar Herring Gainsborough Holdall in Brown Waxy Herring Montgomery Holdall in Brown and Khaki	Herring sale Loake sale Barker sale Church's sale Wildsmith sale Cheaney sale Tricker's sale Carlos Santos sale Sebago sale Red Wing sale Aigle sale Moreschi sale Sperry sale	Herring Women's sale Barker Women's sale Red Wing Women's sale Aigle Women's sale Sebago Women's sale	Men's Sale Women's Sale Luggage Sale Shoe Care Sale Clothing Sale

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Prices shown for delivery to UNITED STATES Change delivery country

Top 5 monk shoes styles

Here are our top 5 monk shoes styles, in descending order of popularity and all available colours.

Herring Shakespeare double monk shoes in Tan Calf

$363.00 incl tax and delivery

Number 1: Herring Shakespeare double monk shoes in Tan Calf

Herring Shakespeare is a gorgeous, double buckle monk, fashioned on a bespoke looking last shape which creates a very distinguished and elegant shoe. Whether you are adding a dash of style to an office outfit or dressing up a casual weekend look, Shakespeare makes a versatile and sophisticated addition to your wardrobe. The leather sole is Goodyear welted and can be repaired in the factory.

Herring Shakespeare double monk shoes are also available in alternate colours.

Herring Shakespeare double monk shoes in Black Calf

$363.00 incl tax and delivery

Herring Shakespeare double monk shoes in Rosewood Calf

$363.00 incl tax and delivery

Number 2: Herring Orwell boots

Herring Orwell is a stunning double monk boot inspired by James Bond's Spectre style. The elegant lines of a Chelsea boot are combined with the buckle detail of the monk shoe, creating a unique, versatile, current style.

Herring Orwell boots are available in these colours.

Herring Orwell boots in Brown Calf

$363.00 incl tax and delivery

Herring Orwell boots in Black Calf

$363.00 incl tax and delivery

Number 3: Herring Philip II monk shoes

Herring Philip II is a beautiful monk style with brogue detail made using finest black calf leather.

Herring Philip II monk shoes are available in these colours.

Herring Philip II monk shoes in Black Calf

WAS $589.00
SALE PRICE $320.00
SAVE $269.00

Herring Philip II monk shoes in Chestnut Calf

WAS $589.00
SALE PRICE $320.00
SAVE $269.00

Number 4: Herring Carlisle monk shoes in Black Calf

The double-monk style Carlisle is a great way into a formal-yet-fun shoe at an incredible price. Made from lovely calf leather on a Goodyear-welted sole for excellent repairability, these will serve you well and make you stand out amongst your peers as a man of taste.

Herring Carlisle monk shoes in Black Calf

$249.00 incl tax and delivery

Number 5: Herring Cardiff II monk shoes

Herring Cardiff is a classic Goodyear welted single-buckle monk shoe on a good fitting last. Made with premium leathers and a leather sole for breathability and comfort, this is a wardrobe essential. Please note the nap of the suede will affect the shade you see when the product arrives. The images here are a guide only.

Herring Cardiff II monk shoes are available in these colours.

Herring Cardiff II monk shoes in Brown Suede

$249.00 incl tax and delivery

Herring Cardiff II monk shoes in Burgundy Polished

$249.00 incl tax and delivery

See all monk shoes

Celebrating British shoe heritage with the Montpellier

Marking the party season with a new two-tone spectator

New style: The Mike

The Atlanta

White socks are OK…and what shoes to wear them with

How to wear men’s velvet house shoes

How to wear tan shoes and boots

How to wear men’s boots in winter

What’s the difference between a brogue and semi-brogue?

Back-to-school shoe style for work

What’s the difference between driving shoes and loafers?

A detailed shoe care guide by Jared Acquaro

Wooden shoe trees are essential

Polishing shoes part 1

Polishing shoes part 2 - hi-shine

Gorgeous leather luggage for a spring break or office visits

Travel in style with gorgeous leather luggage

White socks are OK…and what shoes to wear them with

The ultimate guide to pairing socks and shoes

On our journal: Wedding shoe guide for 2025

On our journal: Gorgeous leather luggage for a spring break or office visits

On our journal: White socks are OK…and what shoes to wear them with

On our journal: Jerry Tharapos – businessman with flamboyant flair

On our journal: Milo McCabe – TV presenter, actor and stand-up comedian

On our journal: Rebecca Hooker – dance school owner and warrior against bullying

Buy with confidence: our return options

Sizing up the cost of handmade shoes

How do I know if my shoes fit me properly?

Why shoe care really matters

A detailed shoe care guide by Jared Acquaro

What leather should I choose?

Herring Gosport rubber-soled brogues in Black Calf

Herring Reading II semi-brogues in Brown Suede

Herring Euston Oxfords in Brown Calf

Herring Double Pack of Cedar Expanding Shoe Trees in Cedar

Herring Gainsborough Holdall in Brown Waxy

Herring Montgomery Holdall in Brown and Khaki

Prices shown for delivery to UNITED STATES Change delivery country

Top 5 monk shoes styles

Number 1: Herring Shakespeare double monk shoes in Tan Calf

Number 2: Herring Orwell boots

Number 3: Herring Philip II monk shoes

Number 4: Herring Carlisle monk shoes in Black Calf

Number 5: Herring Cardiff II monk shoes

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The ultimate guide to pairing socks and shoes