A Classic

Smart, elegant, able to be worn throughout the year. What’s there not to like about the Chelsea boot? Here’s our thoughts on the top 5 Chelsea boots out there

Round up by Rupert Watkins

Some items in a chap’s wardrobe just stand the test of time. They won’t date and will always look good. The Chelsea boot is one of these items. Invented in the Victorian era by the Queen’s bootmaker and gaining their current name in the 1960s with their association with swinging west London, this incredibly versatile, slim and elegant boot demands a slot in your shoe collection.

Every top-notch shoe manufacturer has a Chelsea boot so you are spoilt for choice – whether you want calf or suede, plain or brogued, leather or Danite soled – there will be a boot out there for your needs. As with any leather product, it’s worth investing a little money as you get a damn sight more leather bang for your buck and they’ll last. Here’s my editor’s top 5 Chelsea boots:

Foster & Son
This Jermyn Street maker’s Sloane Chelsea boot is beautiful example of shoemaking with a graceful elongated silhouette and slightly squared toe. Leather soled, they are expensive at £650 but if you’ve got the money worth the investment.

Foster & Son Sloane Chelsea boot

Crockett & Jones
The slim and elegant Chelsea VIII suede boot with a Danite “City” rubber sole. Suede is a slightly more casual option that’ll look damn smart under jeans and a jacket. Even though suede’s sometimes seen as a summer option, the rubber soles will see you through the year. Good value from this illustrious Northampton firm at £380.

Crockett & Jones Chelsea VIII suede boot

RM Williams
Famously constructed from one piece of leather the Classic RM remains just that – a style classic. The iconic Australian brand continues to produce top-notch distinctively chiselled toe Chelsea boots; concerns that quality had dipped after their 2016 buy out by LVMH appear to be behind them. Again, good value at £350 for a timeless leather soled boot.

RM Williams Classic RM

Cheaney
The Tamar C brogued boot from Desborough shoemaker Joseph Cheaney will see you across any terrain in town or country. A heavier boot than others in this list, the Almond grain leather is robust and the commando sole will give years of service before you replace it. At £375 worth an all-year round punt.

Cheaney Tamar C brogued boot

William Lennon
The Derbyshire bootmaker has made its name with their traditional work boots; they still manufacture old-fashioned shepherd’s and tug of war boots. Under the William Lennon label they also produce these Anton leather dealer boots. Smart and robust with a heavier weight leather sole and steel quarter tipped heel, they’ll look just the ticket down the pub – even in town. A steal at £154.

William Lennon Anton leather dealer boots

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