I LOVE a boot. Whether heeled or flat, black, brown, a colour, textured or animal print. I’m all over them. As someone who has always struggled to find shoes that fit well and are comfortable, I’m a very happy bunny when my feet are firmly encased within a boot.

This season it’s all about the long leather (or vegan leather) heeled boot, hiking boots (worn for non-hiking activities) and Western styles. But since we aren’t all slavish followers of fashion, here are my favourites for you (because I really can’t justify buying any more myself!).

I haven’t road tested any of these boots, so I can’t vouch for fit or comfort levels (and with my very ‘difficult’ feet it wouldn’t be hugely helpful for you anyway!), but if you like what you see then please go ahead, try them and report back so we can all benefit!

Flat Boots


1. The Chelsea Boot

An essential boot for the majority is a flat boot. Thankfully, comfort and practicality does not have to mean ugly. These &Other Stories Chelsea boots would work well under jeans or slim leg trousers as well as skirts and dresses.

&Other Stories Leather Chelsea Boots £120

2. Another Chelsea Boot in a more classic /natural style.

Ralph Lauren Tan Leather Chelsea Boots £139

3. The Hiking Boot

Hiking boots are a good option for every day comfort if you like to follow the trends. These also come in brown. They look great with straight leg jeans or under a dress for a ‘tough’ feel. Just be careful as to how much ‘toughness’ you can take without loosing yourself. For example, for most, wearing a style like this with a black leather biker jacket would be total overkill.

M&S COLLECTION Leather Hiker Ankle Boots £75


1. Mid heel Chelsea Style dramatic boot

This looks like the perfect boot for everyday practicality with a dose of drama and a little bit of height. It also comes in plain black and has tiny little metal studs on the side for a sprinkling of bling. (They call it the ‘gusset’…)

Plaza – Reptile Print Mid Block Heel Ankle Boot £130

2. The Western boot.

Typically, this style of boot comes a bit higher up the calf. Wear with skirts and dresses, under wider leg trousers or with your skinny jeans tucked in.

Office. A Game Embroidered Western Boots £105

3. A fancy, but comfy boot (not for rainy days!).

This style comes in a range of colours but I imagine that this navy pair, worn with jeans or navy trousers would elongate your leg beautifully! An added bonus (making it extremely tempting), is the ‘Cushion Plus’ technology that makes these incredibly comfortable. Please buy them so I don’t have to…

Clarks Sheer Flora £85

High heels

1. The Long Boot 

The long boot is a big trend this autumn/winter. They are best worn with a hemline over without the flash of leg. Wear your skirts/dresses longer to get the on-trend look. Or, do what you like for your look!

High heeled boots Colour cognac £114.99

2. Comfy heel alert!

These fabulous boots also come with the Cushion Plus technology. Available in a range of colours and leather.

Clarks Laina Violet £85.00

3. Square toes

If square toes are your thing you need to know about Miista. (Straight figure types will ALWAYS look better in square toes.) This structured toe shape is another big trend this year so stock up whilst you can! They are widely available at the moment.

Miista Marcelle Black Croc Leather Boots £290

4. The Sock Boot.

I’m forever being asked about what kind of footwear to wear under cropped trousers or culottes. A sock boot is a good solution.

LK Bennett Kayla Sock Ankle Boots, Burgundy £245


General Boot Tips

  • When you invest in a pair of boots, treat them well and they should last you for years, getting that all-important cost per wear down as low as possible.
  • I’m a big fan of re-heeling and re-soling when your boots need it. This hugely prolongs their life. It doesn’t cost much, and it works a treat.
  • If you struggle to find longer boots that fit your calf, check out https://www.duoboots.com/
  • If like my friend Pip, you can’t stop buying suede boots, SPRAY-them-all-the-time to keep them protected.
  • Keep your long boots in good shape by storing them in boot shapers. A pair of leather boots should last you very many years.


Was this useful? These buying guide posts take a long time to put together so I’d love to know if they are what you need. Please write me a comment and let me know if you’d like more.

Oh, and don’t forget to report back on the boots you’ve chosen. I’m sure we’d all like to hear about fit and comfort levels!

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