We've Found the Best Affordable Boots to Wear With All Your Dresses This Autumn

Boots, glorious boots. What would we do without them? Nothing beats that fresh-out-of-the-box, new-boot feeling (apart from perhaps the elation when you find a pair that doesn’t give you blisters on the first wear). As a staple of our wardrobes pretty much year round, boots of all kinds really do deserve a medal for how many footwear dilemmas they see us through and especially for how versatile they make our wardrobes. 

The perfect western pair will tone down a dressy dress and make those summery styles feel suddenly autumn/winter appropriate. A polished ankle boot will elevate jeans and a T-shirt. Anything with a heel suddenly makes wide-leg trousers actually wearable and a knee-high does wonders for a midi or mini dress.


(Image credit: @frannfyne)

The beauty is that fashion trends come and go, but buy a classic boot and they will last you for years. I promise I’m not just saying that—the black ankle boots I currently have on from Arket are heading into their third winter and still going strong despite the fact that I wear them on repeat. This also proves you don’t have to spend thousands to ensure they last. Just make friends with your local shoe-repair shop and pop in for a polish or re-sole every once in a while and they'll feel good as new.

There is a lot of choice out there, though, and if you’re anything like me and struggle to make a decision on what to have for lunch, you might be slightly overwhelmed if you're currently searching for a new pair. So, below I've pulled together 25 of the best boots on the market right now for under £250. I've also made I've made sure they work with all your autumn/winter dresses (or skirts) as well as your favourite jeans— to maximise the wear you'll get out of them. Keep scrolling to see (and shop the styles you fall for).

Shop the Best Spring Boots Under £250

Next Up: 6 Items Every London Girl Has in Her Autumn Wardrobe

Emily Dawes
Affiliate Editor

Emily Dawes is the very definition of a fashion multi hyphenate. An editor, stylist and writer with over eleven years’ worth of experience in the industry, Emily is known for her impeccable taste, elegant outfit choices and being able to spot the next big thing in fashion from a mile off. Our readers loyally trust her advice and shopping suggestions; so much so she began her own column documenting the most expensive-looking pieces on the high street, which has become a top-performing piece of content for the Who What Wear brand.

Emily has worked for Who What Wear UK since 2020 in a myriad as roles, spanning from contributing editor and branded content editor. Now, she holds the position of affiliate editor and is responsible for the brand’s overall affiliate strategy, ideation and content execution. Working closely with Who What Wear UK’s affiliate manager, Emily has been instrumental in securing and nourishing brand partnerships, surpassing her goals as standard. Leading the team in tentpole shopping moments including Black Friday and Peak Trading, with Emily’s guidance and leadership, team Who What Wear is in a stronger affiliate position than ever before.

Prior to joining the Who What Wear team, Emily served as YOU Magazine’s acting fashion editor where she managed the fashion team and oversaw all fashion content output for the fast-paced weekly title. Emily is a stylist in her own right, having worked with a slew of VIP clients including writer and television personality, Elizabeth Day, as well as styling and art directing several celebrity cover shoots for glossy print publication, Grazia. Her adept fashion knowledge means brands regularly sought out to work with her as a consultant: previously she has developed marketing and content plans for brands for Cocoon and Edge of Ember. Before entering the industry, Emily obtained a Bachelor of Arts in English and American Studies with International Study from Nottingham University. Fun fact: Emily spent a year studying in America which saw her join a sorority during her time there.

When she’s not working or tracking down the chicest, new-in items to share with our audience, you’ll find Emily bestowing her East London home with her stylish flair, reading everything from the classics to cowboy romance novels and escaping to the country with husband, baby boy and dog, Roo, whenever she can.

Emily is currently on maternity leave.