12 of the best trainers to wear with dresses in 2024

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At a time when trends are forever changing, we can always expect one thing to stay the same: the desire to look good whilst feeling fabulous.  

So, when it comes to putting together a laid-back look that will take you from a day of shopping to a night out with friends, look no further than a dress and trainers. 

Depending on how you style them, your most comfortable kicks are the perfect match for year-round comfort and sophistication. At Wynsors, we’ve picked out some of our favourite trainers to wear with dresses in 2023, so you can spend less time with your head in the shoe cupboard and more time showcasing your stylish fits. 

Best white trainers to wear with dresses

Can you ever go wrong with a great pair of white trainers? We think not; embracing an effortless style has never been easier, or more on-trend! Pair practically any dress with white sneakers and you’re all set for whatever the seasons have to throw at you. 

This classic pair promises to be your next favourite. Simple and versatile, the adidas originals Forum Bold trainers are the perfect white trainers to wear with dresses and an ideal pick if you struggle with outfit coordination. From short beach dresses in colourful prints to dreamy maxi silhouettes, these crisp white basketball trainers bring a touch of luxury to your wardrobe while keeping you comfortable all day long.  

Best black trainers to wear with dresses

Opting for a monochromatic, all-black colour palette makes putting together a dress and trainers look a breeze. Take these Marco Tozzi Milan trainers. The simple, sleek design makes these modern beauties ideal for matching with dresses in every colour of the rainbow. With a zip side fastening and geometric sole, pick up a pair of these black trainers to wear with dresses for just £48 (RRP £60!) at Wynsors. 

Best trainers to wear with a summer dress

Who says it’s the dress that has to make a statement? Sometimes, it’s best to let your feet do the talking. 

Chunky yet surprisingly lightweight, these colourful Hush Puppies Good trainers promise to add some fun to any outfit. The recycled upper and bio-based formula make for a sustainable favourite year-round. To make sure your feet command all the attention, match these sneakers with a dress in neutral tones like white, black or beige. For fashion-lovers who want to take it up a notch, choose a dress with matching pastel accents or a contrasting aesthetic. 

Best canvas trainers to wear with a mini dress

Cutting a casual but oh-so-cool aesthetic, canvas trainers will never go out of style. 

To match cute, patterned mini dresses, we love these light pink Fit Flop Rally Canvas trainers. With a chunky sole unit and soft padding, these trainers offer the right balance of on-trend and timeless style. Just add a little cross-body bag and some statement accessories to your look and you’re good to go! Embrace an old-school tennis shoe style, and save on RRP here at Wynsors. 

Best leather trainers for a dress-and-trainers outfit

Leather trainers add a smart edge to a casual dress and trainers look. Go long-sleeved and short-length or short-sleeved and midi-length, and choose a low-top leather trainer for a clean, comfortable outfit.  

Next on our list, are these Geox D Tabelya trainers. Fitted with a classic rubber sole based on an exclusive patent, these trainers are renowned for their comfort, while simultaneously offering a premium finish to any ensemble. Also available in navy, Geox shades make a great choice when paired with a floaty maxi dress or practical mini dress. To keep your leather trainers in top condition, check out our 101 Shoe Cleaning Guide for everything you need to know.  

Most comfortable trainers to wear with a white dress

When you’re needing to combine style with practicality, comfort is always going to be your best friend.  

These Skechers Bobs Squad Tough Talk make a wise choice if you’re all about breathable, comfortable shoes. The shock-absorbing midsole, memory foam insole and soft mesh upper make sure that the comfort keeps on coming. We’re also obsessed with the almost-pink shade of these trainers (they’re also available in black), which is a dream to pair with so many trending colours. Though if you ask us, it’s all about white dresses this year – from mini to midi, maxi and every length in-between.  

Best affordable trainers to wear with a maxi dress

If you’re on the hunt for the latest trainers on a budget, these Focus Rebound trainers are our choice for best value (though the five-star reviews speak for themselves). 

The knit-effect mesh upper is essential for letting your feet breathe if temperatures rise, while the lightweight phylon outsole contrasts beautifully with the light-grey colourway. These simple, no-fuss trainers can be worn with just about any dress you dream of; we’re wearing ours with a colourful maxi dress for a splash of summer style. For just £18, and available in black too, add a pair to your basket pronto – while stocks last! 

Best chunky trainers to wear with a mini dress

Chunky trainers remain high on the agenda for 2023, so if you’re looking to buy one pair of staple shoes this year, consider some of these on-trend sneakers.  

The Mali trainers from Marco Tozzi give plenty of extra height without compromising on comfort, thanks to the stacked rubber sole and elevated heel. Chunky trainers can be easily styled with any dress, but for the most on-trend vibe, a floral midi dress will complement these sneakers best. What’s more, you can save a whopping £25 on these kicks at Wynsors! 

Best slip-on trainers to wear with a mini dress

Slip-on trainers continue to tick all the boxes with their unmatchable levels of comfort and ease of wear. Here, the Ennis trainers from Hush Puppies are the perfect option. A cushioned memory foam insole and padded collar make for an extra secure and supportive fit to carry you through those long days on your feet. As well as featuring a breathable sock lining, the lightweight knit upper adds to the breathability for additional comfort and an enjoyable wear. For the most fashionable fit, pair with a white or pastel mini dress. 

Best smart trainers to wear with a dress for work

If you’re after a sophisticated shoe to match a sleek look, why not opt for a pair of Hush Puppies Tessa trainers. A lace up fastening and leather-look upper make for a classic silhouette and with the addition of an internal padded collar, theres no need to compromise on style for maximum comfort. The super flexible and soft cotton insole matched with a leather sock, truly makes for a great smart trainer to wear with dresses. For the most stylish look, keep it monochrome and pair with a little black dress. 

Best retro trainers to wear with dresses

Embrace a classic look with a pair of Matilda trainers from Marco Tozzi. Featuring a chunky sole topped with a cork wedge and a snakeeffect heel, the subtle details make this shoe a statement piece when you’re opting for a simple dress day. The suede effect and cool khaki outer help deliver a true retro style, and the addition of a lace closure and side zip add a sense of practicality for quickly slipping on and off. Pick up these gems for just £45! 

Best-selling trainers for a comfortable dress-and-trainers outfit

Last, but certainly not least on our list, are these Go Walk 5 Prized trainers from Skechers. Constructed from a soft knit fabric upper and breathable inner, these slip-ons are a dream for a lightweight and supportive wear. The cushioned fit and signature Goga Mat Technology are here to carry you through the day in comfort. For help with how to choose your right size, check out our Skechers’ guide – we have top tips for cleaning too! 

Which trainers are your favourite to wear with dresses? Serving up the best and most affordable women’s trainers, our stylish collection is better than ever. Discover trainers to wear with dresses and the rest of your wardrobe, alongside shoes for the whole family. Shop online or pop into your local Wynsors store to update your wardrobe. 

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