Whether it’s a summer picnic, a day at the office or a night out-out in the diary, we’re certain there’s a perfect dress and trainers look that fits the bill. Not only are we certain, we’ve put together 12 different combinations just for you, for all kinds of plans.
Plus – as we continue supporting more sustainable ways to shop – you’ll also find some rental and resale options, too. Don’t be afraid to mix and match any of the 24 pieces while you’re at it either.
At Refinery29, we’re here to help you navigate this overwhelming world of stuff. All of our market picks are independently selected and curated by the editorial team. All product details reflect the price and availability at the time of publication. If you buy something we link to on our site, Refinery29 may earn commission.

The daytime go-to
From the local park and the farmer’s market to Saturday afternoon catch-ups with mates, it’s fun to contrast different types of silhouettes. Play down the femininity of this dress from Miyette with a stompy pair of high tops.
Miyette Dolly Dress, $, available at Miyette

Converse Run Star Hike Platform, $, available at Converse

Weekday Tania Ribbed Tube Dress, $, available at Weekday

Kurt Geiger Leighton Trainers, $, available at Kurt Geiger

The rental failsafe
While this dress can just as easily suit a more formal event, a pair of trainers will give it an added cool factor. Rent it for a minimum of £14 for four days.
Nobody’s Child Harriet Midi Dress, $, available at Hirestreet

The pre-loved failsafe
Leather trainers are a great option if you’re looking for something you can wear to the pub and to a bar that serves martinis.
Saint Laurent Sneakers, $, available at Lampoo

The party perfect look
Our minds often head straight to heels when it comes to planning party looks, but who are we kidding? Wearing heels these days just isn’t it. Here are some tips for looking just as elegant, minus the blisters.
Alice + Olivia Sariya Cutout Maxi Dress, $, available at Alice + Olivia

Adidas Originals Astir Trainers, $, available at ASOS

Collusion Plus Cow Print Halter Midi Dress, $, available at ASOS

Zara Soft Trainers, $, available at Zara

The rental failsafe
With an RRP of £172, you can get this dress from DCEY for just £34 for four days. The party starts when you walk in.
Milkwhite Roen Green Midi Dress, $, available at DCEY

The pre-loved failsafe
For when you want to get in on the hype, but not the hype price tag…
Nike Air Force 1 Low Utility Canvas Trainers, $, available at Depop

The office go-to
If you’re heading into the office then heading out after work, you’ll want your feet to be comfy all day long. For those whose office dress code allow it, trainers with work dresses is 10/10 a vibe.
Jasper Conran London Beatrice V-Neck Collar Dress, $, available at Atterley

Good News Mack White, $, available at Good News

Zara Shirt Dress With Gathering, $, available at Zara

New Balance 530 Trainers, $, available at Schuh

The rental failsafe
Ganni for £32? Say less. Borrow this day-to-night dress for four days or more.
Ganni Viscose Jacquard Wrap Dress, $, available at Rotaro

The pre-loved failsafe
Unsure how to style printed trainers? Pair them with solid colours up so it’s not overpowering.
Vince Camuto Raiza Glossy Pyton Platform Sneakers, $, available at eBay

The summer take
Rooftop patios are calling our names… but that can also mean lots of stairs, too. Ain’t no shame in being prepared. One must always have a silky maxi dress in their repertoire for those sticky, humid days.
Mango Printed Satin Dress, $, available at Mango

Charles & Keith Lace-Up Velcro Sneakers, $, available at Charles & Keith

Vince Scoop Neck Camisole Wrap Dress, $, available at Vince

Nike Air Force 1 Pixel Trainers, $, available at ASOS

The rental failsafe
Dress rentals aren’t just for weddings. Nab a cute sundress like this Cult Gaia number for your next birthday party, bridal shower or date night.
Cult Gaia Nerida Floral Mini Dress, $, available at Front Row

The pre-loved failsafe
Sustainable icons for the win.
VEJA High-Top Canvas Trainers, $, available at Sign Of The Times
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