Dresses and boots are the underrated duo you can reach for whatever the occasion. Fuelling your obsession from season to season whether you’re looking for a mini, midi or maxi length.
Ready to take your style from last season to hot right now? Check out our ultimate guide below.
Casual Dresses To Wear With Boots
The perfect off duty dress, opt for an oversized t-shirt dress for all those laid-back days. Whether you’re running errands or going for a casual lunch with a friend.
This dress is made from a comfortable jersey fabric and features a stripe print, long sleeves and is complete in an oversized fit.
Simply pair with some chunky boots and you’re ready for the day.
Update your wardrobe with this must-have dress, made from jersey fabric, this dress features long sleeves, a ribbed design and a scoop neckline.
This versatile dress can be dressed up or down for whatever the plans.
Refresh your everyday wardrobe with this black sweatshirt dress you’ll want to wear on repeat.
This dress is complete in a mini length and features long sleeves and a crew neckline style, this dress is perfect for styling with chunky ankle boots.
Plus Size Dresses To Wear With Cowboy Boots
Opt for a stylish boho dress to pair with your cowboy boots for a head turning look you can wear from season to season.
This dress features a stunning floral gypsy print, a flattering v-neckline and long sleeves complete in a mini length.
Add a flowy floral print dress to your collection, this new-in smock dress would look great with a pair of western style boots.
It features a scoop neckline, short sleeves and elegant printed mesh. Complete the look with a jacket for a stylish look you can wear time and time again.
Midaxi Dresses To Wear With Boots
The midaxi trend is not one you’d want to miss out on. We love the wearability of this versatile length, pair it with boots for the colder seasons or save it for sandals in the summer.
Check out our plus size midaxi dresses to wear with boots below.
Go wild with animal print! This zebra print midaxi dress is made from a comfortable jersey fabric and features long ballon sleeves and a flattering v-neckline.
Style with heeled boots to dress it up or opt for a flat ankle boot for a more casual look.
This floral midaxi dress looks great styled with a pair of over-the-knee heeled boots under the dress.
This dress features a curve flattering wrap design with an adjustable tie waist, v-neckline and short sleeves, complete in a gorgeous floral print.
Looking for an elegant dress to take you from your 9-5 to the after work drinks?
This polka dot print shirt dress features an adjustable tie waist, a check pocket, a collar neck and short sleeves.
Pair this dress with your favourite ankle boots for a head turning look.
Opt for a cosy jumper dress you won’t want to take off. This purple midaxi jumper dress is an absolute wardrobe essential! Perfect for those days when you just want to feel like you haven’t left the bed without compromising on style.
It features a flattering v-neckline, long sleeves and a side split hem. Just style with boots for a casual look you’ll want to wear on repeat.
Dresses To Wear With Ankle Boots
Add a classic print to your dress collection with this black polka dot swing mini dress.
This dress looks great paired with ankle boots and it features a v-neckline and long sleeves, complete in a mini length.
Looking for the perfect dress for a smart casual dress code? Upgrade your wardrobe with this new-in midi shirt dress.
This is a versatile dress you can wear to the office and beyond. It’s made from a comfortable woven fabric and features button fastening, a belted tie waist and 3/4 length sleeves.
Elevate your wardrobe with this soft touch button detail mini dress featuring a high neckline, button detailing and 3/4 length sleeves.
Pair with tights and ankle boots for a stylish look you’ll be reaching for time and time again.
Combine comfort and style with our soft touch dress made from a comfortable jersey fabric, featuring long sleeves, an open v-neck collar and a side split hem to show off your legs!
Plus Size Dresses With Leggings And Boots
Who said you can’t still wear a dress on those extra chilly days? Stay warm without compromising on style, and opt for layering a dress with leggings and polishing the outfit off with your favourite boots.
Leggings are the perfect addition on a cold day, you can also try pairing your dress with a pair of faux leather leggings to glam up the outfit.
This red and black floral dress is ideal for styling with leggings and boots, it’s a winter wardrobe must-have!
This dress is made from comfortable jersey fabric and features long sleeves, complete in a mini length.
Pair with black leggings and ankle boots for a cosy and stylish outfit you’ll want to wear on repeat.
Refresh your wardrobe with an abstract print swing dress, it features tie neckline detailing, long sleeves and is complete in a mini length.
Leggings are a great option when you want to wear a mini dress but still want some more coverage on your legs! Why not try pairing it with some leather look leggings for a more dressy look.
The ultimate cosy combo, a jumper dress and leggings! This new-in jumper dress comes in a striking pink colour and features a crew neckline complete in a midi length.
Styled with leggings and a pair of boots, this is a comfy and stylish look you can rely on for warmth and comfort.
Wide Fit Boots
Shop Wide Fit Boots for more must-have styles in UK sizes 3-10.
Show us the dresses you’re wearing with boots over on social using the hashtag #ThisIsYours on social media channels – you might even get featured.
