Dresses and boots are the underrated duo you can reach for whatever the occasion. Fueling your obsession from season to season whether you’re looking for a mini, midi or maxi length.
From stylish ankle boots to statement knee highs, the right footwear can instantly elevate your look and take your dresses through every season. In this guide, we’ll show you the best dress and boot combinations to try, whether you’re dressing up for a night out or keeping it casual for the weekend.
Dresses To Wear With Boots
Ready to take your style from last season to hot right now? Check out our ultimate guide below.
Winter Dresses To Wear With Boots
Boots To Wear With Sweater Dresses
We all want the perfect seasonal look that works with dresses to wear with boots and tights, and a jumper dress is the perfect opportunity for this.
A cosy jumper dress is a cold weather must-have!
Tap into the leopard print trend with this leopard print ribbed jumper dress. Made from a comfortable soft touch fabric, this dress features a ribbed design, a zip neckline, and a mini length.
Layer under a faux leather jacket for added warmth and add a pair of tights when styling with boots for an effortless look.
Stay cosy and fashionable this season with this zip neck detail jumper dress. Pair with black ankle boots and tights for a trendy autumnal look. This dress is for sure a staple that you need in your wardrobe for this season.
Boots To Wear With Maxi Dress
The midi and maxi trend is not one you’d want to miss out on. We love the wearability of these versatile lengths, pair them with boots for the colder seasons and create an effortlessly stylish look.
Check out our plus size midi and maxi dresses to wear with boots below.
Add some floral fun to your dresses collection this autumn with this floral print wrap dress, made from a comfortable jersey fabric.
This dress is a must-have for your winter wardrobe, perfect for styling with boots. Featuring short sleeves, a wrap style, and a floral print, this dress is the perfect option for your next brunch with friends.
Add this dress to your collection for the perfect transitional piece. Made from a ribbed jersey fabric it features a lettuce edge hem, long sleeves, a marl design, and a v-neckline.
Simply style with chunky boots for a look you’ll be living in this season!
For an effortless weekend look choose this textured tiered maxi dress. With a shirred upper fabric, long frill sleeves, and a scoop neckline, this dress is set to be on rotation this season. Teamed with boots you have the perfect option for your autumn wardrobe.
Boots To Wear With A Midi Dress
This paisley print midi dress was practically made for dresses with boots season! With long flared sleeves, a tie neck detail, and an elasticated waistband, this dress brings a perfect throw on vibe that will look super stylish with heeled ankle boots.
Refresh your wardrobe this season with this khaki green midi dress. Made from a soft jersey fabric, it features a pocket detail, a ribbed texture, and a crew neck. Pair with ankle boots for ideal autumn elegance.
Dresses To Wear With Cowboy Boots
Dresses To Wear With Western Boots
Sway to the western trend this year and find our dresses to wear with cowgirl boots for a look that will have you looking and feeling your best.
Turn up your western inspired style with this fun pink check textured smock dress, perfect for teaming with a pair of cowboy boots. Made from 100% cotton, this mini dress features an eye catching check print, long sleeves, and a playful tie back detail for added flair.
Pair with our faux suede western boots to complete the look.
This flirty floral shirred mini dress is made to show off your cowboy boots. The shirred upper fabric and floaty long sleeves keep it comfy yet stylish, while the bold red floral print adds a pop of western inspired charm.
Ankle Boots To Wear With Dresses
Ankle boots are a great versatile boot and can be paired with any length of dress for any occasion. Whether it’s classic chelsea boots or heeled faux leather boots for your next evening event you can find the ideal dresses to wear with ankle boots below.
This faux suede pinafore dress is a go to choice for effortless everyday style. With adjustable straps, a buckle fastening, a front pocket, and a sleeveless design, this dress makes the perfect option for your new season wardrobe.
Layer over a long sleeved top and team with chunky ankle boots for a look that you’ll be wearing on repeat this season.
Introduce this lettuce edge tunic dress into your casual collection this season. Featuring lettuce edge hems, a tunic style, a high neck, and long sleeves, this dress is perfect for everyday wear. Pair with flat Chelsea boots for an off-duty look.
Upgrade your workwear looks for this autumn with this metallic pleated mini dress. Made from a comfortable jersey fabric it features a pleated front, a jacquard design, and a metallic thread detail. Team with tights and ankle boots for an effortless desk-to-dinner look.
Dresses To Wear With Knee High Boots
Knee high boots are especially great for the colder season for an extra element of layering. Working great with different styles and colours of dresses you can find a style for any occasion.
Simple and stylish with a touch of playful charm, our new-in bow detail tunic dress was made for knee high boots. The midi length makes it perfect for pairing with knee highs and the bow neckline adds a fun feminine touch to the look.
Update your going out wardrobe with our floral metallic tie neck mini dress.
This curve flattering dress is made from a breathable woven fabric and features a tie neckline, long frill sleeves, and a metallic design. Paired with knee high boots you have a stunning look for your next evening out this year.
Meet your new autumn hero, our burgundy textured check midi dress. Made from a textured woven fabric, it features an elasticated waistband, a crew neckline, 3/4 length sleeves with a tie detail, and is complete in a midi length.
Wear with knee high boots for a style that is both polished and easy going.
Wide Fit Boots
Step out in style and comfort this season with our collection of wide fit boots designed to give you the perfect blend of fashion and all day wearability. From classic ankle boots to statement knee highs, every pair is designed with extra room where you need it most, available in E wide and EEE extra wide fits.
But don’t just take our work for it, our customers are loving them too:
Shop Wide Fit Boots for more must-have styles in UK sizes 4-10.
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!
