Sorry! We can't seem to find what you’re looking for.
Shop The Latest Styles
Designed For Tall Women
Just Arrived: Spring '23
Shop The Collection Today
Spring Clearance: Now LIVE
Shop Up To 70% Off
Offers & Multibuys
Shop Now
Are You A Member?
Sign Up To Our Emails For 10% Off

How to Wear Boots with Dresses


back to blog

Wondering the best ways to style your favourite dresses with boots? Then look no further! We have put together the ultimate style guide on how to wear boots with dresses. Whether you are looking at midi, maxi, or tea dresses we have included all of the varying ways you can include some boots into your head turning dress outfits. From knee high boots to classic trend-led Chelsea boots, discover how to style your dresses this coming season.

Things to remember when styling dresses with boots:

  • Boot to dress style: it may be an obvious one, but what we mean by this is to keep your dress in the same style range as your boots, for example leopard print boots might not be a good match with your smartest dress.
  • Dress length: when wearing over the knee length boots there should be a small gap between the end of the hemline of your dress and the start of your boots.
  • Tights or no tights: If the weather allows and the dress code isn’t so formal you can choose whichever is best for you.
  • Add some flare with your tights: following on from the latest trend-led addition to hosiery, you could always include an extra pattern or texture to your outfit by adding some playful tights, such as animal print or polka dot designs.
  • Mix and match with colour: It’s always best to add some colour to your outfit with either your dress or boots or better yet with a statement bag to tie your outfit together.

How To Wear Boots With A Dress

How to Wear a Midi Dress With Boots

A midi dress is where the hem finishes in between your knee and ankle, therefore styling with your favourite pair of boots is easy. Midi dresses are certainly one of the most versatile, whether you’re heading to a fancy event, the office, or needing something comfy to head to a coffee date in, midi dresses are perfect for all occasions.

Brown Ribbed Split Front Dress | Black Suede Block Heel Boots

Chelsea boots are pair with a midi dress. This classic boot style is everything your collection needs. Keeping up with this trend-led look midi dresses and ankle boots are effortlessly stylish and an outfit that you can wear with confidence.

Navy Blue Spot Tie Sleeve Midi Dress | Cream Heeled Over The Knee Boots

Knee high boots are this season’s must-have footwear for their feminine and fashionable look and another perfect way to style your midi dress. Knee high boots will instantly elevate your outfit and are perfect to pair with your favourite midi dress in a floaty polka dot design. Featuring 3/4 length tie sleeves and flattering wrap front, this dress and boot outfit is perfect for the transitional season.

Shop midi dresses.

How to Wear a Wrap Dress With Boots

Wrap dresses are a must-have for flattering your figure with their tie waists; perfect for cinching you in at the waist and slimming out your torso. Whether you are heading out for date night or need to upgrade your work wardrobe wrap dresses are an ideal statement piece.

Black Leopard Print Midaxi Wrap Dress | Faux Leather Biker Jacket | Black Croc Chelsea Boots

Flat boots whether in combat boots or Chelsea boot designs are easy to style with wrap dresses. These are boots you can rely on for any occasion. Layer with your favourite leather jacket and midaxi dress to bring this outfit together.

Shop wrap dresses.

How to Wear a Maxi Dress With Boots

Maxi dresses are naturally comfortable in knitted fabrics and are light and breathable. With their gentle flares and scoop necklines, maxi dresses are a much loved classic style of dress in varying designs and can be easily paired with boots.

Black & Red Floral Print Maxi Dress | Black Chunky Lace Up Boots

Knee high boots or chunky boots are the go-to for longer maxi dresses. If you’re looking for a smart but stylish vibe, look to western boots with a pointed toe and take full advantage of their elongating look. However, if you are looking for a taller boot try our knee high boots. Knee high boots are functional and classy, partner with your favourite shoulder bag for a look you can wear with confidence.

Shop maxi dresses.

How to Wear Tea Dress With Boots

With their v-necklines, and comfortable, floaty material, tea dresses are one of the most elegant styles of dresses. Whether you’re staying in or heading out for a girl’s night, the vintage tea dress comes in seasonal prints and designs that give it a modern touch.

Black Ditsy Floral Midi Dress | Wine Red Croc Block Heel Boots | Faux Leather Biker Jacket

Look no further than our selection of ankle boots, perfect for styling with tea dresses. Discover a variety of staple styles from classic lace-up ankle boots to heeled black boots you can find a style you’ll love. We recommend styling with our wine red croc block heel boots and a faux leather jacket to bring this show-stopping outfit together.

Shop tea dresses.

How To Wear A Shirt Dress With Boots

Tall Blue Denim Shirt Dress | Black Croc Block Heel Boots

Perfect for the transitional season, look to this stunning shirt dress made to fit your taller frame. This denim shirt dress is made from a soft cotton blend fabric with added elastane to ensure a comfortable fit. With a button through fastening and adjustable tie waist this longer length dress can be effortlessly styled with heeled boots in a must-have croc design. Featuring a block heel and a secure zip fastening you can’t go wrong with this easy styling!

Shop shirt dresses.

Best Boots for Women

It’s always good to invest in a pair of boots that will last all year round, but most importantly look great with any outfit. Our range of boots come in wide and extra wide fit and in UK sizes 4-13 to fit all of our tall women.
Whether you prefer a heeled kitten boot or block heeled boot, we’ve got suede and leather styles, or, wanting some knee highs for your killer outfit, find stretch ones for extra comfort. Chunky or flat Chelsea boots are made for all occasions complete in a platform slip on style. You’ll find large size boots for women here.

Black Suede Block Heel Boots | Wine Red Croc Block Heel Boots
Black Over The Knee 50/50 Suede Boot | Black 50/50 Stretch Over The Knee Leather Boots
Black Metal Trim Chelsea Boots | Tan Brown Metal Trim Chelsea Boots

Shop our range of boots for tall women.

Found the perfect way to style your dress with boots? Show us over on socials using the hashtag #ImWearingLTS – you might even get featured!