27 New Season Dresses You Can Wear With Ankle Boots

Dresses you can wear with ankle boots are simply essential at this time of year! After all, temperatures are dropping fast and so is the rain, but fear not. We’ve sought out 27 unbelievably beautiful dresses and they’re all crying out to be styled with your go-to footwear. From Oxford and biker style day looks to heeled and pointed designs after dark. Every pair of boots you own will find their ideal partner right here. To make sure this happens, you’ll find a great mixture of styles whilst browsing our latest edit. Those that love playful, shorter hems are taken care of, as are those who love sweeping floor-length skirts. These dresses will take you seamlessly from day to night, no matter what your plans are for the season ahead!

REFORMATION Avalon Dress
OTHILIA Cindy Maxi Dress

Season Staple Dresses You Can Wear With Ankle Boots

Dresses you can wear with ankle boots are even more invaluable when you can reach for them on repeat! That way, they not only match perfectly with your go-to winter footwear, but they’re also versatile for so many occasions. Take the Tasha smocked mini dress by Maeve, for example. We all know LBD’S can be easily dressed up for an evening out and this one’s no exception. Additionally, styling this dress with lace-up boots and layers will make for a super-chic day look also!

If you only have one denim dress in your closet, make it the Minka denim shirt dress by Boyish. This gorgeous button through mini has long sleeves and an incredibly flattering waist. Additionally, it looks as good with bare legs as it does with tights for cold weather days. Wear it as is, or, add a belt to further define your silhouette, However you wear it, make sure to add ankle boots for the perfect finishing touch.

Statement Dresses You Can Wear With Ankle Boots

We all love to make a statement and these unforgettable dresses you can wear with ankle boots are perfect for just that! Firstly, the Tonya dress by Ba&sh should be top of your wishlist. Its sumptuous autumn color palette alone is enough to have you head over heels in love! Additionally, this A-line dress falls to the perfect length for showing off your new ankle boots.

Meanwhile, classic prints can also make a huge impact. Need proof? Take a look at Porridge’s Penny gingham dress! This adorable long-sleeved mini has blouson sleeves, a chic, high neckline, and a voluminous frill detailing on the front and back of the bodice. All of these elements, combined with the flounced hem skirt, make for a truly memorable silhouette. Style yours with ankle boots and enjoy its seasonal cream and brown shades all autumn long!

Shop All Dresses You Can Wear With Ankle Boots

BOYISH Minka Mini Denim Shirt Dress
BA&SH Little Robe Dress

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