Finding The Right Boots For You This Fall

September 26, 2022

With cozy nights drawing in and temperatures dropping, it’s safe to say summer’s over. So, kick off this season by slipping into some of our most stylish fall boots. Whether you’re heading to the hills or glamming up for an evening with friends, we’ve got plenty of style advice to help you find the perfect boot for the cooler, wetter months.

Woman wearing lined denim jacket, T-shirt, jeans & walking boots. Woman wearing hat, quilted jacket, jeans & Chelsea boots.

Choosing the right women’s boots for fall

A pair of tan-brown women's Chelsea boots with debossed detailing.

Chelsea boots

Classic and always on-trend, Chelsea boots are a trusted style when it comes to the fall look. Able to be dressed up with a blazer-jeans-and-shirt combo or dressed down with some light-wash denim and a chunky knit sweater, they’re ideal no matter the occasion. Our Chelsea Brogue Boots are a timeless take on the style and look great with neutral pieces.

Heeled ankle boots

Contrary to popular belief, these are an excellent day-to-night fall boot choice. While many stay away from wearing heeled boots for work, when it comes to play time sling some on with a ribbed knit top tucked into a floaty midi skirt and you’ll look effortlessly fabulous as you go from desk to dinner date. Don’t be afraid to experiment with colors or textures, such as our chocolate Arden Ankle Boots.

A pair of chestnut-brown leather women's ankle boots with buckle straps.
A tan-brown pair of women's leather riding boots.

Knee-high and
over-the-knee boots

Perfect for lengthening your legs (and keeping you warm), knee-high and over-the-knee variations are always an elegant fall boot choice. Whether you’re throwing a sophisticated pair of riding boots (like our Radnor Riding Boots) over some dark-hued skinny jeans and a long slouchy sweater, or wearing over-the-knee boots with a sweater dress, you’ll be channelling some of fall’s coolest looks.

How do I choose the right boots?

There is a wide selection of boots out there and sometimes it may seem like a struggle to decide which ones will best suit your silhouette.

Start by considering how you’d bring together your look. If jeans and pants are your go-to, Chelsea and ankle boots are ideal. However, if frocks take your fancy then you may be more of a fall dress + boots, so go for heeled varieties; whether that’s ankle-height pairs to go with midi or maxi dresses, or knee-high boots for shorter hemlines.

The heel type you choose is also important. Chunky block heels, like our Ali Block Heel Boots, are great for casual or every day, while sleek and slim heels are a great choice for dinners, nights out and special occasions.

Try to experiment with color, too, as fall boots allow you to make a statement with your footwear. While it may be tempting to be cautious with black and deep brown shades, switch it up with fall-inspired tones of marsala and oxblood when wearing leather boots, or an emerald green that would work perfectly on suede or textured leather. If you’re feeling extra-brave, play around with prints, too, be it moody florals or animal prints like leopard.

Woman modelling a layered look with brown Chelsea boots. Woman wearing beanie, knitted tank over floral blouse, jeans & boots.

What are the boot trends for Fall 2022?

Chunky lace-up boots

Whether you’re going to a gig, catching up with friends at a bar or going on a stroll, lace-up boots are a style staple this season. Prepare to look effortlessly cool with a fall dress and boots ensemble, by wearing a floral wrap dress with a chunky pair like our Hamble Hiker Boots. Or, swap the dress for some crisp pants, a plain tee and a trench coat for an edgier take.

A pair of tan-brown leather lace-up walking boots for women.
A taupe pair of women's Western-style boots.

Western boots

This is probably your first go at experimenting with cowboy or Western boots, and that’s because it’s been a while since the style took over runways. However, these boots are most certainly made for walking and can easily turn an outfit from drab to fab in seconds. They look superb with skirts and shorter dresses, and their cut is often super-flattering. Our taupe Lola Suede Western Boots are a great way of easing yourself into the style.

Now that you’ve got our styles and guides, it’s time to bring out those seasonal looks from the back of your closet and update your fall boot collection.

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