Our annual Fall boots article, showcasing 24 trending looks for business, casual and dressy…
When the temperatures start to drop, no look is complete without a great pair of boots (as if we had to tell you that). But in addition to the comfort, there comes the fashion. And this season, from cowboy to combat, there are plenty of options out there to keep your feet warm and cozy all season long.
So let’s get into the trends.
GO WEST, YOUNG (WO)MAN
A cornerstone of festival-wear, boosted by the fashion tsunami of the Y2k trend, western boots will continue to dominate as a staple in our F/W wardrobes. From full-on Swiftie fringing, to classic cowboy, to bring-the-bling, there are no wrong answers here.
Starting with a cool micro-trend of the western boot. Called the “hooded” western boot, this footwear is surprisingly versatile, and will look as stunning with your knit mini as they will paired with a denim maxi.
Cato, Hooded Western Tall Boots $59.99
An absolute classic of a boot, you’ll have a difficult time finding an outfit that won’t go with these mid-calf beauties.
Ganni, Mid-Calf Western Boots $518
A fringe this good deserves those jeans to be tucked in…
Aquazzura, Marfa Suede Boot $599
(on Sale NOW from $1,050)
COMBAT READY
Comfort with a touch of edge, the combat boot remains a popular choice as we stomp headlong into the oncoming months of slippery sidewalks. A word of note – this season’s preferred look is clean and classic (no logomania, no super-duper mega lug chunking).
All the commanding presence of the classic lace-up, with the convenience of a quick, side zip.
Windsor, Tough Girl Chic Platform Combat Lug Booties $40.90
A chunky cute combat boot with a vegan soul (and sole too)…
Palladium Boots, Pampa Re-Quilted Boots $100
Of course, we’d be remiss if we neglected to include the one and only, Dr. Martens. Here’s the coveted boot re-envisioned in on-trend burgundy.
Dr. Martens, Lace Up Leather Boots $164
(on Sale NOW from $205)
RETURN OF THE MOTO BOOT
Like all things fashion, this fall seems to be the beginning of the new cycle for the cult classic, moto boot.
The classic…
Coconuts, Mac Moto Boot $50
(on Sale NOW from $100)
This version by Matisse is a nice glow up in rich brown suede…
Matisse, James Moto High Boots $100
(on Sale NOW from $200)
With its exaggerated shaft, this moto bootie by Ganni is a real show-stopper…
Ganni, Biker Boots $175
(on Sale NOW from $500)
ANKLE BOOTS
It’s not like they were ever out of style, but with the transition from summer to fall comes the return of the beloved ankle boot. While the colors and styling reflect this season, the silhouette remains eternal.
Case in point – the ankle boot visits slouchy country this season…
beek, Quail Saddle Leather Ankle Boots $395
The archtypal, sleek black bootie, freshened up in this season’s trending pointed toe.
Spring Step, Itilia Booties $109.95
Looking for a way to play around with this F/W kitten heels? Give this pretty bootie a shot.
Matisse, Beige Gabbie Ankle Boot $215
RAIN BOOTS, BUT MAKE IT MODERN
The humble rain boot has been making quite the splash (oh the puns begin again) these past seasons. As we head into fall however, we’re seeing the new versions that are now nearly indistinguishable from your other modern boot silhouettes.
Case in point, this waterproof tall boot by Henry Ferrera…
Henry Ferrera, Andrew Suede Style Rain Boot $62
Not only is this boot waterproof, it’s also eco-friendly with recycled PET plastic to create the upper and repurposed foam and polyester in the lining.
Palladium Boots, Pampa Travel Lite + WP $150
Made from PVC, these navy blue chelsea booties, with the sweetest little bow on the back, may very well have you literally singing in the rain…
Bernardo Briton, PVC Rain Bootie $99
(on Sale NOW from $165)
Matisse, Annie Rain Boot $60
BENDING THE KNEE
The jury is still out on over-the-knee, but for certain knee-high boots will continue to add that element of drama to your awesome autumn outfits.
A little slouch will go oh-so well with a posh midi…
Journee Collection, Rebecca Tall Boots $46.74
The classic if ever there was one, this will look amazing with a fitted sweater dress.
Boston Proper, Tall Leather Heeled Boot $99.98
These dark cherry beauties are a great way to rotate in this fall’s wider leg
Via Roma 15, Leather Boots $370
FOREVER CHELSEAS
It’s true, our obsession with the chelsea continues into another season. There’s just something so approachable, yet edgy about them.
Parisian brand The Kooples gives us chelseas with a touch of rock and roll…
The Kooples, Chelsea Boots in Black Leather $520
This cool, gray customer is the universal neutral your fall wardrobe is craving…
Birkenstock, Highwood Slip On Mid in Graphite $200
These G.H. Bass chelseas are the perfect shade of toasty autumnal brown…
G.H. Bass, Chelsea Suede Buc $89
(on Sale NOW from $155)
DREAMY CREAMY BOOTS
Despite what some might consider a misnomer, white boots for autumn have been popular for several seasons now. This year, we’re giving our love towards cool ivory, light toffee, and off-white shades.
This cool, ivory customer will absolutely complement all your autumnal shades.
Windsor, Must-Have Under The Knee Croc Faux Leather Boots $44.90
Looking for somethings slightly more rugged to amp up your street wear looks? These creamy colored army boots will do so in masterful style.
Palladium Boots, Pampa HI $63 (on Sale NOW from $70)
Finally, these off-white wonders from Birkenstock have so much visual interest, you may have a hard time not staring at your feet.
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