Booting Up! – 20 Best Trending Fall Boots for 2022

Back by popular demand, welcome to our annual Fall boots article, showcasing 20 trending looks for business, casual and dressy…

After this latest round of melting heat, we are soooo ready to say adios to those summer sandals and hello to cool, breezy fall boots. This season welcomes the return of some iconic pieces as well as the warm embrace of newer silhouettes, and of course, some bold concepts for the true fashionmonger.

First off, let’s be honest – sometimes fall weather can be kinda gross. Rainy slick sidewalks, puddles of unknown material and depth, and of course the mud. So it’s not surprising that rubber rain boots continue to be a repeat favorite every year. This season we’re not quibbling over tall or short – all heights are welcome, especially when they come in fun color pops and matte finishes. Case in point, these phenom Jimmy Choo half boots that will have you humming a *certain* Prince tune on a rainy day.

Jimmy Choo, Yael Flat Rain Boots $325

Looking for your new wardrobe staple? On-trend platform soles and dramatic heels make these perfect with everything from your mini skirt to wide legged jeans. The soft matte nubuck material lends a versatility and ease with just a hit of bling courtesy of little rhinestone charms just below the cuff. YW.

Windsor, Bow Beauty Nubuck Platform Booties $40.90

Simply put, the Chelsea will never go out of style. But this season’s update has a slightly taller shaft height. This one from M. Gemi hits the right note, and we’re loving the adaptation with the stacked heel. If you’re dreaming of this one, better grab a pair fast. These handmade, Tuscan Italian lovelies are limited edition only.

M. Gemi, The Ravenna in Tan $348

This season’s fem-power booster boot is the Platform. These stomping beauties from Sam Edelman suggest power and presence…and pink (hey there Barbiecore fans, your boots await).

Circus NY, Kia Lace Up Bootie $120

These knee-high nudes from Windsor are giving us serious autumnal vibes. Pair these with your fav tweedy skirt and a roomy boyfriend blazer for a look that reads chic and effortless.

Windsor, Babe In Pointed Toe Boots $42.90

Looking to hop in the saddle with this season’s Horse Girl obsession? These low ankle booties from The Kooples have the triple western strap you’ve been craving.

The Kooples, Low Ankle Boots $231 (on Sale NOW from $385)

Or if your Horse Girl leans more equestrian than western…

Bruno Magli, Agnese Knee-High Boot $695

Or for those who are “all in” on their Space Cowgirl look…

Lulus, Vaylyn Silver Mid-Calf Boots $47

Proving hybrids aren’t just for cars, this season’s sneaker-boots really channel the best of both footwear. These comfy, multi-textural ones from Inkka prove this point precisely. Handmade construction, with authentic patterns made by artisans around the world. This brand is also part of the OneShoeOneTree project that partners with Trees For The Future, so for every shoe purchase, a tree is planted.

Inkkas, Woods Camping Boot $149

Woven textures are showing up everywhere…and we do mean everywhere. These gorgeous green rain boots can attest to this. But don’t worry about getting this woven wet, it’s made from the 100% waterproof material as the boot itself.

Melissa Shoes, Campana Boot $53.99

Because apparently we didn’t get enough with our puffy jackets and puff purses, now we see the onset of the trending puffy boot (Teva’s are made with recycled materials, natch)…

Teva, ReEMBER Mid Boot $67.46 (on Sale NOW from $99.95)

For all the mini skirts and dresses you’re planning to take into the fall season with you, a pair of over-the-knees is simply simpatico.

Lulus, Rowee Light Faux Croc Over-the-Knee Boots $25

The love of Fuzzy moves into footwear with this season’s shearling boots. For the record, these fellows from Walk With Me are fabulously faux.

Walk With Me, Summit Suede Boots $59.95

Wearing ski boots nowhere near a mountain range may seem unusual, but that’s precisely what high end designers are pushing, as last season’s dabbling in après ski fashion has become this season’s pure obsession.

Karl Lagerfeld, Pavan Boot $159

On the flip side, we have the form-fitting fashion wave, giving us skin tight shafts in all manner of lengths and colors. These ruby red booties from rag & bone will add sartorial elegance to any outfit, but you’ll find them exceptionally fetching with your high-rise, wide leg, ankle length jeans and slacks.

rag & bone, Brea Boot $550

Two-toned boots? Definitely a thing. Especially when you pair them with a sassy, square toe, like Sam Edelman does.

Circus NY, Lauren Boot $120

We’re always a sucker for architectural heels, and this season is quite the feast. These lavender lovelies from the popular Korean brand, Yuul Yie, are a study in languid luxury.

Yuul Yie, Dollie Heeled Boots $595

Remember Sock Boots? They’re baaaaaack. And while their look can be galvanizing, it’s impossible to argue the hygge feel of sliding them on. These robin blue beauties from CamperLab are surprisingly versatile and will look amazing as a color pop against those more moody autumn colors.

CamperLab, New Season Traktori Sock Boots $330

Another return visitor? Wedge heeled techno boots. These creamy cuties from Off-White are as much a conversation piece as they are an investment piece…lucky you, we found them on sale.

Off-White, Dolls Leather Wedge Boot $967.99 (on Sale NOW from $1,390)

And for our last lovely to round out our list – the returning GOAT of F/W fashion…the Timberland boot. From J. Lo to Rihanna these iconic waterproof stompers are instantly recognizable in their wheaty yellow leather. And while the traditional flat heels will do you just fine, why not upgrade to this season’s spin with it’s chunky 2.25″ heel?

Timberland, Kinsley 6″ Waterproof Boot $139.95

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