The 31 Best Fall Boots For Looking Chic All Season Long

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Autumn fashion two women in trendy clothes coat, high boots, bags . Street style outfit

When the weather turns crisp (or even if it doesn’t) the best fall boots are style staples you’ll look forward to pulling out once Labor Day hits — if not before. They’re not as light and breezy as spring boots, and they have less insulation than winter pairs. Most of them will hug the ankle since fall weather is variable by nature, but certain tall boots are just as much of a seasonal necessity, offering warmth and style in equal measure.

How To Find The Right Fall Boot For You

Textures and prints like suede, plaid, and sherpa promise to feel especially cozy when you’re pulling out cold-weather gear. It’s a good way to feel stylish if you don’t want to experiment with trends, but for more runway-driven looks, there are fashion-forward fall boots options that will tempt even the most classic at heart. Slouchy over-the-knee boots are more relaxed than previous iterations, and cowboy boots were spotted on celebs and tastemakers before taking over Tik Tok. Lug sole boots and Y2K trends are also much in favor, and influencers are proving they’re surprisingly wearable.

Then again, after a season in storage, certain fall must-haves can’t help but feel new again. Traditional fall styles such as waterproof duck boots, equestrian boots, and a flat black ankle boot will always serve you well. Depending on your lifestyle, that might also include a pair of hiking boots, some party-ready stilettos, or even a casual wedge. And some fall boots will serve you well year-round, like combat boots and pretty much any version of the Chelsea or Western style.

From high-quality basics to trends just off the press, these are the fall boots you’ll wear on repeat this season.


An Editor Fave: This Chelsea Boot With A Chunky Sole

These pull-on boots are a true fall staple with their classic Chelsea boot style — plus they’re easy to slip on, no lacing required. The chunky sole and low heel adds some stylish edge to these otherwise straightforward boots, while the padded footbed helps to support your foot. This boot is a favorite of Associate Commerce Editor, Anna Anderson. “With thick, statement-making lug soles, these Chelsea boots are exactly what you want to slip on when you want to feel one-part Beatles and one-part New York punk,” she says, adding, “I wear them with denim on the daily, but I also love pairing them with a pretty floral maxi dress.”

A glowing review: “I was worried to buy because of my wide foot but the shoe ended up fitting perfectly. The bottom is very sturdy and I always get compliments on them.”

Available colors: 4 | Available sizes: 5-12


A Heeled Chelsea Ankle Boot That Elevates An Outfit

This heeled ankle boot from Dirty Laundry is a true day-to-night pair. With a chunky lug sole, stacked heel, and slight metallic sheen, these slip-on ankle booties make an outfit pop. The 2 3/4 inch heel is steady on a wide base with a treaded sole that makes them surprisingly wearable, yet still a solid fashion-forward choice for evenings out.

A glowing review: “I wanted a chunky lower heel (under three inches) that would be easy to dress up or down with pants or dresses and that were not completely platforms but still chunky...these are absolutely perfect!”

Available colors: 8 | Available sizes: 5-11


This Chic Budget Boot That’s Incredibly Well Made

These J. Adams boots have garnered an underground following for their affordable quality and ultra-classic style. The Zuma boot is offered in a fairly expansive selection of colors and imitation leathers, including black croc, blue suede, and snakeskin — plus plenty of other seasonal favorites (whether you’re looking for staples or statements). They’re well-padded with a soft foam footbed and fabric lining, plus a low-profile ankle zipper to ensure a close fit that’s still easy to get out of.

A glowing review: “They literally make the outfit!! I’ve gotten so many compliments and the outfit was just the jeans and whatever top I throw on and these boots!”

Available colors: 8 | Available sizes: 5.5-11


The Classic Flat Ankle Boots You’ll Wear Constantly

Think of these simple ankle boots as a classic for your fall capsule: a casual, comfortable staple that’s nearly always appropriate. The Dr. Scholl’s Rise boot is one you won’t mind wearing often — its memory foam cushioning system offers enhanced rebound and support with every step. The zipper is both decorative and functional, with a hidden elastic ankle gore so they slip right off. Choose your go-to pair from five classic faux suede options.

A glowing review: “I've tried many different brands and never found one that fit just right until I found these! I wear them about everyday to work. Comfort beyond belief. They don't bind or pinch your toes.”

Available colors: 4 | Available sizes: 6-11


A Leopard-Print Bootie That Goes With Everything In Your Closet

Thanks to their universally neutral palette, animal prints are an easy way to introduce a pop of pattern. These vegan Western booties come in multiple leopard and snakeskin options — whether you’re looking for a printed pair or a more subtle accent. Their ankle-baring cutaway makes them easy to slip on or off without having to bend down, although there’s a heel tab if you need it. The heel is 2.75 inches, making them wide and walkable. Some shoppers recommended sizing down for more wiggle room.

A glowing review: “These boots fit like a dream and are perfect for wide ankles.”

Available colors: 8 | Available sizes: 5.5-11


Some Knee-High Stilettos In A Luxe Croc Pattern

A knee-high stiletto boot is a power look that works for so many occasions. This pair comes in a nice variety of hues from the rich brown featured here to the more statement-making powder blue. The heel height clocks in at 3.34 inches, but the built-in shock absorption helps balance that out. In PU leather and a wearable knee-high height, these boots will be the finishing touch for so many of your autumn looks.

A glowing review: “I struggle to walk in stiletto heels (I typically only purchase block, low heels) but find these so easy to walk in and so flattering.”

Available colors: 10 | Available sizes: 5-15


These Flatform Boots With A Sporty Lug Sole

This Rihanna-approved designer boot is exactly as futuristic and fashion-forward as you would expect a PUMA x Fenty collaboration to be. The sleek leather upper and aggressive tread channel athletic street style with a twist. The rubber platform absorbs impact and provides incredible traction on wet surfaces, with a deep tread you can see coming from a distance.

A glowing review: “They’re awesome! I have wider feet and these are extremely comfortable. My only quip is you have to really squeeze your foot through the top but once they’re on there’s no issues.”

Available colors: 1 | Available sizes: 6-8.5


The Fall Boot Trend That’s Taken Over TikTok

Love ‘em or hate ‘em, cowboy boots are one of fall’s definitive trends this year. The style made its way from celebs like Kendall Jenner to viral social media fame as influencers snapped up the Western icon. This wearable version of the fashion statement has tonal stitching on the faux leather upper, with two subtle tabs at the top so you can yank them on. Multiple fans were amazed by how comfy they were out of the box.

Not seeing the color you want? This pair from a different brand also has rave reviews.

A glowing review: “They are super comfortable. I actually walked over 2 miles the first day I wore them with no sore feet at all.”

Available colors: 8 | Available sizes: 6-11


These Slouchy Over-The-Knee Boots Having A Moment

If you’re looking for a less-expected alternative to the classic Highlander style, the fall runways served up slouchy over-the-knee boots that feel a bit more relaxed than sleeker fits of years past. Amazon shoppers love this boot in particular because it offers editor-approved style that comes in multiple colors and leather types, so you’re sure to find a staple. The shafts zip their full length and offer a bit of adjustability through decorative (though functional) laces and shiny metal buckles. A nearly flat heel on the rubber sole feels secure underfoot in wet weather. Also a big hit among fans? Their plush fleece lining with a deep pile.

A glowing review: “Material is super soft and the faux fur on the inside is lovely and keeps my cold feet nice and warm. Definitely will be getting an additional pair in another color. Literally I could not be happier with this pair.”

Available colors: 11 | Available sizes: 5-12


Some Open-Toed Booties For Warm Fall Days

For warmer days when sandals don’t quite feel appropriate but knee-highs are out of the question, these open-toe booties are stylish transitional shoes. The perforated vegan leather uppers offer coverage that feels light and airy, with a large Velcro heel tab for the easiest on and off. A low 2-inch heel isn’t too high for casual outfits but still feels dressier than flats, and with rubber outsoles, they’ll be hardy on any surface.

A glowing review: “I can honestly say, I am not a heels person but these heels are perfect. The height is comfortable as is the material. I've been wearing them for a whole week at work and no blisters or sore feet.”

Available colors: 10 | Available sizes: 5.5-11


An Iconic Hiking Boot In Full-Grain Leather

For rugged, rustic style that’s built to last, it’s hard to beat a Timberland boot. Their full-grain leather uppers are fully waterproof with sealed seams (including the tongue) so not a drop gets through, with rust-proof hardware that can handle the worst kinds of weather. The interior is lined in mesh so toes stay sweat-free, and a removable padded footbed provides incredible cushioning. The ankle is padded, as well, to protect the Achilles, and the rubber lug sole can navigate trails or snow when you leave the urban jungle. If you want a stylish boot that can go to the farmer’s market or hike a summit, add this one to your cart.

A glowing review: “They are my favorite go to boots for the unpredictable winters in Missouri. Snow or rain, they don't fail.”

Available colors: 22 | Available sizes: 5 — 11 (regular and wide)


These Square-Toed Boots For Leaning Into The ‘90s

Squared-off toes and block heels feel particularly fresh and this midi boot has shoppers impressed, citing their excellent quality and comfort. Taller than an ankle boot but not too high to pair with longer skirts, the buttery faux leather and geometric lines give it a timeless appeal.

A glowing review: “These boots are INCREDIBLE. The material is supple and doesn’t cause any blistering. The heel is so easy to wear, I wear these all day and all night sometimes and there is zero discomfort. Such high quality boots for a considerably low price.”

Available colors: 5 | Available sizes: 5 — 13


A Classic Pair Of Lace-Up Combat Boots

If the Timberlands were out of reach for you, these could be an alternative worth considering. The combat boot is another utilitarian fall signature, and this one comes in both faux and real leather options within the same listing (the faux leather quilted version is featured here). No matter which version you prefer, fans were pleased to note the boot’s astounding durability, with latex padding and a lug sole going a long way towards hard-working traction and comfort.

A glowing review: “I love that they zip up as I HATE lacing boots up every time I put them on. The hidden pockets are perfect if you want to wear clothes without pockets but you want to keep your key, ID and some cash on you.”

Available colors: 6 | Available sizes: 6-11


These Y2K Platform Boots That Are Gen Z Approved

If you’re ready to dig into early ‘00s trends, these platform boots are a great entry-level purchase that you can wear long after the fad expires. They toughen up any outfit, and with a thick rubber sole, they’ll be comfortable when you’re on your feet all day. That said, shoppers reported they were surprisingly light given their chunky sole. They also come in a seriously impressive range of colors, including faux hikers and neon options. If you’re wondering how TF to style them, keep the rest of your outfit classic to balance out the shoes and let them shine.

A glowing review: “Got these for a festival and was floored by how lightweight they were! Still very durable but not so heavy which was great for lots of walking. Nice sturdy platforms, held up well to lots of dancing and jumping, and I got tons of compliments on them.”

Available colors: 11 | Available sizes: 5.5-10


Some Sleek Over-The-Knee Boots That Look Expensive

Another trend that has since become a classic, these over-the-knee boots received rave reviews from fans for their leggy fit that channels high-end pairs for a fraction of the price. They’re a genuine bargain, too: Not only are they well-made, they’re also astonishingly comfortable. Stretch suede promises not to sag, with a discreet calf zipper so you don’t have to fight them off at the end of the night. A latex padded footbed cushions every step and makes them comfortable to wear for hours. Choose your heel height — both 2-inch and 3-inch options are available within the listing — then try narrowing it down to just one color. With the best selection of transitional shades, you’ll be tempted to grab a few.

A glowing review: “They are elegant, easy to put on with the back zipper, and affordable. I had to take them off going through security at the airport, probably because of the zippers, but they were easy to get off and back on again in a hurry.”

Available colors: 28 | Available sizes: 5.5-11


A Timeless Pair Of Leather Riding Boots

Equestrian fashion is a perennial favorite, so why not invest in a quality pair of leather riding boots? Sam Edelman’s Penny boot has spot-on show-jumping accents, but it was built to look sleek on sidewalks. Noteworthy details include a curved shaft and pull tab with zippered convenience, plus a protective snap to keep them securely fastened in the saddle. (Or running to the train.) Shoppers with wide calves were thrilled to find a boot that kept them in mind, with wide calf options listed as separate color options.

A glowing review: “So I've owned 4 pairs of these boots and wouldn't hesitate to buy them again. I even wore them on a trip in NYC and walked literally 70 blocks in one night in them, comfortable the entire time.”

Available colors: 6 | Available sizes: 4-9 (regular and select wide)


And These Gorgeous Knee-High Boots With A Monogram

Franco Sarto’s knee-high riding boots also have equestrian appeal but with some gorgeous details that make them street-ready. They’re made from buttery leather with a cozy interior, thanks to the extra padding on the insole. The zipper is tucked inside each calf, and the only embellishment comes in the form of a subtle monogram stamped into the leather. Inside, you’ll find a soft fabric lining designed for breathability. The rubber sole is flexible yet sturdy. Some shoppers thought the leather was a little stiff, but it broke in with a couple of wears. (As leather tends to do.) Wide calf options are available within the listing by color choice.

A glowing review: “I love that the larger shaft actually gives my calves room! The boots are comfortable, well made and look great with a dress or leggings and a tunic. [...] These are perfect and flattering.”

Available colors: 8 | Available sizes: 5-12


These Toasty Warm Ankle Boots With Faux Fur

On chilly mornings, reach for these cozy ankle boots. The faux fur lining is ultra-plush and adds seasonal texture. The stompers come in rich neutrals and jewel-toned faux leathers and suedes, including navy and wine, that look gorgeous any time of year. The rubber sole is deeply gridded, so you can count on waterproof traction.

A glowing review: “I walked 5+ miles to go see a comedy show in the pouring Seattle rain during November, and my feet stayed surprisingly dry and comfortable all night! On the flip side, they also handled a walk through 3 inches of snow with absolutely no problems!”

Available colors: 10 | Available sizes: 4.5-13.5


A Pair Of Sleek Wedge Boots That Are Easy To Dress Up

If you need a boot with stable lift that can go to the office and beyond, these wedge ankle boots are a stylish option in faux suede. They’re ultra-classic with a seamed forefoot and gold zipper as the only embellishment, and they add some authoritative height with a 2.75-inch wedge. The padded footbed is cushioned and softly lined for all-day comfort, with a heel tab and hidden functional zipper to help you get them off at the end of the day.

A glowing review: “Love the wedge, so easy to walk in. I’ve worn these to several meetings and out on date nights and my feet did not hurt after wearing them.”

Available colors: 6 | Available sizes: 5-11


A Classic Stiletto Boot That’s Sharp AF

These sharp stiletto ankle boots are your cold-weather version of the classic pump. They’re sleek, sophisticated, and can be paired with almost anything in your closet. Microfiber faux suede gives them a soft matte finish with an angled top line that’s subtle yet eye-catching. The 4.3-inch heel is undeniably high, but a rubber outsole guarantees nonslip grip to keep you steady and a back zipper allows for easy removal when you’re ready to kick them off at the end of your night. “Actually quite comfortable considering the shoe design. Bought for a costume but now will wear with nice outfits,” a shopper confessed.

A glowing review: “Actually quite comfortable considering the shoe design. Bought for a costume but now will wear with nice outfits.”

Available colors: 5 | Available sizes: 6-11


A Preppy Duck Boot With 8,000+ Five-Star Ratings

Sperry’s waterproof Saltwater boot is an iconic duck boot that deserves a spot in your fall footwear lineup. The signature rubber boot sports nonmarking soles with traction optimized for wet surfaces with rawhide laces just like the brand’s OG boat shoes. The uppers come in leather, wool, quilted, and puffer materials, all lined in microfleece with a layer of cushioning underfoot.

A glowing review: “Yes, you absolutely want these! I have worn these boots to do a massive landscaping project, raking up holly leaves, and blackberry vines they did AMAZING!”

Available colors: 54 | Available sizes: 5 — 12 (regular and select wide)


A Chic, Western-Inspired Ankle Boot

Maybe it’s the sharp lines mixed with earthy appeal, but there’s something about a short cowboy-inspired boot that feels pitch-perfect season after season. The Drop’s Sia boot is an influencer-inspired shoe that’s poised to become a repeat in your wardrobe with cowboy-inspired vamp and a seamed ankle panel. The moderate heel adds lift without veering into stiletto territory, while a hidden zipper and pull tab makes them easy to get on. Inside, they’re lined and well-padded like a high-quality boot should be. “These are of high quality and are super comfortable. These are the type of boots I could wear all day,” a fan gushed.

A glowing review: “These are of high quality and are super comfortable. These are the type of boots I could wear all day.”

Available colors: 5 | Available sizes: 5 — 13 (regular and select wide)


Some High-Heeled Boots That Are Easy To Walk In

Yes, they do exist: dressy heeled boots that won’t leave your feet aching or cold. These block heel boots are thicker than a stiletto for stability but still chic and sleek thanks to a sharp pointed toe. Inside is a silky faux fur lining that adds plenty of warmth.

A glowing review: “They are super comfy, the faux fur lining gives extra cushion, and they are the perfect height.”

Available colors: 15 | Available sizes: 5 — 12


These Studded Chelsea Boots That Take No Prisoners

Punk rock meets glam rock in these studded Chelsea boots with their glittering spike toe and rivet trim gilding the elastic stretch ankle gore. The thick lug soles feature plenty of tread in waterproof rubber. With a 1-inch platform and 2-inch heel, they’ll feel closer to flat boots despite the elevation. Don’t miss the metallic rose gold option. (You’re welcome.)

A glowing review: “I am obsessed with these! They went on no problem, they have plenty of stretch and they are so comfortable.”

Available colors: 5 | Available sizes: 5 — 11


The Royal-Approved Rain Boot That Can Handle Some Snow

A good rain boot is a must-have any time of year, but especially during the soggier months when staying dry is essential for keeping warm. Opting for a taller boot gives you the leeway to wear it through winter, and investing in a good pair is well worth it in this case. Meghan Markle’s go-to rain boots are handmade from vulcanized rubber with a wicking liner so feet stay dry inside and out. I’ve personally worn these several years in a row to climb city snowdrifts, where they kept my feet surprisingly warm under a couple pairs of socks. (The traction is good, too.) They’re sturdy, practical, and they last for ages so you get a good return on the British heritage investment.

A glowing review: “I have had this pair of Hunters for going on three years now, and I cannot say enough about them. The biggest testament to their comfort: I walk about 4.5 miles to work each day (round trip) even in the rain/snow, and these boots are just as comfortable on the last mile as they were on the first.”

Available colors: 21 | Available sizes: 5 — 11


The Cutest Plaid Hiking Boots

You’ll fall hard for the plaid trim on these stylish hiking boots, but their surprisingly sturdy construction is a nice bonus, too. They’re made from waterproof synthetic leather with sealed seams, so your feet stay warm and dry in any weather. They come with an extra layer of cushioning in the form of removable padded insoles that are easy to swap out.

A glowing review: “I LOVE these boots!! I live on a small farm so have to be outside quite a bit in sometimes muddy ground. I also use these boots for hiking, and they hold up great!”

Available colors: 4 | Available sizes: 6 — 11


These Fierce Stiletto Boots In Glossy, Embossed Faux Leather

These embossed croc ankle boots with a razor-sharp heel and pointed toe are a wardrobe power move. A padded insole makes them feel surprisingly comfortable given their nearly 4-inch lift, and the rubber sole adds nonslip traction for extra stability. They lace up the front, giving you wiggle room for adjustments, with a zipper inside the ankle so you can slip them right on and not have to retie the laces.

A glowing review: “These shoes are so comfy and so pretty. I wear them all the time for work or just a casual day/night out. Definitely recommend.”

Available colors: 2 | Available sizes: 6 — 14


These Tassled Wedge Boots With Comfy Memory Foam

Comfortable, stylish shoes with a hint of lift and plenty of stability: Dr. Scholl’s makes a cute wedge boot that does it all. The Dakota is made in seasonal faux suede along the lines of a desert boot, with a bouncy footbed lined in cooling memory foam that cushions every step. The laces offer forefoot adjustability, and the tassel trim is a nice brogue-like touch that adds texture and movement. At just 8 ounces each, they won’t weigh you down on busy days.

A glowing review: “These were surprisingly comfortable! I don't wear shoes often (stay at home mom) and when I do, I wear either sneakers or flats. These are stylish and fairly comfortable for a few hours at a time.”

Available colors: 6 | Available sizes: 6 — 9 (regular and wide)


These Heeled Knee-High Boots That Lace Up

These knee-high boots are a stylish heeled option with extra coverage for colder days. Corset lace-up detailing is a subtle yet eye-catching detail that adds total adjustability, and there’s a full-length zipper so you won’t spend eternity lacing them with every wear. They’re softly lined and lightly padded, with a blocky 3.75-inch heel that’s easy to walk in. The toasted brown shades give them a relaxed, worn-in look — but the all-black version is incredibly sleek.

A glowing review: “Love these boots for how they look and I feel like a rockstar when I wear them. Very comfortable and great support with the chunky heel.”

Available colors: 12 | Available sizes: 5.5-11


These Sneaker Boots With A Sporty Edge

This cozy athleisure boot combines athletic perforated uppers and thick, white rubber soles with an ankle boot’s signature lines for a fresh, modern update. A bandage-style instep eliminates laces while affording comfortable movement with every step, and a short zipper makes sure they’re convenient to slip on or off. With a wedge just over 2 inches high, they’re casual-chic but won’t look out of place paired with a hoodie.

A glowing review: “These shoes are among my favorites for casual wear. The size is true to fit and they are super comfortable even for all day wear.”

Available colors: 16 | Available sizes: 5-11


These Insta-Ready Ankle Boots In Renaissance Brocade

These embroidered statement boots are a work of art. Rich brocade adds indie-luxe color and texture to the Western-style bootie, and beneath the beautiful fabric is a water-resistant faux leather upper for durability. The footbed is lightly padded for some extra cushioning, with silky cord lacing through sturdy metal eyelets right over the instep.

A glowing review: “So cool! I got about 15 compliments the first afternoon I wore these from all types of people, I knew I picked a good pair! Non slip, comfy enough and the wood heel is cute.”

Available colors: 4 | Available sizes: 5-11

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