Is there a shoe that works harder than the boot? Styled with a flirty dress, fun trousers, or trusty denim, it’s a fact that boots pair well with everything, every season. Come cooler temperatures, upgrade your collection with trendy and timeless styles alike. Fortunately for us, Amazon carries quite the array. From the Y2K UGG comeback to cheeky cowboy boots, the mega-retailer has you covered from trend to trend and every style in between.
We’ve done the research, so you don’t have to. Ahead, shop the coolest boots you can buy on Amazon.
Good Day Fashion Boot
Snakeskin should be considered a neutral at this point. Reviewers say these tend to run large, so keep that in mind when choosing a size.
Janna Over-The-Knee Wide Calf Boot
Editor’s note: These over-the-knee boots have serious stretch and blissfully glide over my wide calves. I can’t recommend them enough. If you’re searching for the perfect pair of calf-friendly boots, end your search here and pick a pair of these up.
Juany Boots
A mid-calf boot with a chunky low heel is always a good idea, especially if it’s made from durable cowhide leather.
Joan of Arctic Next Boots
Snow days have finally met their match with these waterproof boots from Sorel. The modeled rubber outsole keeps your toes extra toasty, so you can keep moving all day long.
Stitchy Boots
A ‘70s moment, designed for the modern-day woman in mind. Wear them with your favorite flowy dress for a dainty moment, or your favorite sweater and jean combo when you want things a little more streamlined.
Lug Sole Ankle Boots
These aren’t just any lug sole Chelsea boots, but one with the most stylish lug sole.
Lug Sole Chelsea Boot
Meet your new favorite everyday shoe. These lug-sole Chelsea boots polish up any outfit (we would even pair this with a sweatsuit).
Ankle Rain Boot
Bring a pop of color into your life on dreary days with this sunny rain boot. If you err towards neutrals, this waterproof boot comes in seven colorways.
Circus by Sam Edelman Indy Snow Boot
Where fashion marries functionality, these boots can be dressed up or down, all while keeping you warm.
Sherpa Lined Waterproof Chelsea Bootie
One reviewer tells it all: “Sleek, dull black, makes these look good with jeans or leggings. Nice faux fur lining on the inside. Easy to slip on and off. They come to right above the ankle and they don’t stick out at the top too far so that even a pair of straight leg jeans can fit over them.”
Suede Over Knee Boots
These 100% suede thigh-high boots hit all the right notes: luxe, warm, flattering, and most of all, extremely comfortable with its block heel.
Square Toe Heeled Boots
This slim-fitted boot features a block heel so you get the height without sacrificing comfort. One reviewer confirms, “Durable and well-made! We get tons of cold & snow during the winter months so these boots are perfect. They are very comfy.”
Chelsea Rain Boots
Rain gear can be cute, too—try this option disguised as a traditional Chelsea boot.
Block Heel Zip Booties
Coming in twelve different patterns, materials, and colors, this is the perfect boot to elevate your outfits.
Sweetheart Cowboy Boots
Statement boot anyone? These cheeky cowboy boots come in twelve fun colorways.
Classic Ultra Mini Boot
The early aughts are back and comfier than ever. Try this sleek spin on the traditional UGG boot with a hyper-short cut.
Sam Edelman Ankle Boot
You’ll be the most stylish in the room with these leather ankle boots featuring an unexpectedly yet elegant slanted heel.
Western Boot
Add some flair to your outfit year-round with these vegan cowboy boots.
Dr. Martens Sinclair Platform Zip Boots
The classic Docs get a trendy upgrade, featuring a fuss-free zip and chunky platform.
Lug Sole Heeled Boot
Despite the heel height, these boots are still ridiculously comfortable. Slip them on and pair them with just about any outfit.
Fashion Cowboy Boots
Hop on the cowboy boot trend—one that’s here to stay and truly seasonless—with these fun boots that come in ten different colors and materials.
Sam Edelman Codie Fashion Boot
With a flared heel and slim silhouette, you’ll be serving looks in these—choose from ten colors and materials.
Tackle Ankle Boot
Bring on the capital F Fashion with this architectural heel and a slim, pointed toe.
Trang Trinh
Trang Trinh is ELLE.com’s freelance ecommerce writer.
Bianca Rodriguez
Commerce Editor
Bianca Rodriguez is the Commerce Editor/Writer at Hearst Magazines Digital Media, where she covers fashion, beauty, home, and more.
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