The transition from summer to fall can require some closet reorganization. Bikinis and sundresses are sequestered to storage while sweaters are moved front and center. Shorts are stashed away, replaced by jeans and sweatpants. It’s time to switch up your shoe game too. See you next spring, sandals!
If you’re hard on your shoes and do a lot of walking, there’s a good chance you’re starting the season needing a new pair of boots. To find the absolute best ones — that can arrive on your doorstep ASAP — we scoured Amazon for the highest-rated ones in a wide range of styles and sizes. You could say we did the (ahem) leg work for you. The 15 here are the ones shoppers who have them can’t stop raving about.
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These Chelsea boots with a chunky heel
Slide your feet right into these cute Chelsea boots — no zippers, laces or snaps needed. The ribbed side panels hug the ankles while the chunky sole gives lots of cushioning. Choose from six different colors.
Promising review: “I absolutely love these boots! They are such a versatile style, you can dress them up or down! And they’re so comfortable, you could wear them all day long! They fit true to size and are a great price for such quality! These have become a staple in my wardrobe!” — Sarah I.
These 3.5-inch high-heeled, lace-up ankle boots
More than 5,000 customers have bought and rated these lace-up heeled ankle boots, giving them a collective rating of 4.5 out of 5 stars. Since the heel is so thick, they’re more comfortable than boots with a thinner heel. Shoppers who left reviews also like how well-made and durable they are.
Promising review: “These shoes are so perfect! True to size with enough room for thicker socks. They are comfy, a great height and just very very nice-looking boots. I’ve been wanting them for a while and I’m so glad I finally got them. I will probably wear these every time I go out. They go with everything! The leather is very durable and the material is thick and sturdy so I know I won’t roll my ankle. Get them!!!!” — Morgan Tennant
These pull-on knee-high boots
You won’t find a higher-rated knee-high flat boot than this pair. Reviewers love that they can wear these boots all day without their feet hurting. The inside is lightly padded with faux fur, making them super cozy.
Promising review: “I have paid hundreds of dollars on a pair of boots that are just not comfortable. However, these boots are the MOST COMFORTABLE BOOTS EVER!!!! I have had several back surgeries, so, I no longer can wear 4-inch heels anymore. So, I took a chance buying a pair of boots without being able to try them out first. Hooray!!!! Not only are they comfortable, but they are beautiful as well. Also, in each boot there are two little pockets, which weren't in their description, so great for going to a concert to put your keys and lipstick. Hoping to wear them to a Stevie Nicks concert!!!!” — Amazon CustomerKat
These lace-up combat boots
It can be tricky to find combat boots that are comfortable enough to wear all day, but this pair has a very high 4.5 star out of 5 star rating primarily because they’re so comfy. The robber sole and low heel provide plenty of support and the knit material in the back ensures you won’t get any blisters on your heels.
Promising review: “I love these boots so much that I have purchased two pairs, once in Jan 2020 and again in Feb 2022 when the first pair detached from the bottom. Now it's Jan 2024 and it's happening again, but I am considering buying the same pair again. Even though they have come apart after about two years, I think it's because I wear them all of the time and not a sign of poor quality. Seriously, they are my daily shoes for probably eight months a year. The gray is super cute, they are very comfortable, they are perfect for cooler weather and they aren't expensive. I didn't buy boots on Amazon expecting a lifelong product, and I've been very happy with these considering how often I wear them.” — Kim
These heeled booties with a cute bow tie detail
Just imagine these faux suede ankle booties paired with a cute fall dress or skirt—perfection! The inside has just the right amount of cushioning to make wearing them for hours comfortable without feeling too tight. They come in a wide range of colors too.
Promising review: “I love these boots and wear them frequently. They are comfortable and I can wear them all day without pain, despite the higher heel. I got the beige color, and it goes with everything. I highly recommend.” — Elsie
These block-heel ankle boots
What makes these booties so great is that they go with virtually everything and will quickly become your go-to shoe. Choose from six different colors.
Promising review: “This was my second pair of boots. I also have them in black. They’re super cute. True to size. I’ve had the black pair for one year and they are still holding up.” — Grace89
These over-the-knee boots
More than 10,000 people have bought and rated these sexy over-the-knee boots, giving them a collective 4.4 out of 5 stars. The fabric is thick enough to protect your legs from chilly fall weather and the square heel provides a stable base so you don’t have to worry about falling.
Promising review: “Absolutely in love with these boots. True to size and comfortable. They don’t fall down from the thigh position while wearing my skinny jeans. Paired them with a cashmere sweater and it was the perfect look that I was going for. The color was spot on, as pictured. They did not disappoint!” — Dollface75
These low-heeled ankle boots
For boots you want to be able to wear almost every single day, a low heel is going to be your best bet. This pair comes in a wide range of colors. They’re versatile enough to be dressed up or down and the synthetic leather can tolerate the often-wet weather autumnal weather.
Promising review: “I absolutely love my Jeossy Women’s Ankle Boots! The thick heel and low height provide the perfect balance of style and comfort. I can wear them all day without any discomfort, which is rare for heels. The design is versatile and goes well with various outfits, from casual jeans to dressier skirts. The quality of the material is excellent and the boots have held up well over time. Plus, they’re easy to slip on and off, making them convenient for everyday wear. Overall, I highly recommend Jeossy Women’s Ankle Boots to anyone looking for stylish and comfortable footwear.” — Len
These tall boots that zip up the side
Tall black boots like these never go out of style. Made with faux leather, they zip up the side and have a durable, rubber sole. The square toe allows for enough wiggle room without the boots feeling too big.
Promising review: “I found these shoes off of TikTok and wow! Usually, boots are too large around my calves and these fit perfectly. I have spent ($100-150) for shoes that look and feel nearly identical. They are extremely comfortable! They do run a tiny bit large, but I usually wear large socks with my boots anyway.” — AC
These waterproof hiking boots
These boots are more than just cute. They’re sturdy and weather-proof enough to wear on all your fall hikes. The laces ensure they stay on tight, so they won’t rub against your heels and cause blisters. They’ll look great with jeans and sweaters too!
Promising review: “First, they fit perfectly. I wear 8.5 and sometimes have to size up and with these I did not. Second, they are some of the most comfortable shoes I’ve worn. And they are quality-made, I can tell. I wear hiking boots everywhere I go. I’m an avid hiker and will go on level three hikes that last all day. I continue wearing my boots even when I’m not hiking, essentially because I don’t see the point in owning other shoes when all I do is hike. All this to say that I had other hiking boots prior to these that were not as nicely made that lasted a sturdy five years before the bottom started allowing water in. I just bought these and I am obsessed.” — Michigander Woman
These pointy-toed ankle boots
Prepare to be on the receiving end of a lot of compliments because these boots are fierce. The pointy toe, flashy side zipper, shiny finish — no outfit will look plain with these on your feet.
Promising review: “These are such a good deal and look SO good! They’re also pretty comfortable considering the heel height. Exactly what I was looking for.” — Chalex Eddington
These Hunter short boots
Hunter boots are beloved for their classic style as much as their functionality. They’re easy to get on and off and they can withstand even the muddiest, wettest environment.
Promising review: “These shoes are perfect for rainy days! They are stylish and comfortable to wear! I wore these during a two-week trip in Europe and they were durable and good for any occasion! They are also true to size!” — Jack
These faux fur-lined ankle booties
These plush booties are so soft and cozy that they feel like house slippers, except for the fact that the sole is thick enough to protect your feet from getting wet. The slip-on style will make them your go-to for even short outings, like walking the dog or taking out the trash.
Promising review: “Bought these for a bachelorette trip to Breckinridge, CO! They were perfect for our day on the slopes, walking in town and lunch! Super warm and the fuzz inside was so comfy! Love that they are short too! Come right above the ankle!!!” — Hannah Mattingly
These ankle boots with a buckle
No one will ever guess that these ankle boots cost less than $50. The synthetic leather feels soft and is a dead ringer for its non-vegan counterpart. This style is a classic, so you can wear them year after year.
Promising review: “As a casual dresser with foot problems, I still wanted a shoe boot for a little lift and something nicer than sneakers. However, I needed the shoe boot to be comfortable. I do have a problem with swollen ankles, so most boots will be too tight around that area. However, these are amazing, and here is why:
The packaging is done so well that it looks like you are receiving $300 shoes instead of a less expensive pair. They come with an extra set of insoles which is a really nice touch of class. The texture and the appearance look like real leather. Nobody will know the difference. The heel height is perfect so that you are not too high and uncomfortable and they're not flat so it gives you that boost without sacrificing comfort. The insoles are very soft and mold to the feet. I was able to stand for hours and still feel good. Normally, I can't stand that long due to my plantar fasciitis and the poor comfort of other shoes including my sneakers.
The cutouts on the side are a huge plus if you suffer from any swollen ankles or wider feet. It gives them some room without feeling tight. What I didn't expect were the nice rubber-soled bottoms. It grips slippery floors and it adds a drop of shock absorbency for extra comfort. I absolutely love these shoe boots and I plan to get them in different colors. They look adorable with leggings and I can see them with jeans or skirts. Comfort, fit and fashion all in one. This is a great deal!” — Dondi
These faux-suede ankle boots you can slide right into
More than 13,000 people have bought and rated these ankle boots, giving them a 4.5 out of 5 star rating. Not too shabby for a pair that costs well under $30! Reviewers love that you can just slip them on and that they go with a wide range of fall outfits.
Promising review: “I purchased these shoes as my go-to winter footwear, and I'm quite content with my choice. Dressing up during the winter season can be a challenge, but investing in accessories and quality shoes can significantly elevate your style. I was pleasantly surprised to discover that these shoes are not only stylish, but also comfortable and versatile. They can effortlessly transition from more formal occasions to casual settings, making them a valuable addition to my winter wardrobe. For months, I've truly tested these shoes by wearing them everywhere, including walking up a mountain, and I'm impressed to see that there's no visible wear and tear. Definitely try them out!” — Sam