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    27 Comfortable Boots On Amazon That Reviewers Truly Swear By

    These boots were made for (comfortably) walkin', and that's just what they'll do...

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    1. A pair of short rain boots because we never really age out of wanting to splash through puddles, do we?

    amazon.com, amazon.com

    Promising review: "Sleek, comfortable, affordable, and waterproof! Everything you need from rainboots/Wellies without the height of a half-calf boot. They are light, travel well, easy to clean." —Brittany

    Price: $39.95+ (available in sizes 4–11 and in two colors)

    2. A pair of Hush Puppies ankle boots that look sleek and professional while still keeping you totally comfortable.

    a reviewer wearing the shoes in brown
    amazon.com

    Promising review: "With just enough of a lift and style to wear with skinny jeans and blend in at the PTA meetings or wine tasting, I feel like it’s a secret that they are so comfortable. The sole is cushy, the leather perfectly soft but still holds shape. I have had them for a while now and worn them to various places and they stand up. Can’t recommend them enough. Two thumbs way up." —Angie

    Price: $68.21+ (available in sizes 5–12 and in seven colors) 

    3. A pair of Bearpaw ankle boots perfect for that early fall chill. These boots feel like the Pumpkin Spice Latte of footwear in the best of ways.

    amazon.com, amazon.com

    Reviewers recommend sizing down on these babies!

    Promising review: "I've always bought the higher boot and loved them. Decided to go with the shorter boot so I could wear them into the spring. Also liked the idea of being pre-waterproofed and the thicker sole. The boots haven't disappointed. I work outside in all kinds of weather and the boots have been super comfortable to walk in and my feet have been nice and warm and not uncomfortably hot."Dazook

    Price: $46.60+ (available in sizes 5–13 and in 17 colors)

    4. Or a pair of high-rise cozy boots to keep those calves warm come wintertime.

    amazon.com, amazon.com

    Promising review: "They will form to your feet a little cause they're lined. The traction on these are great and they are comfortable — kept my feet warm in 8-degree weather with NO socks and in snow and no slipping. So much better than paying hundreds for Uggs." —Lola

    Price: $34.99+ (available in sizes 5–12 and in 12 colors)

    5. A pair of fur-lined ankle boots if you aren't quite ready to commit to the Ugg-style look, but still want to be comfy and cozy all winter long.

    a reviewer wearing the boots in brown
    amazon.com

    Promising review: "I got these for my 12-year-old. They fit perfectly and are comfortable. I even thought about getting a pair for myself." —TF

    Price: $13.99+ (available in sizes 4.5–13.5 and in seven colors) 

    6. A pair of lace-up combat boots that look like they're ready for just about anything.

    amazon.com, amazon.com

    Promising review: "I’ve been wanting some combat boots for a while and I saw these on a bloggers page and she talked about how comfortable they are. I’m the type of girl that will not buy something just because it looks cute if it’s not comfortable. These are the most comfortable boots I think have ever been on my feet. Buy them, you won’t regret it!" —Jodie

    Price: $35.56+ (available in sizes 5–13 and in two colors)

    7. A pair of high-heeled Chelsea boots I can picture myself totally living in through all four seasons.

    amazon.com, amazon.com

    Promising review: "I really like these shoes a lot — they're incredibly comfortable for being heeled boots and I can stand in them all day at work. While I've only gone through one winter with these so far (in Chicago), they still look great! I also sprayed them with water-protectant and it didn't affect the suede material at all so I would 10/10 recommend these." —Sarasri

    Price: $25.99+ (available in sizes 5–11 and in seven colors)

    8. A pair of comfy cowboy boots that are definitely Stagecoach ready.

    the cowboy boots showing the bottom which says "roper"
    amazon.com

    Promising review: "These boots are amaaaaaaaaazing. I bought them to wear to a Luke Combs concert (also just needed a new pair of boots) and they were so comfortable. I stood for the entirety of the concert (fourish hours) and my feet didn’t hurt once. Not to mention, they’re also so cute. The pattern/embroidery just makes them that much more stylish." —Jenny

    Price: $66.99+ (available in sizes 5–11 and in two colors) 

    9. A pair of Puma x Fenty sneaker boots for those who seek the comfort of a chunky sneaker combined with the elevated style of a boot.

    amazon.com, amazon.com

    Promising review: "I love these so much! They felt a little tight when I first put them on but after one wear they stretched some and feel so much better already. I wear them with boot socks and they still feel good. They look so good, are so comfortable and were such a great price! Highly recommend!" —Erin

    Price: $59.95+ (available in sizes 5.5–9 and in five colors)

    10. A pair of patterned rain boots because a little rain shouldn't dampen your sense of style!

    a reviewer wearing the bee patterned rain boots
    amazon.com

    Promising review: "I've been disappointed by ankle-height rain boots in the past; they're always too tight in the toe or arch area and are never easy to slip on. These, however, are AMAZING. The opening is big enough to easily slip on and the rubber is SO soft it makes walking super comfy. Rain boots are typically too stiff. Not these! I'm also impressed with the insert they include, which adds extra warmth and comfort." —Rene

    Price: $44.99+ (available in sizes 5–11 and in 19 colors) 

    11. A pair of Dr. Martens Chelsea boots that are awakening the ~2014 Tumblr girl~ from deep inside of me. Siri, play "Girls" by the 1975.

    amazon.com

    Reviewers note that these can run big, so consider ordering a size down!

    Promising review: "First off they are Dr. Martens so they are bulky so you have to be into that look. BUT these are high quality, very comfortable, and definitely cute enough to wear outside of work. They are heavy just picking them up but not too heavy when on your foot." —Olivia

    Price: $94.05+ (available in sizes 5–14 and in 23 colors)

    12. Or a pair of Dr. Martens platform boots for an even ~edgier~ take on the lug-sole look. Would we call this grungecore? Somebody get me a flannel, STAT.

    amazon.com, amazon.com

    Promising review: "I am obsessed with these boots! The insert with the zipper can be removed by relacing them, but they are soooo cute I'll never do that. They fit well, were comfortable right out of the box, and in true Docs fashion, are exceptionally well made." —Jaycie

    Price: $188.23+ (available in sizes 5–11 and in three colors)

    13. A pair of Sam Edelman penny riding boots that are ready to take you anywhere you'd like to go this autumn — from the grocery store to the equestrian center. Giddyap!

    amazon.com, amazon.com

    Promising review: "They're very comfortable — I can wear them all day. The leather is soft and the color is full and rich. The sole and heel are both rubber, so I'm not sure how many seasons they'll last. I've worn them in the rain and they hold up very well." —where_next

    Price: $46.57+ (available in sizes 4–12 and in eight colors and styles)

    14. A pair of Hunter rain boots to channel the inimitable style icon ~Princess Diana~ all through the rainy season.

    amazon.com, amazon.com

    Promising review: "They are so comfortable to wear all day and since it has been raining for a week now, I am beyond happy to have these. I love the sole, small platform, and that they are a little less 'garden' looking than the other styles. And the ankle opening is wide enough that it does not rub at all, which is nice with short boots. I would definitely recommend — I got a lot of compliments." —Karen

    Price: $74.99+ (available in sizes 5–11 and in 11 colors)

    15. A pair of mid-calf platform boots that feel like the everyday shoe of your favorite stylish cartoon character as a kid. I am *so* here for it.

    amazon.com, amazon.com

    Promising review: "I love these so much. They’re incredibly comfortable for long wear — stable and sturdy. I’ve run after a 75-pound dog in these at full speed and I didn’t trip or break an ankle. Ultimate stompers. Don’t sleep on these." —Rachael

    Price: $26.59+ (available in sizes 5.5–10 and in five styles)

    16. A pair of waterproof faux-fur-lined boots ready to carry you far in style this fall.

    amazon.com, amazon.com

    Promising review: "These boots are a super cute addition to your winter outfits. Cute enough to wear to work on a winter day and practical enough to keep you comfortable outdoors. They are great for a few inches of snow or walking in winter rain. They are not waterproof all the way to the top, but they will keep your feet dry while walking across a slushy parking lot or shoveling a few inches of snow. Just don't step in deep puddles and you'll be fine. The tread is great, too, you won't have to worry about falling on a bit of icy sidewalk. There's also plenty of room for an insole if you need additional arch support." —Amazon customer

    Price: $54.97+ (available in sizes 5–9 and in six colors)

    17. A pair of chunky combat wedge boots that are rave-ready but also comfy enough to carry you through your next grocery run. I ~personally~ have to be the edgiest person in the cereal aisle for some reason...

    amazon.com, amazon.com

    Promising review: "I am so thrilled with these! I have small, wide feet with wide calves and have a very hard time getting boots that fit. On top of that I'm not used to heels. These fit me perfectly and I was really shocked at how comfortable they are! I have no trouble walking in them at all. The colors are very bright, they're a lot of fun. Now all I need is an outfit to go with them." —Ashley

    Price: $17.99+ (available in sizes 5.5–10 and in 12 colors)

    18. A pair of thigh-high suede stiletto boots because let's be honest — we've been thinking 'bout these boots ever since Ariana Grande's Sweetener era.

    amazon.com, amazon.com

    Promising review: "These are beautiful and much better than I had expected. I'm glad I bought them. They're comfortable on and I can wear them all night long!" —Carla

    Price: $36.19+ (available in sizes 5.5–11 and in 17 colors)

    19. Or a pair of flat thigh-high stretchy boots if you're looking to channel that Ari energy in a slightly more low-key, cozy fashion.

    amazon.com, amazon.com

    Promising review: "Love love love! No complaints. I did just get them, they are super cute, comfortable and well made." —Amazon customer

    Price: $24.99+ (available in sizes 5.5-11 and in 18 colors)

    20. Or try the best of both worlds with these chunky-heeled thigh-high suede boots, made for serving looks sans blisters or twisted ankles.

    amazon.com, amazon.com

    Promising review: "I absolutely love the boots. They are wonderfully comfortable, they fit exactly right. The heel height is extremely comfortable for walking even longer distances." —Amazon customer

    Price: $34.99+ (available in sizes 5–11 and in seven colors)

    21. A pair of mid-calf square-toe boots destined to be your go-to fall shoe.

    a reviewer wearing the boots
    amazon.com

    Promising review: "Comfortable and stylish! These are a great addition to your wardrobe!" —Christy

    Price: $36.73+ (available in sizes 5.5–12 and in four colors) 

    22. A pair of low-heeled Chelsea boots, which are somehow timeless AND trendy all in one stylish shoe.

    amazon.com, amazon.com

    Promising review: "These shoes are amazing! I bought them for a trip to Paris because it was going to be rainy when I was there and they did not disappoint. They were warm and waterproof, but most importantly, they were comfortable! I walked 24 miles in these shoes over three days with absolutely no issues. Now that I'm back from my trip, I wear them almost daily as casual boots with jeans. I love them! I would HIGHLY recommend these." —Jenny

    Price: $54.97+ (available in sizes 5–12 and in eight colors)

    23. A pair of block-heeled mid-calf booties that comes in multiple colors and patterns and are such a statement piece for the footwear section of your fall wardrobe.

    amazon.com, amazon.com

    Promising review: "Obsessed and received sooo many compliments! Fits perfectly and the chunky heel makes it comfortable to wear for hours." —Renee

    Price: $38.50+ (available in sizes 5–12 and in 10 colors)

    24. A pair of retro go-go boots that may very well come in handy for Halloween, but will almost certainly become a staple in your rotation year-round. I personally always aim to channel Daphne Blake à la the live-action Scooby Doo film.

    amazon.com, amazon.com

    Promising review: "I got these boots to go with my Halloween costume thinking that they might be kinda cheap looking since they were priced so reasonably. But these boots are comfortable and look great! Five stars!" —Dragonfly

    Price: $28.83+ (available in sizes 5–14 and in seven colors)

    25. A pair of classy stiletto ankle booties that are most certainly made for strutting.

    amazon.com, amazon.com

    Promising review: "Possibly the most comfortable bootie I own! Fits perfectly in my normal size. Looks stylish! Can go with jeans or skirts! Love this one!" —Mitchell

    Price: $34.99+ (available in sizes 5–11 and in nine colors)

    26. A pair of slouchy modern cowboy booties to add a western flair to your ~look~ without standing out too much in a city environment.

    amazon.com, amazon.com

    Promising review: "I love these shoes! They're so comfortable and have enough room for socks! I wore them all day then walked over a mile home in them and I didn't have any pain. I also love the style. I wore them every day at work last week with different outfits and they looked great with each of them. They also look professional. I call them my cowgirl boots in disguise." —Lisa

    Price: $29.95+ (available in sizes 6–11 and in nine colors)

    27. A pair of Timberland hiking boots that you hopefully won't feel like throwing over the edge of a mountain while hiking (see Wild to catch the reference).

    amazon.com, amazon.com

    Promising review: "This boot is amazing. I worked in the worst of conditions with mud, muck, rain, mountainous terrain, and for 70 to 80 hours a week for 13 weeks while deployed as a housing inspector for a contractor working with FEMA for the recent hurricane disasters in Texas, Savannah, and Puerto Rico. I had these boots on every day except for the few hours of sleep I got each day. And they were so comfortable. Even in 90-degree, very humid conditions in Houston, my feet did not sweat but stayed comfortable. I got many comments from other workers who admired their look and practicality." —Catherine

    Price: $89.98+ (available in sizes 5–11)

    Hopefully you found that pair of boots to help you strut your stuff all the way through fall and winter. Happy shopping!

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    The reviews for this post have been edited for length and clarity.

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