We hope you love our recommendations! Some may have been sent as samples, but all were independently selected by our editors. Just FYI, BuzzFeed and its publishing partners may collect a share of sales and/or other compensation from the links on this page.
Unless otherwise specified, all sizes in this post are listed in women’s.
1. A pair of Amazon Essentials ankle boots available in faux suede or faux leather that are, quite simply, ~essential~ in any boot enthusiast's collection.
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Note: The product description suggests ordering half a size up.
Promising review: "I was taking a chance buying a pair of boots that didn’t cost and arm and a leg, but was so surprised at the quality of these boots! They’re so stylish and so comfortable and they go with all of my jeans. I wear them to work as a paralegal but also casually. They’re perfect. I highly recommend them!" —Emmily Nelson
Get them from Amazon for $29.70+ (available in sizes 5–15 with wide options, plus five colors).
2. Some pointed toe high heel Dream Pairs booties capable of elevating any 'fit you have on. Seriously, try them with jeans, shorts, a skirt, dress – you name it and these beauties are practically guaranteed to look ✨fab✨.
Promising review: "I love these boots! The color and fit are perfect. I wore them for over nine hours the first time out of the box and had no complaints. I had more compliments than I could count when I paired them with black skinny dress pants, a black tank, and a red long cardi to match the boots. I felt amazing in these boots. This is my second pair of Dream Pairs and I'm holding myself back from buying more." —Just Jenn
Get them from Amazon for $30.99+ (available in sizes 5–11 and nine colors).
3. A sophisticated pair of Lucky Brand ankle boots with sleek side zippers and an actually-comfortable-to-walk-in block heel ~to boot~. Plus, you can grab 'em in 42 different styles!
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Promising review: "I have had these boots in a different color for at least six years. They are the most comfortable footwear I own. Being stylish is a plus and everyone compliments them." —Lisa Berns
Another promising review: "These are exactly what I would expect from Lucky. Very high quality construction and nice leather. They're real leather and they need to be broken in for a day or so. I wore them all day and my feet were totally fine, and by the end of the day the leather had softened. Treat them with oil to protect them and keep them looking new! They will last you a long time!" —avidreader89
Get them from Amazon for $20.65+ (available in sizes 5–13 with wide options).
4. A dazzling stretch knit Torrid bootie decked out in rhinestones for those days and nights when you wouldn't mind some extra compliments.
Promising review: "I just received them and I absolutely love them! They are sparkly and comfy! The heel height makes these versatile to wear dressy or casually! I will be wearing these for my festivities coming up and just any time I want a sparkly pick-me-up!!! I give 5 stars!" —Never had a nickname
Get them from Torrid for $55.57 (oringlally $85.50; available in sizes 6WW–13WW).
5. Some seriously durable Western-style Ariat booties that'll let ya' skip the process of trying to find matching socks that morning (or you could wear them with a pair of ultra-low sock liners).
Note: Some reviewers suggest ordering half a size up. These may also need some time to be broken in due to their leather design.
Promising review: "I've worn these almost nonstop for a month for everything from trips to town to mucking stalls, from riding horses to watching a newborn foal learn to stand. I’ve walked well over 5 miles a day, nearly every day, in these boots, have sprayed them off with water and used a bit of conditioned exactly once, and they just get more comfortable and more gorgeous with time. No loose stitches and not a single scuff mark despite being stepped on by both a 1,200-pound horse and a newborn foal more than once, jammed between floorboards and cement blocks and being worn while climbing up into hay lofts. These boots are expensive but like with all Ariat boots I’ve owned so far, that price has a reason: the quality is the best of any brand of boot I’ve owned." —Piper
Get them from Amazon for $183.78+ (available in sizes 5–11 with wide options, plus seven colors).
6. A highly rated pair of Asgard Chelsea rain boots so stylish you definitely don't have to only wear them when it's raining – but hey, if it does start drizzling, you'll be prepared.
Promising review: "I loooove these boots! They fit as expected (if not a little better) and are very comfortable to wear all day. I was completely amazed by how cute and comfortable they are! Not to mention, they go well with anything you wear! I wore these with jeans on Tuesday and on Wednesday I wore with a sweater dress." —Myra G
Get them from Amazon for $30.99+ (available in sizes 4–12 and 15 colors).
How about some fun raincoats to match for when it does rain?
7. An eclectic pair of Jeffrey Campbell booties featuring a unique heel (or lack thereof) worthy of stealing the show everywhere you strut in 'em.
Promising review: "These are ridiculously comfortable and stable! Why can't all heels sit right behind the ball of your foot? I was able to walk in them like walking on air and I can dance like nobody's business. The metal sole has a little bit of bounce to it, providing even more walkability and comfort. Also, you can do deep squats in these because of their stability. I'm a burlesque performer and plan to make these boots my staple footwear on stage." —IvaHandfull
Get them from Nordstrom for $184.95+ (available in sizes 5–9.5 and six colors).
8. Some winter ankle boots equipped with anti-slip and water-resistant superpowers to help you trudge through wet slush like no one's business.
Promising review: "These boots are worth every penny and then some. These boots are really featherweight! The toebox is large and so I’ve had no foot cramping. The ankle support is good too. But what really surprised me was their sturdiness. I’ve been hiking on a lot of rough granite, and in the rain, recently, and these boots are holding up like troopers. I don’t usually write reviews but these are worth it, they are definitely my favorite boots." —Bob or Nik
Get them from Amazon for $49.99+ (available in sizes 5.5–15 and 17 colors).
Looking for even more hiking boots? Here's where you can find those!
9. Some blingy Dream Pairs high heel platform ankle booties ideal if you're looking to add some ~pizzazz~ to your footwear rotation. These are great for nights out on the town *or* adding some sparkle to your work 'fit.
Promising review: "These are very cute booties, exactly what I was looking for. Nothing too high but high enough.I love the platform because to me that's what make them feel more comfortable and easy to walk in. The sparkle and zipper on the size is giving extra sass, which I love! Great purchase!" —FiveTessLJ
Get them from Amazon for $37.99+ (available in sizes 5–11 and six styles).
10. A Thursday Boot Company "Duchess" Chelsea boot crafted from genuine leather with shock-absorbing insoles for a durable shoe you could probably wear year round if you wanted to.
Note: Some reviewers suggest ordering half a size up.
Promising review: "They fit great! The leather is beautiful. They smell really good. They look very suave and debonair. I’m sitting on the sofa watching TV because I don’t want to take them off. They were not too narrow and fit comfortably. They also were not too long. I ordered the leather not the suede. They are the look that I was going for. A dressier look than my normal work boots that I bum around in. I’m very happy with these classy boots!" —CMaxDavis
Get them from Amazon for $160 (available in sizes 5–11 and eight colors).
And here are even more Chelsea boots to add to your collection.
11. A pair of leather Kenneth Cole Reaction Chelsea boots to tuck your skinny jeans into (yes, we're still doing skinny jeans) on days when you want to accent the rest of your outfit with a sleek and classic shoe.
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Promising review: "They’re soft, they’re the perfect heel height for my comfort, and I’ve walked all day, multiple days – with no pain or regret afterwards. As someone who usually never buys shoes online because of pickiness and my sometimes up-sizing, I’m happy I took the chance with these." —Katherine Jordan
Get them from Amazon for $75+ (available in sizes 5–11 and six colors).
12. Some chunky heel ankle boots designed with decorative lace accents OR stylish straps situated at the intersection of classic and dressy.
Note: Some reviewers suggest ordering a half to a full size up.
Promising review: "These are so super cute and really comfortable! Perfectly comfortable for all day (nine+ hours), even if much of that is standing or walking. The material looks nice and seems sturdy. The soles have good grip. I got the side lace up style in black. I will be getting more in other colors/ designs." —Amazon Customer
Get them from Amazon for $39.99+ (available in sizes 5–12 and 10 colors).
13. A comfy pair of Dr. Scholl's wedge ankle booties for anyone yearning for a little height (but not in the form of a block or stiletto heel). Reviewers praise these gems for being incredibly comfortable for hours (and hours and hours).
Note: Some reviewers suggest ordering a size up.
Promising review: "I put these boot heel shoes on at 6 a.m. and wore them until 4 a.m. the next morning. My feet feel fine. Like I was wearing slippers or fleece snuggle boots. The balls of my feet don’t hurt, my toes aren’t sore, and I have zero pain. I wore these shoes for 22 straight hours. THAT IS 22 HOURS WITHOUT TAKING THEM OFF. SLEPT IN THEM. PACED THE HALLS IN THEM. Get a size up BUT ORDER THE FRIGGEN SHOES. Worth it. Amazing." —Rachel
Get them from Amazon for $72 (available in sizes 6–11 and three colors).
14. Some Schutz stiletto booties you'll be lacing up and heading out the door in whenever your friends invite you out for happy-hour drinks.
Promising review: "These boots are so classy I get so many compliments every time I wear them. I have worn them with evening wear (tight leather mini and sequenced top) and I have also worn them with my ripped jeans! Both look super sexy and comfortable." —Peraza
Get them from Schutz for $188 (available in sizes 5–10 and two colors).
15. A pair of slip-resistant leather Dr. Martens platform Chelsea boots lined with cozy faux fur that'll help keep your feet toasty when the temps starts to drop.
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Promising review: "I found out I had to spend two weeks in Europe during the winter and ordered these in a pinch. Best. Decision. Ever! They are comfortable, warm, and weatherproof. They survived the snow, ice, and rain. They are also very easy to dress up and down." —Mari
Get them from Amazon for $81.60+ (available in sizes 5–11 and five colors).
16. A pair of LifeStride ankle booties accented with a braided buckle detail that are ~lowkey~ enough to not steal the attention from the rest of your outfit, but still worthy of all the, "Where'd you get those?" inquiries you'll receive.
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Promising review: "I have an office job but I love to stand at my desk and it was difficult to find a cute shoe that was comfortable and gave the support I needed for an eight hour day… until these boots came around! SUPER supportive and comfortable and I get so many compliments. You can wear with a skinny jeans or flare jeans, both are a great look. I will definitely continue to buy." —Elizabeth Cowles
Get them from Amazon for $46.29+ (available in sizes 5–11 with wide options, plus five colors).
17. Some cute faux leather booties boasting a stylish side zipper and block heel that prove you don't need to spend triple digits to rock luxurious-looking kicks.
Promising review: "These are so comfortable! I wore these to a backyard birthday party and they did so well from concrete to grass! And they didn’t get dirty easily either. I was standing for long periods of time and I was still very comfortable on my feet! I am so glad I went with these! I got so many compliments on how comfy they look and how cute they are!" —Worldly.Roxi
Get them from Amazon for $39.99+ (available in sizes 5.5–11 and 12 colors).
18. A pair of Steve Madden Chelsea booties with a lil' platform and the capability of looking great with everything in your closet.
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Bonus points for you being able to wear these year-round!
Promising review: "Obsessed with these boots!!! I went hiking in them, walked in the Ireland rain and puddles! They are comfortable and great for terrain!!! I got so many compliments on them as well! You must buy these!!!" —Sata
Get them from Amazon for $64.98+ (available in standard and wide sizes 5.5–13 and two colors).
19. A Dr. Marten's black platform boot equipped with "bouncing" AirWave soles and a leather exterior for the *ultimate* comfort and style combo.
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Note: Some reviewers suggest ordering one size down. Also, if they feel a little tight at first, that's totally normal! Give them some time to be broken in and they'll be your faves in no time.
Promising review: "I've been lusting over these black platform boots for what feels like years. I finally decided to buy them and I'm so glad I did! They are of very high quality. The leather is sturdy and the platform is made of thick rubber. The platform provides support but is just flexible enough to make walking around very easy. After about a week of wear, the leather molds to your feet and they become incredibly comfortable. And of course, they look great! They are definitely a statement piece." —Jamara
Get them from Amazon for $199.95 (available in women's sizes 5–15 and men's sizes 4–14 and five colors).
20. A pair of Torrid sweater booties designed with an extra cushioned footbed and adjustable ankle strap exuding allllll the cozy vibes. Just imagine these paired with a sweater dress and some hot chocolate on a chilly day!
Promising review: "I was able to wear these for hours and forgot they were on. We danced, dined, and drove all day and my feet were still happy. I'd buy them again!" —DiDiLady82
Get them from Torrid for $27.80 (originally $69.50; available in sizes 6WW–13WW).
21. A fully waterproof leather Sorel Chelsea boot capable of taking on the elements with ease while treating your feet to the lush memory foam cushioning they deserve.
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 causal boots with jeans. I love them! I would HIGHLY recommend these." —Jenny D
Get them from Amazon for $88.34+ (available in sizes 5–11 and eight colors).
22. A versatile high-heel ankle bootie you'll definitely want to shamelessly add to your ever-growing collection.
Promising review: "I am SO pleasantly surprised by these booties! I have been wanting to purchase a pair of high-heeled booties for a long time but have been hesitant to pull the trigger buying online because I worry about comfort, and haven’t had the chance to get to a department store. When I saw these at the price and with such great reviews I figured it was worth giving a shot and I’m so glad I did. They are so cushiony and comfortable, and they look much more expensive than they were. I could easily wear these out dancing or to work, the style goes with everything. Can’t wait to wear them out this weekend!" —cherry
Get them from Amazon for $32.99+ (available in sizes 5.5–12 and six styles).
Looking for more chunky heel options? These kicks will do the trick!
23. A pair of unique cut-out Soda booties ideal for year-round use, courtesy of their very airy design – and when it's chilly out, just throw on some matching socks and you're good to go!
Promising review: "I wore these right out of the box to an event that required a lot of walking and standing. By the end of the night, I had zero issues with blisters and they were comfortable! The color is true to the pictures, which is really nice as well. Do yourself a favor and buy a pair, you won’t be disappointed!" —Heather
Get them from Amazon for $18.58+ (available in sizes 5.5–11 and 20 colors).
24. A pair of Sperry rain boots for anyone looking for some new wet-weather foot protectors but prefers the ankle bootie look over some big ol' bucket boots.
FYI, these booties are included in Prime Try Before You Buy so you can give them a trial run if you’re a member!
Promising review: "I live in a city with a rainy climate and purchased these boots for walking the dog. They are an absolute godsend and I must be dumb for not buying these years ago. Always talked about it and finally pulled the trigger. They keep my feet dry and warm. Absolutely perfect for slogging around and no worries about ruining shoes. They slip on and off pretty easily and are comfortable. 100% recommend." —Jennifer W.
Get them from Amazon for $44.98+ (available in standard sizes 5–12 and wide sizes 6–10, plus five colors).
25. A pair of Naot leather booties crafted with a suede-wrapped anatomic cork and latex footbed that'll mold to the shape of your foot for a uniquely comfy fit every time.
Get them from Naot for $219.95 (available in sizes 4–11 and five colors).
26. A pair of faux suede Torrid wedge booties designed with adjustable ankle straps and laces even people who never wear heels adore.
Promising review: "These boots are amazing. I was worried about the heel height and comfort because I don’t usually wear heels this high. However, the comfort was one of the best features of these shoes. I guess because it’s a wedge I felt very comfortable wearing a higher heel. I am extremely happy with my purchase and the price was unbeatable. Thank you, Torrid!" —Romie33
Get them from Torrid for $39.30 (originally $65.50; available in sizes 6WW–13WW).
27. A super-versatile black platform boot boasting thousands of 5-star reviews from people who can't stop raving about how comfy these little black booties are.
Note: Some reviewers suggest ordering half a size down.
Promising review: "I bought these black platform boots for the added height to wear with my dress pants so I didn't have to hem. They are perfect! They are so comfortable so I can wear them for nine hours straight at work! With the thick heel, I can take the stairs up and down and not have any worries like I do when I wear skinny heels. They even look cute with jeans." —Tricia Thomas
Get them from Amazon for $39.99+ (available in sizes 5.5–10).
Oh, and speaking of comfy boots, here are 26 other pairs that are more comfortable than clouds. ☁️
28. A pair of machine washable Rothy's ankle boots well worth splurging on. These beauties are knit with cozy merino wool and spun with thread made from plastic bottles for a sustainable shoe you'll slip into time and time again.
Promising review: These shoes are amazing and DEFINITELY worth the money. They look smart and feel amazing. I’m on my feet all day at work and didn’t even feel like I was wearing shoes!" —Allexandra C.
Get them from Rothy's for $249 (available in sizes 5–13 and two colors).
And here are a few other places you can get sustainable clothing from!
29. A trend-savvy pair of heel booties you can get in faux leather or faux suede, both of which are so cute that they even come with a lil' bow on top. 🥺
Promising review: "First day wearing these boots and after a nine hour day (mixture of sitting and standing) my feet aren't hurting! They are a comfortable fit and I often have a hard time getting a good fit because one foot is wider than the other. They are so cute and I might get another pair!" —Kari McConkey
Get them from Amazon for $50.98+ (available in sizes 5–11 and 14 colors).
30. Some versatile Dr. Scholl's microfiber suede wedge booties complete with memory foam cool fit insoles and adorable tiny tassels on the end of each lace (which are arguably better than plain laces, am I right?).
Promising review: "This is my second pair. They are super comfy. I work in a classroom and I am on my feet a lot. The material of the boot is soft and flexible so your ankle doesn’t feel the top of the shoe digging into your ankle. Love these. They can be dressed up or down. Definitely recommend!" —Patty gregory
Get them from Amazon for $24.95+ (available in sizes 5–11 with wide options, plus five colors).
31. A sleek Lucky Brand ankle bootie best paired with some capri-length jeans or a midi dress so you can show off those stylish V-cut designs on the sides.
Promising review: "Oh wow! Oh wow! These are some of the most comfortable booties I’ve ever worn. Out-of-the-box comfort, no need to 'break in.' They are cute and not over the top. Very nice and totally worth the cost! Super happy!" —GG
Get them from Amazon for $69.99 (available in sizes 5–12 with wide options, plus 12 colors).
32. Some tasteful Soda ankle boots touting strappy accents that reviewers say look way more expensive than they really are.
Promising review: "As a teacher, finding cute *and* comfortable shoes can be hard. However, I've worn these boots quite a bit and they are SO comfy! I've even worn them on consecutive days and have not had any issues. I highly recommend them, especially if you're on your feet most of the day like me." —Nicole P
Get them from Amazon for $28.49+ (available in sizes 6–11 and four colors).
33. And a pair of Vicson black ankle boots embossed with python leather and accented with a unique cut-out block heel that'll have you turning heads everywhere you go.
Promising review: "The fit is perfection and you can walk around with them all day and they don't hurt at all. Amazing!" —Tabatha
Another promising review: "My new favs. I've never received as many compliments as I do when I wear these!" —MandySue
Get them from Vicson for $295 (available in sizes 5–11).
Me @ literally all of these:
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The reviews for this post have been edited for length and/or clarity.