Unless otherwise stated, all sizes are listed in women's. 

1. Steve Madden ankle boots perfect for hitting your daily 10,000-step goal because they're super comfy *and* for hitting your stride because they're super stylish. Plus, reviewers say these are sturdy, making them good for cold and wet weather. 

www.amazon.com, www.amazon.com

Promising review: "Absolutely obsessed with these boots! I’ve worn them all winter. Originally purchased for my birthday outfit but I can’t stop wearing them with everything and yes I mean everything! I always get so many compliments when I wear them. Best investment!" —Christin King

Get them from Amazon for $54.99+ (available in sizes 5.5–13, including wide sizes, and 11 colors). Note: not all colors are available in all sizes.

2. Sam Edelman white ankle boots if you're looking for a boot with a little extra something something. And by that, I mean an extra 2.25 inches and a padded insole for an extremely comfortable shoe you can walk miles in! 

www.amazon.com, Amazon

Promising reviews: "I took these boots on a trip to NYC. I walked all day and they did not cause any blisters or extra tiredness. They are comfortable, easy to put on, especially in airport security. They are so trendy and the platform is not tiring at all. They don’t claim to be waterproof but it rained a lot and my feet never got wet. I would definitely recommend these. ❤️" —Sandra

"Obsessed with these! Got these as a comfortable work shoe and they are delivering! So cute in design and the fit is beyond comfortable. I am usually a 9.5 or 10 and comfortably fit in a 9.5. Love the chunky platform and it's not too heavy! And such a great price. Win." —Tiffany Piñero Style  

Get them from Amazon for $36.27+ (available in sizes 6–13; also available in six other colors).

3. A pair of Steve Madden banana leather boots — people will be quick to ask you if you splurged on the oh-so-popular Frye boots, but you can tell them you got these for a fraction of the price! They're the perfect fall boot and will have you wanting to wear them out for every occasion. 

Steve Madden

Promising reviews: "Way to go Steve Madden! These boots are great quality and include the amazing smell of real leather. A great [alternative] for the Frye Campus and much reasonably priced. I am so happy that I finally snagged these in my size and in the rust leather color." —Lynne O.

"Truly, I am OBSESSED 🤩 with these boots! The material is super comfortable and soft! The leather smell is amazing! The color is great and neutral. And goes with just about anything. And I love the low heel. Without a doubt my new go to leather boots!!" —Spencer S.

Get them from Steve Madden for $199.95 (available in eight colors and sizes 5–12). 

4. A glamorous Chelsea boot with a bejeweled strap that adds some extra ~pizzazz~ to an already cute shoe. Shout out to Taylor Swift because she was right — when you walk in the room, you'll make the whole place shimmer, especially with these stylish and comfy boots. 

www.amazon.com, www.amazon.com

Promising reviews: "Love these boots. They slip on and off easily. They are so comfortable. I do a lot of walking/standing and I am able to wear them all day. Can easily dress them up or down. Will definitely buy again and in white. NOTE: They do scratch easily but I'd still buy again." —Amazon Customer

"Obsessed with these! I love the chunky diamond accents! Super comfortable for all day wear." —HJ

Get them from Amazon for $49.99 (available in sizes 6.5–12, including wide sizes, and white and black).

5. Or a pair of faux-suede heeled Chelsea boots to differentiate yourself from all your other friends who have faux leather boots. Reviewers say these are sturdy but not overly clunky and great for those with wider feet! 

www.amazon.com, www.amazon.com

Promising review: "Obsessed! I don't wear anything other than flats or sneakers so these were a bit out of my comfort zone but so glad I got them! They are so comfortable even for long periods of time! If you're like me and look like Bambi in heels but still want to look cute, these are for you! So easy to walk in and super comfortable." —MeganRose

Get them from Amazon for $17.99+ (available in sizes 5–11 and eight colors).

6. Doc Marten lace-up boots — the OG combat boot that we all know and love. These are a tried-and-true for so many because they'll get you through even the rainiest and snowiest of days. The Doc just called and he prescribed you these cute and comfy boots! 

www.amazon.com

Promising reviews: "OBSESSED. Been wanting Docs forever. Love these so much! Waterproofing is great." —Seth

"I bought these shoes after working a couple of months in Panda Express, and they are AMAZING! They’re easily washable, slip-resistant, and fashionable at the same time. I got multiple compliments after wearing them! They’ve gone through so much and have saved me multiple times, such as mop water/soap being drenched on them, YET the leather prevented them from being drenched and saved me from getting wet socks! They have a great grip on them when cleaning, and possibly saved me from ever slipping. Definitely is my #1 recommendation when buying shoes for work 10/10" —Jxzzy

Get them from Amazon for $157.65+ (available in sizes 5–15 and in two colors).

7. A pair of chunky ankle boots — one reviewer raves it's like "walking on a cloud" even with the 3.5-inch heel! Whether you wear these on a night out or just pair them with some jeans and a chunky sweater, these will be a great addition to your shoe rack. 

www.amazon.com, www.amazon.com

Promising reviews: “These booties are perfect to wear with just about anything! They are very comfortable even if you're on your feet all day. As a teacher, it is important to have comfy shoes, but I want them to be stylish as well. These shoes definitely do both! They fit true to size.” —Janet

"Obsessed with these boots! They are true to size, comfortable, and so easy to match with so many outfits. They look like they would be expensive boots, the quality is great!" —Paige

Get them from Amazon for $29.03+ (available in sizes 5.5–12, including wide sizes, and in 11 colors).

8. Chunky-heel booties you can wear to the office because they look classy as heck *and* wear to the happy hour after work because they are super cute and trendy! Plus, reviewers say they were pleasantly surprised by how comfy they were.  

www.amazon.com, Amazon

Promising review: "I'm obsessed with these boots. Easy to put on and off with two zippers on each boots. Very comfortable to walk and stand for a while. Good quality for the price. Wide heal not to high just how I like them. Looks great with any outfit. Mine arrived quick and in perfect condition. I got good compliments on my boots. New Jersey cold season dressy boots just perfect." —Zoraida

Get them from Amazon for $49.99+ (available in sizes 5.5–11 and 12 colors).

9. Betsey Johnson sparkly ankle boots — just an eye-catching pair of shoes that shine bright like the star you are. You'll be feeling major main character energy in these and feel comfortable from a daytime outing to a late night on the dance floor! 

www.amazon.com, www.amazon.com

Note: Many reviewers recommend sizing up for comfort!

Promising reviews: “I bought these for an Elton John concert and received so many compliments on them throughout the evening! The rhinestones are absolutely stunning and even though I don't wear heels often, I was able to comfortably wear these for several hours. However, I would highly recommend going up a half size! I read several other reviews recommending this and am glad I did, or else they probably would not have fit. I'd recommend going a half size up from your regular shoe size, but otherwise these boots are perfection!” —Amazon Customer

"I was obsessed with them the moment i opened the box! I got the package on time and they are true to my normal size. You absolutely just need to have these, I couldn’t resist to buy them the most beautiful dazzling shoe ever! The rhinestones are iridescent and are stunning." —Hannah

Get them from Amazon for $52.14+ (available in sizes 5–11, in wide sizes, and 14 colors). 

10. A pair of low-wedge booties to give you a small lift and stable support, whether you're in the office, out and about, or embracing your 2010s vibe that you swear is coming back into style (because, yes, everything will eventually make a comeback!).

www.amazon.com

Promising reviews: "These are a surprisingly great alternative to more expensive brands in the same style. They are very comfortable, which is saying a lot because I often have terrible foot and ankle pain. I highly recommend these wedges." —M. K. Miller

"I am obsessed with these shoes. They are so comfortable and look just as pictures. I liked them so much that I just ordered another pair!" —Amazon Customer

Get them from Amazon for $29.99 (available in sizes 5–12 and 11 colors).

11. Western boots — the knee-high boots of your dreams that'll also feel like you're walking on Cloud 9. While you strut your stuff on Broadway Street in Nashville, you can appreciate the jersey lining and anti-skid sole for all the horsin' around you're partaking in.

www.amazon.com, Amazon

Promising review: "I have these cowgirl boots in multiple colors because I’m that obsessed! They’re super comfortable, easy to wear all day, and I get compliments every single time I step out in them. Perfect for dressing up or down—an absolute staple in my wardrobe!" —Kourtney Castle

Get them from Amazon for $56.99+ (available in sizes 6–11 and in six colors).

12. A pair of chunky-soled platform knee-highs to channel your inner Olivia Rodrigo and feel like you're the main character of every room you walk into. And these boots are definitely good 4 u since the thick soles provide plenty of comfort for struttin' and long nights out with your besties. 

www.amazon.com

Promising reviews: "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

"The boots are true to size and are exceptionally comfortable. I wore them for my birthday party and after 8 hours I could have kept dancing. I am obsessed with these boots." —Kerri Hill

Get it from Amazon for $53.13+ (available in sizes 5.5–10 and two styles).

13. A pair of Vivaia boots — just because you want to wear boots, it doesn't mean you want your feet to be constantly sweating. The sock-like material has a perforated design to let your feet breathe, and these might just help you live out your Cardi B dream of wearing boots that look like socks. 

Vivaia

Promising review: "Just bought these boots for the first time and I’m obsessed! Super comfy, super cute, and seriously stylish." —Julia H.

Get them from Vivaia for $99+ (originally $189; available in sizes 5–11 and in 11 colors). 

14. An ankle boot with an extra little ruffled detailing for a subtle reminder that these aren't just your standard booties. The cutout design ensures your feet don't get too hot, making them the perfect transition shoe 

Amazon

Promising reviews: "I bought these in several colors and love every pair. They are super cute and comfy. I love the ruffle — it gives them a fancy feel. I want them in every color now!" —Jordan Pemble

"Obsessed. Best purchase." —Kailey

Get them from Amazon for $47.99+ (available in sizes 5.5–11 and in eight colors).

15. Durango motorcycle boots to be your literal ride or dies because of how durable, comfortable, and cute they are. Whether you pair them with some sick leather pants or a flowy dress, these shoes will be the cherry on top for achieving your cute 'fits. 

www.amazon.com

Promising reviews: "These are the perfect moto boots for fall! Especially if you have WIDE CALVES like me. I spent a few weeks shopping around to find the right fit. These are the real deal--not some stiff fast fashion rip off." —Amazon customer

"I bought a size 8 for my normally 8 1/2 shoe size. It ended up being perfect! These boots are slightly rigid at first, as expected. But it only took me about a week to break them in completely. I have literally worn them every day for 3 months! I'm obsessed." —Mary D

Get them from Amazon for $138.66+ (available in sizes 6–10 and two colors)

16. A pair of memory foam pull-on boots — a must-have if you want to feel like every step you take is like walking on a cloud. These boots might just have you clicking your heels with joy because they're water-resistant and made from real suede leather. 

www.amazon.com

Promising review: "OBSESSED. I wanted the Uggs minis pretty badly, but didn’t want to shell out the money if I didn’t have to. I saw these on Amazon and figured I’d give them a try. THEY ARE AMAZING! I am normal between a 9-10 and I ordered the size 9.5 and they fit perfectly. Also super easy to slip on and off. I think I’m going to get another color. I love them so much, such great quality - I’m thrilled!" —LC Mama

Get it from Amazon for $49.99 (available in sizes 6–11, including wide sizes, and in 10 colors). 

17. A pair of chunky boots you'll have no problem slipping into, thanks to the stretchy ribbed design at the ankle. And you will have no worry about literally slipping, since they've got a durable lug sole.

www.amazon.com

Promising reviews: "They're very cute and high quality! The only thing is they are a little snug to slip on and off, but they are extremely comfortable. They are wide set, which is perfect to wear thicker socks with. And the bottom has stars! I want them in every color." —Angie

"I've had these boots for about 6 months now and I get sooooo many compliments! They're super comfy and fit perfectly. I'm obsessed. They're not super great for snow because it's getting harder to keep them clean, but they're perfect for fall weather! And I'm now sending the link to my friend so she can buy them too!! :)" —Brittany Prien

Get them from Amazon for $34.99+ (available in sizes 5–11 and in 16 colors and styles). 

18. A pair of stiletto boots to make you feel like you're reaching icon status every time you wear them. Reviewers say these are actually comfy and don't require a break-in period. So, go on and treat every sidewalk like a catwalk in these chic boots! 

Amazon

Promising review: "Okay, I’m obsessed. These brown knee-high boots are giving designer vibes without the crazy price tag. The leather-like finish looks so luxe in person — rich color, beautiful texture, and the heel height is just enough to elevate any outfit without killing your feet. I’ve worn them with everything from oversize sweaters to mini dresses, and I get compliments every single time. They’re surprisingly comfortable too — I can walk in them for hours without wanting to rip them off. 🙌 Yes, they are a bit roomy around the calves and ankles, but honestly, that slouchy fit adds to the chic, effortless vibe. I love pairing them with chunky socks or layering over leggings for a cozy, fall-ready look. Trust me, these are the kind of boots that turn heads and go with everything. 10/10 recommend adding them to your rotation. 🖤👢" —Tracee

Get them from Amazon for $59.99+ (available in sizes 6–11 and 15 colors).

19. A pair of Sperry saltwater duck boots, because cold, wet weather is no match for these durable boots. They're fleece-lined, have a zipper, AND lace-up to ensure you get the most comfortable fit. So if you're looking for a great fall and winter boot, these definitely fit the bill (see what I did there 😏). 

www.amazon.com

Promising review: "Obsessed! Love these boots. Super waterproof and incredibly comfortable. Great for winter beach walks or long days in the city in the winter. Anti-slip sole and so incredibly comfortable even after walking 10 miles in a day. Love the laces and the zip, as you can wear them loose or super secure. Great value for the price and quality. Also super cute!" —Kimmieflies 

Get them from Amazon for $48.97+ (available in sizes 5–12, including wide sizes, and 11 colors).

20. A pair of super-stretchy over-the-knee boots to channel your inner Ariana Grande and keep your legs warm on those days you just don't want to wear jeans. These will pair great with dresses, shorts, and mini skirts, and you'll absolutely want to pull them out for a night on the town. 

www.amazon.com, www.amazon.com

Promising review: “Love everything about these! Fits my thighs perfectly and you can tie it to adjust! So cute with a lot of jeggings or sweater dress like the one in my picture. Obsessed with these because they’re also so comfortable too!" —Taylor

Get them from Amazon for $48.99 (available in sizes 5–11 and seven colors).

21. A pair of Toms chelsea boots, which are water resistant, super comfy, and just downright adorable — look at that faux fur-lined detailing! Plus, they have a ~CloudBound~ insole that provides plush support for your feet, no matter how many miles you put on them.

Toms

Promising review: "I am absolutely obsessed with these! I wear size 12 and can never find good-quality boots that don’t make me feel uncomfortable. These are comfortable, stylish, and I loved them so much I bought two!" —Faith B

Get them from Toms for $160 (available in five colors and sizes 5–12). 

22. A pair of slouchy knee-high boots just waiting for you to wear them to a concert, a night out at the bars, or hey, even grocery shopping, since these deserve to be shown off. They've got a trendy fold-over style and will have everyone else stopping in their tracks to see your cute kicks. 

www.amazon.com, www.amazon.com

Promising reviews: "These might be my favorite shoes to date! So comfortable, I didn’t have to break them in; they have a chunky heel for good support. I got soo many compliments on these gorgeous shoes!" —Emily

"Same as pictured. Very comfortable. They are a little hard to get off, but I’m truly obsessed with this boot. I ordered a size 8.5. Fits perfectly." —Brown

Get them from Amazon for $59.99+ (available in sizes 6–10 and in 12 colors). 

23. A pair of chunky lace-up boots to give you a little lift without the pain that usually comes along with heeled booties. The block heel provides ample support, and every step you take will make you feel like you're walking on sunshine, even if the weather is anything but sunny. 

www.amazon.com, www.amazon.com

Promising review: "I’m actually pretty obsessed with these boots and can wear them casually and to dress up. They’re the second pair of Soda shoes that I’ve bought, and I’m really digging the brand. Super comfy, stylish, & great price. I ordered a half size up because I like it a little roomier for thick socks. They do squeak a little bit when you walk, but I think I still need to break them in. These will be my go-to boots for the fall!" —Perry

Get them from Amazon for $21.67+ (available in sizes 5.5–12 and in six colors). 

Reviews for this post have been edited for length and/or clarity.