Unless otherwise specified, all sizes in this post are listed in women's.
1. Over-the-knee boots made with a stretchy fabric you'll adore because of how non-constricting they are. They're also both sexy and comfortable — these boots are what dreams are made of!
Promising review: “Freaking love these! Purchased for a Vegas trip. And didn’t wear them in before I went. Risky, right? Like never bring a new pair of shoes for a night out. But oh my gosh. They fit amazing in the shoe! And were legit comfortable until 4 a.m. when I got back to my hotel room. Only con: they do slide down a little bit, but nothing terrible, just to the top of my knee if walking. Standing and just moving they stayed up all the way. Just buy the boots!” —Danielle
Get them from Amazon for $41.99+ (available in sizes 5–11 and four colors).
2. Ugg's classic ultra mini bootie to keep your feet feeling pampered all day long — they deserve it!
3. Knit boots that'll literally *fit like a glove* and probably cause anyone who sees you to give you a double take while wondering "where did they get such FABULOUS footwear?"
4. Timberland Chelsea boots with a thick rubber sole, so you can look stylish without worrying about slipping and sliding on wet leaves. You're welcome.
5. Chelsea boots you'll probably want to snag before your annual visit to the pumpkin patch because they'll look *picture perfect* in your Instagram.
Promising review: "Very comfortable on my first wear! Color and fit is as expected. Durable sole and easy to dress up and down!" —Jordan Holt
Get it from Amazon for $47.98+ (available in sizes 5–11 and in 20 styles).
Psst: This item is included in Prime Wardrobe, so you can give it a trial run if you're a member!
6. Knee-high boots with adjustable straps in the back so you can ensure they'll be the most comfortable shoes in your closet — good luck trying not to double back for other colors.
Promising review: "These were a perfect purchase. Not only are they good for the Colorado snow, they are very stylish and very comfortable as I am on my feet moving big items around for at least four hours a day. I don't have issues when using these shoes for this type of manual labor. Made with good material, you can tell they're of top quality and not cheap or flimsy. They are a universal-wearing boot in that you can wear them will almost any attire! I would definitely recommend this purchase." —Dawnyell
Get them from Amazon for $35.63+ (available in sizes 5–11).
7. Waterproof rain boots with enough room in them for comfy socks to keep your toes toasty while venturing out in the cooler weather — and they're lightweight so you won't feel like your trudging about town.
Promising review: "These boots are great! The ankle is wide enough that they slip on and off easily but are not too bulky. Super waterproof! These are great if you have a dog or kids and find yourself stomping around wet grass and puddles often. The material is a little lighter than most rain boots so my feet aren’t sweating after walking my dog in a warmer rainy day (but with fuzzy socks they’re plenty warm for cooler mornings)!" —Alys Lou
Get it from Amazon for $28.99+ (available in sizes 5–9.5 and eight colors).
8. Peep-toe booties with VELCRO (!!!) straps that'll make your life SO easy you won't know how you lived this long without them.
9. Sparkly Betsey Johnson ankle boots to add some ~razzle dazzle~ to your wardrobe and ensure when you head to a friend's and you all remove your shoes that yours definitely won't get lost in a sea of black booties.
Promising review: “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
Get them from Amazon for $86.45+ (available in sizes 5–11 and 15 colors)
10. Durable Lucky Brand booties so you can look fashionable without breaking an ankle, which is #goals if you ask me.
11. Round-toe booties that'll go with pretty much any outfit you've got in your wardrobe — be careful, your sister will try to steal these out from under your nose.
12. Classic tall Ugg boots, because your original pair is probably *super* worn down and you and I both know nothing keeps your legs warmer than these babies.
13. Doc Martens, because you can't go wrong with a tried-and-true classic.
14. Or steel-toed slip-on Dr. Martens boots reviewers swear are comfortable and easy to break out — watch out world, here you come in your cooler-than-cool boots.
See them in action on TikTok here.
Promising review: "These are the best and most comfortable pair of Docs I've had. They were a dream to break in and I have never had a blister with these. I get so many compliments on them and they are a great fall shoe!!" —christa kraftician
Get it from Amazon for $107.97+ (available in sizes 5–11).
Psst: This item is included in Prime Wardrobe, so you can give it a trial run if you're a member!
15. Madewell tall leather boots starring a stacked heel you won't have to fret about struttin' your stuff in — not to mention they come in three gorgeous, timeless colors.
These boots are designed with "Cloudlift Lite padding," so you can click "add to cart" assuming they'll *actually* be comfortable to walk in. Additionally, the leather is sourced from a tannery that earned a "Gold Rating" for sustainable practices.
Get them from Madewell for $348 (available in sizes 5–11 and three colors).
16. Heeled combat boots with a chunky heel you can throw on when you feel like your outfit needs a badass boost. Stomp all over those ~haterz~.
17. Slip-on booties with a pointed toe to add a little ~somethin' somethin'~ to your winter uniform of an oversized sweater and jeans.
18. Slip-on Chelsea boots for anyone whose pair of the classic shoe could use an upgrade after trudging around in them last winter — go on, treat yourself.
Promising review: "I have this in black already, so I knew what I was expecting when I ordered the brown. The quality is as expected for the price. Still a good boot quality, very durable, and breaks in nice. May be stiff at first, but after a couple of wears, you'll adjust to it quickly." —Xinh Nguyen
Get it from Amazon for $43.27+ (available in sizes 5–11 and six styles).
Psst: This item is included in Prime Wardrobe, so you can give it a trial run if you're a member!
19. Lace-up ankle booties your squad will be begging you to tell them where you picked 'em up from when you wear them.
20. Thigh-high suede booties you can wear to channel your inner Ariana Grande. Go ahead, work it!
21. Steve Madden ankle boots you'll want to write a love song about thanks to their bedazzled accents and how comfortable they are.
22. Tall Frye boots with leather you just know is going to feel oh-so-soft before you even slip your foot into them — and just you wait until you do! Prepare to be blown away.
Promising review: "OMG! These are the greatest boots! I have been wanting a pair of Frye boots for so long! But these are extra special because I wanted a pair without a zipper, and these fit the bill! They are so comfortable, and the leather is rich and soft looking. I am in heaven! I love them so much I went back and got a couple of other pairs in different colors. They were just a little tight when first trying to get my foot in down at the ankle area, but after getting my foot in, they were perfect. There is still room for my skinny jeans to fit down inside. I will never have to buy another pair of boots because I see these and the others lasting until my death lol. I will be requesting to be buried with my boots on. Totally worth it." —🐱Mrs Kitty
Get them from Amazon for $169.16+ (available in sizes 5.5–11 and 13 colors).
23. Quilted boots you'll enjoy just as much as the actual quilt your grandma knit for you last Christmas.
24. Booties with a side zipper and a casual low block heel you'll feel comfortable enough in to wear out to dinner or while running errands.
25. Detailed cowboy boots you can count on to put a lil' pep in your step.
26. Embroidered and beaded boots you'll want to save for a special occasion because, honestly, they deserve it.
27. Sorel heeled rain boots, because there's no reason why you should let the weather rain on your parade! Dump your stiff, clunky rain boots and embrace these chic ones instead.
28. Snakeskin booties with a chunky block heel that'll seamlessly slither into both your fall wardrobe and your heart...hehehe.
Promising review: “I wore them for 6 1/2 hours and walked all downtown with zero problems, I got so many compliments on them. They are comfortable, stylish and exactly what I needed.” —Gabriella Ann
Get them from Amazon for $29.99+ (sizes 6–10.5 and two heel heights).
29. Low wedges for anyone who wants to look like a 10 when they head out in the morning to grab a PSL but isn't confident in their ability to strut their stuff in heels.
30. Wide-fit, chunky-heeled Chelsea boots that'll bring an edge to each and every outfit you pair them with. Jeans? Yes. Faux leather leggings? Yes. Dresses? Also, yes.
Promising reviews: "I bought these a week ago and have already worn them three times. They are so comfortable and sexy. I love that the heel is thick so it doesn’t hurt my feet wearing them for hours. I’m a size 7 with wide feet and they fit perfect! I am so happy with this purchase!" —Verified Purchaser
Get them from Asos for $45 (available in sizes 4–11 and in regular width sizes).
31. And Hunter rain boots with an adjustable strap to ensure you get the *perfect* fit each time, so when you get the urge to traipse through a big puddle you won't have to worry about a drop of water escaping to your ankles.
I recently got my first pair of Hunter rain boots and was honestly surprised at how comfortable they are. I've had other rain boots, of course, and always found them to be clunky and heavy. These are the perfect weight! I haven't tested them out in any massive puddles *just yet* but I'm sure the time will come 😉.
Promising review: "Hunter boots won’t let you down. I purchased these for my daughter to use walking to class in college and she is well satisfied with the support, comfort and keeping her feet dry. She liked them so much I purchased a pair for myself. She was right, they are a great boot." —Amazon Customer
Get them from Amazon for $90+ (available in sizes 5–11 and 19 styles).