Unless otherwise specified, all sizes in this post are listed in women's.
1. A pair of classic and comfy mini Ugg boots that are lined with sheepskin to ensure the coziest vibes as the temperatures quickly drop. They may not be *super* stylish, but with the right outfit, it works! Plus, they're super easy to slip on so you can rush out the door to grab a PSL at a moment's notice.
Promising review: “Can’t go wrong with Ugg boots! These are super comfortable and warm. They hit just above the ankle which is super cute paired some rolled-up jeans. These fit as expected. I would definitely recommend!" —R. Warne
Get them from Amazon for $149.95+ (available in sizes 5–12 and 20 colors).
Psst: This item is included in Prime Try Before You Buy, so you can give it a trial run if you're a member!
2. Lace-up booties perfect for when you want to keep your feet toasty warm, but don't want to commit to longer boots.
Promising review: "These boots are made so well! They are unbelievably comfortable; there is no need to break them in. The first day wearing them I stood for several hours and had no trouble at all. These are by far my favorite boots. I will be getting more in the future." —Lisakay
Get them from Amazon for $149.99+ (available in sizes 5–12 and in seven colors).
3. Strappy pumps that you'll want to twirl around in all year long. The straps in the front provide much needed support so you don't have to worry about sliding around in your heels all day.
The Soft system® comfort soles provide all-day support, flexibility, *and* cushioning! The traction sole also gives you extra stability, so won't feel like you're about to slide across the floor with every step you take. If that's not enough, the low heel provides extra comfort and support!
Promising review: "I ordered these to wear to a wedding. I never wear high heels, so I was a little concerned they would hurt my feet or give me blisters. Surprisingly they are very comfortable!! I danced in them for hours and no aching feet and no blisters. I got so many compliments on them as well! If you are in doubt, don’t be. Just order them. You won’t regret it!" —Sherry Redman
Get them from Amazon for $49.99 (available in sizes 5–12 and wide sizes).
Psst: This item is included in Prime Try Before You Buy, so you can give it a trial run if you're a member!
4. Steve Madden slip-on loafers you can style with just about any outfit imaginable. Plus, the fact that they're slip-on makes them so easy to just, well, slip right on and head on to your next appointment.
5. Ugg slipper shoes that are honestly the perfect loophole to your "no shoes in the house" rule.
BuzzFeed Shopping editor Maitland Quitmeyer says: "First thing that needs to be said is that Uggs are great! They're warm, they're cozy, and you can just slide them on when you're freezing — I won't hear otherwise! They're not exactly high fashion, but they don't *need* to be when it's a straight-up polar vortex outside. So when I saw these Ugg slipper slides with an elastic back, I just had to buy a pair. I don't know what it is about them I find the cutest: the slightly sporty elastic, the Michelin Man–esque plush rolls on top, or the chunky bottoms that give you a little extra height. AND they have all the comfort of a slip-on slide, but without the feeling that your foot is going to fall out any second.
"They have a hard sole, so you can wear them as indoor slippers, half-indoor-half-outdoor take-out-the-trash shoes, or real regular shoes (aka what I'm going to use them for). When it's still warmish out, I'm going to wear them with my toes poking through, but they're also going to be *so* cute with socks (team socks + sandals 'til I die!!!!!). And they're SO SOFT AND COMFY! I'm prepared to live in these all fall. Paired with leggings and a blazer? It's the perfect 'Ugh, I can barely make today happen' work outfit. I honestly want to get another pair in another of the cute colors...or the leopard print. Oh, and just FYI, I ended up sizing down in these!"
Get them from Nordstrom for $50+ (available in sizes 5–12 and nine colors) or Amazon for $99.95 (available in whole sizes 5–15 and in 37 colors).
Psst: This item is included in Prime Try Before You Buy, so you can give it a trial run if you're a member!
6. A pair of vegan flats you could pair beautifully with slacks, a white button-down top, and an oversized blazer for the "college professor in the middle of fall" look.

Kallie & Co is a Latin woman–owned small business that sells fair trade vegan shoes and goods. Nadia Martinez has grown Kallie & Co. from her laundry room to a small team of military spouses, selling her products across the US and Canada, and supporting 20 artisans in Mexico with fair labor.
Promising review: "These came incredibly fast and the unboxing experience was second to none. The shoes are beautifully made, fit perfectly, and I really do think I could dress them up and down and wear them with anything! Looking forward to adding more Kallie & Co. shoes to my closet in the future." —Sherri B.
Get them from Kallie & Co for $69.99 (available in sizes 5–10.5).
7. Pointed toe flats that are perfect for a more minimal style, and with 15 colors, you'll basically end up buying one for every day of the week. These are the *perfect* staple for your year-long wardrobe.
These shoes actually have a hidden heel box to provide the teeeniest amount of lift!
Promising review: "Love these!! I have semi-wide feet, and these fit me perfectly. These flat shoes fit like slippers, and there is a lot of cushioning — I don't feel pain on the pavement. I've worn them five times in one week that's how comfortable these are. This is my second pair of this style, and I am thinking of buying more in different colors." —G. Veras
Get them from Amazon for $69.30+ (available in sizes 4–12, narrow and wide sizes, and 14 colors).
Psst: This item is included in Prime Try Before You Buy, so you can give it a trial run if you're a member!
8. Cole Haan mid-calf boots because sometimes your calves deserve some warmth on those ~extra~ chilly days ahead.
Promising review: "This is a very comfortable boot — especially as I have a hard time finding boots/shoes that fit around the width of my foot. Plus there's a little padding on the bottom so the strike on the ground is a bit cushioned. What a great find." —NF
Get them from Amazon for $137.99+ (available in sizes 5–9.5 and in two colors).
9. Or calf-friendly boots for the peeps who have always struggled with finding the perfect pair of below knee-high boots to fit around their wide *or* narrow calves.

I got a pair of these for my sister-in-law who every year complained about never being able to find boots that fit her wider calves. She did the Find Your Fit test to figure out which size would be the best fit for her, chose a pair, and is absolutely obsessed. She gushes about how comfortable and stylish they are and is so ecstatic to finally have a pair she can zip all the way up!
Get them from DuoBoots for $242 (available in sizes 5–12 and eight calf widths).
10. A pair of Dansko clogs that you may think are clunky and weird, but I promise you, they'll look absolutely adorable on you!
These clogs have a dual density EVA footbed with memory foam for cushioning and support!
Promising review: "I broke my foot 37 years ago, and it left me with a bump/deformed foot, so I can only wear Mary Jane type shoes. These are so comfortable, so stylish, and so quiet for clog-type shoes! I have tried other more expensive clog-type nursing shoes, and they do not come close to the comfort of Dansko shoes! I love them!!!" —Kate
Get them from Amazon for $139.95+ (available in sizes 5.5–12 and two colors).
11. Classic Bean boots for all types of messy weather *and* for that New England chic vibe. Rain, snow, mud, and crunchy leaf approved!

I am a big fan of my Bean boots! They're comfortable and look so stylish in the fall, especially if you live in the Northeast — they're a must-have! I have gone on a couple of small easy hikes in these, but I would probably not wear them for anything harder.
Promising review: "I got these boots four years ago and being from Texas, I didn't think I'd have much need for a winter boot, but boy was I wrong. I have a pair of rain boots that cost a pretty penny that have sat in the back of my closet since I got these. They are perfect for the rain, snow, or cold. The leather upper has started to wear beautifully and I can say that without a doubt, these will be my go-to boots for the rest of my life." —TheTexan
Get them from L.L.Bean for $149 (available in sizes 5–11, three widths, and three colors).
12. A pair of sleek Chelsea boots that'll quickly become your go-to shoe for every single outing *and* for many years. One of those outings might just be secretly walking around the house in them. Just once. 👀

They've got memory foam, five-layer, cushioned insoles!
Nisolo is a small business that sells ethically created, sustainable footwear.
Promising review: "Beautiful boots and comfortable right out of the box. They fit true to size. Like most of my Nisolo boots, I wore them around the house with thick socks for a couple of hours to get them a little softer. This pair was so comfortable that I quickly forgot I was wearing new boots! I like the casual look of the lighter grained sole of these and the rubber anti-skid sole will be great in the winter months. They are perfect casual boot. I’m a huge fan of Nisolo shoes for look, quality, and sustainability practices and they’ve once again impressed me with these." —Julie J.
Get them from Nisolo for $200 (available in sizes 5–11 and six colors).
13. Or a Chelsea boot to save you a *wee* bit of money, because they're not just a wardrobe staple, but a wardrobe *must-have*.
100% genuine leather!
Thursday Boot Company is a small business specializing in created high quality footwear that'll not only stand the test of time, but will look fabulous while doing it.
Promising review: "Everyone — EVERYONE — at the place I work wears some type of Chelsea boot, ranging from the flashy to the more functional. I wanted something that was both sleek and professional as well as sturdy for walking 40 min in the rain every day, and these shoes fit the bill perfectly! Time will tell, but so far they seem to be waterproof as well as slip-resistant. I normally wear a 7–7.5 and sized up to an 8. It's roomy enough for thick socks, but close fitting enough without. No ankle chafing either! I'm very pleased with these shoes!!" —Danielle
"These are the most comfortable boots I've ever owned, and I've owned a LOT of boots. I just bought my second pair because my old ones are starting to show wear after 18 months of hard use, and now I'll have a pair for getting dirty and a pair for town. They take a little breaking in (I can tell, because my old ones are way softer than my new ones), but that just means they're quality leather." —Lori
Get them from Amazon for $160 (available in sizes 5–11 and eight colors).
14. Or! Extra-budget-friendly Steve Madden Chelsea boots because these boots have a thick heel, which provides extra support so you can walk for miles and still be comfortable (and stylish!).
Promising review: "These shoes are so comfy and versatile. You can wear them with jeans or a dress and they’d be so cute with either. So happy I got them!!" —Natalie Watson
Get them from Amazon for $77.94+ (available in sizes 6–13, wide sizes, and in seven colors).
Psst: This item is included in Prime Try Before You Buy, so you can give it a trial run if you're a member!
15. Slip-on mules that you'll probably end up wearing for all of fall (trust me). They're comfy *and* chic. Name a better duo. I'll wait.
The soft PU leather provides smooth and flexible comfort with every way you move in them!
Promising review: "I really love these shoes! They're very comfortable, and I got so many compliments on the pattern! I usually wear mostly black, so these were the perfect little pop of fun!" —Jenn Kort
Get them from Amazon for $41.21+ (available in sizes 5–12 and six colors).
16. Square-toe boots guaranteed to become one of your new favorite pair of boots to wear in the fall. They're sleek, chic, and give juuust enough height that you feel tall and mighty without compromising support.
Promising review: "Very comfy and great looking boots! Just like the picture. The heel height makes me taller but isn’t too steep to walk naturally in. Zipper is smooth to pull up and it stays up and doesn’t creep down over time. Overall very happy with this purchase." —Rebecca Henry
Get them from Amazon for $69.90 (available in sizes 5–13 and five colors).
Psst: This item is included in Prime Try Before You Buy, so you can give it a trial run if you're a member!