Unless otherwise specified, all sizes in this post are listed in women's.
1. A chunky cableknit set that would look SO cute on you after you're cast for the next season of Bravo's Winter House. (Texting Andy on your behalf rn.)
Promising review: "This set exceeded my expectations. It’s really soft and amazing quality. I sized up and glad I did for a looser fit. The cable knit design is on the front and back of the shorts and only the front of the sweater. Would purchase again!" —C
Get them from Amazon for $45.99 (available in sizes S–XL and five colors).
2. Satin track pants that'll be the best-dressed-in-the-office version of your satin PJ pants you wear every single day when you WFH. And yes, the waist is elastic.
Get them from Old Navy for $44.99 (available in regular sizes XS–4X, tall sizes S–XXL, and petite sizes XS–XL, and three colors).
3. Or if you very much overheat (even in early fall) a chic tank and wide-leg pants set that'll make you look like a fancy jetsetter, even if you're just making a Target run midday to drink up the DELICIOUS frigid air down the ice cream aisle.
4. A pair of THE TikTok-famous Target office sweatpants that I own I, a person who always ALWAYS wears dresses, won't stop talking about because they're THAT comfy. I lived in them last fall and winter, and plan to do the same once it gets too chilly for bare legs.
Reviewers helpfully recommend sizing down one and I found this to be true. I wear a size 14 and oftentimes go between L and XL. I ordered the L and they fit perfectly. In fact, I'm able to layer fleece-lined leggings underneath them — which I did on a December trip to Vienna, Budapest, and Prague where temps dropped down to 5 degrees Fahrenheit. (More on that below.)
Get them from Target for $25 (available in sizes XS–4X and six colors/prints).
5. A rib-knit ruched crop top in case you need a new top to go with your fun pants.
Promising review: "I love this shirt. You can wear it at several different lengths. It is a soft stretchy material. Not see-through at all. Very comfortable for wearing all day and night. Pair this with a skirt or cute pair of jeans!" —Katrina
Get it from Amazon for $21.99 (available in sizes XS–4XL and in seven colors).
6. A sensory compression tank in a soft, supportive material in a seamless *without* tags construction. It's supportive enough to skip wearing a bra with it. Really, the only thing missing is its ability to make your lunch.
7. A cozy turtleneck dress to throw on with your over-the-knee boots or tall socks for a look that says "I'm so ready to leave the house!" when you'd rather do anything but.
Promising review: "I LOVE THIS SWEATER DRESS! I read the reviews, and they said if you want the oversize look to go up a size. I am 5’4", 145 pounds, and normally wear a medium, but I went up to a large for the oversize look. I normally roll up the sleeve once for a cute cuffed look. DEFINITELY RECOMMEND." —Jodi Hochstetler
Get it from Amazon for $31.99+ (available in 29 styles and sizes S–XL).
8. Or perhaps a sweater maxi dress you can wear *without* a bra. Tbh, it doesn't get much comfier than that.
Klassy Network is a woman-owned small business that specializes in tops with built-in bras. I own the halter brami and it's sooo comfy.
Get it from Klassy Network for $85 (available in sizes XXS–3XL and two colors).
9. A hand-block-printed dress that's the perfect above-the-knee length for you curling up on the couch and rewatching Yellowstone after getting home from brunch.
Get it from our Goodful shop for $68.99 (available in sizes S–XL).
10. A chunky pullover you'll love to wear with your comfiest *outside* pants this season. As you can see, it makes for excellent outdoor photo shoots.
Promising review: "Love this soft beige sweater with balloon sleeve details for fall!! This sweater is so cute and such high quality. It fits true to size. I love that you can wear it with leggings or pair it with jeans and booties!! This will be the perfect addition to your closet!" —Andrea
Get it from Amazon for $39.99 (available in sizes S–XL and 12 colors).
11. A pair of pull-on Levi's jeans because maybe you need a new pair of skinny jeans. (Wear what you want, people!) But you're so used to living in leggings that you want a lil' bit of both. These'll please the "real pants" police if that's a concern.
FYI, these jeans are included in Prime Wardrobe so you can give them a trial run if you're a member!
Promising review: "Let me first start out by saying I'm a mom of two, in my mid-30s. Pants and I disagree on far too many levels (aka, once I found leggings after having children, it's been impossible to go back). Pair that with working from home (ahem, never having motivation to wear actual pants even if I wanted to) and you have a full-blown 'this woman is going to spend the rest of her life in yoga pants' situation. Enter these jeggings. I am not even apologizing for using the silly term of 'jeggings.' These could nearly pass for a legging-feel situation. ON TOP OF THAT, they look like real jeans. DONE. TAKE MY MONEY." —Sara W.
Get it from Amazon for $21.13+ (available in sizes 2–28, three inseams, and eight colors).
12. A striped beaut in case you like to keep things as comfy as possible. Turns out, we're kindred spirits!
Promising review: "The dress is the perfect length for work and isn't see through at all. I love black and white stripes and this dress, also, pockets!" —Brinna Kerrick
Get it from Amazon for $29.99+ (available in 19 colors/prints sizes and S–XL).
13. An oversized houndstooth knitted sweater vest as a chic layering option when you're bored of nearly everything else...and the idea of having to dry shampoo your hair to leave the house.
Promising review: "So comfy and cute! These look great over pleated skirts, they’re oversized!" —Kayla Breeze
Get it from Amazon for $25.99 (available in sizes S–L and in 10 colors).
14. A flowy shift dress here for you now and when it's finally (ugh) tights weather.
Promising review: "I absolutely love this easy care, comfy fit, beautiful dress. The color is pure springtime and the material is soft, requiring no ironing." —Lori Mckenna
Get it from Amazon for $38.99+ (available in sizes S–XL, 19 colors, and two sleeve lengths).
15. A matching sweat set to throw a jacket or coat over to take you from bed to figuring out how many Trader Joe's frozen meals you can haul back to your place.
Promising review: "Got this set to sleep in for the winter. The material is very comfortable and soft on the skin and not irritating at all. The stitches were flawless and looks exactly like the picture. I actually wore the sweats outside with another top and I was feeling fine the whole day." —Kesha Follz
Get it from Amazon for $29.99+ (available in women's sizes S–XL and five colors).
16. A fleece hoodie dress seemingly SO comfy, that they might outlaw it. But! It's a much chicer version than all the hoodies you'd love to wear while going pants-less in public if that's a thing we were all allowed to do. So you might wanna go ahead and snag it in a few colors while you still can.
Promising review: "This dress is very comfortable and cozy for the winter. I am tall and plus-size. It falls halfway down my calves. It’s very thick and nicely made. I just throw it on to run errands and look cute while doing it. It’s as comfy as a pair of sweatpants but way more stylish. I love it and will be buying other colors." —Theresa Casanova
Get it from Amazon for $43.99 (available in sizes S–3X and in 16 colors).
17. A stretchy ribbed pencil skirt you can easily slip on — even if you have a baby bump you're having to base all your ensembles around. Just look at the reviewers. Everyone looks so cute in it!
Promising review: "Perfect! Ordered an XL since I wore it to my baby shower when I was six months pregnant and it worked well! Nice stretch without being see-through. I ordered the khaki shade and I really love it. Wish they had it in white too!" —maria
Get it from Amazon for $25.99+ (available in sizes XS–XL and 19 colors).
18. A slinky slip dress that'll look sooooo hot but is prime for layering with all your fall faves. Yes, it's more or less a sleep slip which means it's one of the comfiest, dressiest things you could put in your closet (and on your body).
That's me above wearing one for a night out in Rome. It was sufficiently dressy but also gave me enough room to really go full on for pasta at dinner (when in, ya know). Since then I've bought it in three more colors and use just about any excuse to wear one of them.
Get it from Aritzia for $118 (available in 14 colors and sizes 2XS–1X).
19. A pair of plaid leggings you can TOTALLY get away with wearing to work or a job interview. But will just look really cute during all your other outings...which is really the most you could ask for. Even while just hanging out at home!
Promising review: "My new workwear staple. These pants are AMAZING!!!! They stay up!!!! This is so hard to find in pull-on pants. They have belt loops, which makes them look like pants. THEY HAVE BACK POCKETS!!!! I can’t get enough!" —Kelly Fox
Get them from Amazon for $20.90+ (available in long, short, and regular sizes XS–XXL and 15 prints).
20. Some flowy shorts if compressive bike shorts aren't your thing when breaking a sweat. Yes, you're training for a 5K (which, to me, sounds like the opposite of comfort) but you can at least wear comfy clothing while doing that.
Promising review: "These shorts are so light and airy! They are so comfortable. The only downside is that they do run small, I would size up by one size. I wore them to the beach and they were perfect for hanging out when I didn’t plan on getting in the water!" —Reese Elder
Get them from Amazon for $13.50+ (available in sizes S–XXL and in 29 colors).
21. A satin button-down top for a super pulled-together look that'll get you through all sorts of ensembles.
22. A set of waffle knit PJs that'll be there for you when your arms are cold but your legs aren't *and* you have an afternoon of video meetings lined up while you WFH.
Promising review: "I'm new to buying fashion on Amazon.. I always worry about 'quality' pieces actually coming from Amazon.. but this set defies all of it!! It's a thick, cozy waffle material that you will want to lounge in all day and night! I'm a work from home mama so I don't really get dressed up everyday. This is such a great alternative because I still feel cute but am also comfortable! Great set all around. Highly recommend!" —Danielle Comstock
Get them from Amazon for $39.99+ (available in women's sizes S–2XL and 12 colors).
23. A chic jumpsuit will not only be SO cozy but will also make for one fewer piece of clothing you've gotta figure out for the day.
Get it from our Goodful shop for $103 (available in sizes 16–25).
24. An off-the-shoulder brami in a comfy, stretchy material you won't have to wear a bra with! Because remember last time you wore an off-the-shoulder look you had to deal with annoying bra straps? Not today!
Get it from Klassy Network for $45 (available in sizes XXS–3X and six colors).
25. Some thermal socks that'll basically feel like your warmest, toastiest blanket is hugging your feet — even when you're wearing your coolest boots that are just a little too light or thin for the weather.
During my February trip in Iceland I didn't even think about my feet thanks to these cozy socks I wore under my Sperry x Who What Wear duck boots and they kept my feet OH-so-toasty! And they didn't get smelly despite my swapping out two pairs throughout my trip.
Promising review: "This is my second time buying a pack of these socks for my dad who works outdoors all year long (even in the snow). He was excited to get a new pack of these socks and stated that these socks keep his feet warmer than his other cotton socks. The socks are definitely more expensive than your typical retail cotton socks but worth it if you really need warmer socks!" —Myriah
Get them from Amazon for $12.99+ (available in two colors and sizes S–XL).
26. A loungewear set that reviewers compare to the luxuriously soft Skims loungewear for a fraction of the price.
Prime members: You can try before you buy!
Promising review: "No joke, these are pretty much exactly the same as my Skims lounge set for half the price. The pants graze the tops of my feet even when I wear them high-waisted at my belly button, so I think they’re plenty long. The robe is like wearing a blanket, but still looks put together. Anyway, I’m back here to buy a second color because I loved them so much!" —Jenna
Get the three-piece set from Amazon for $53.99 (available in sizes S–XL and in 30 colors).
27. A versatile workout/lounge set in a super cute ribbed material that reviewers *also* compare to pricier Skims. This would look cute at the gym (obviously) but with a shacket thrown on top would make for an excellent warm fall day outfit!
Promising reviews: "The quality is AMAZING! Very soft and comfortable. True to size with a good amount of stretch for daily activities. This is definitely a great alternative to Skims. Will be purchasing more in all colors!" —Rémi Lyn
"I don't need a Skims set after this. The material is soft and buttery, the perfect thickness, and hugs your curves. I'll admit that I was wary of this even being a good fit, but once I put it on, I knew I had to buy the other colors." —Toni Benjamin
Get it from Amazon for $19.59+ (available in sizes XS–XL and 19 colors).
28. A high-neck cropped tank that'll be perfect for layering under a blazer or sweatshirt...or just hanging solo up top. (Psst, one reviewer with a G cup says they don't need a bra with it. So do with that what you will!)
Promising review: "Absolutely love this top! So versatile, so comfy, sooo cute! Hard to find shirts lately that are the right cut but they figured it out with this one. The material is super great quality, soft, and thick so it feels and looks like it's way more expensive than it is. I will be buying it in every color!" —Tina
Get it from Amazon for $23.99 (available in sizes S–XXL and in 23 colors).
29. And if you're on the prowl for something in a similar vibe in long sleeves super stretchy mock turtleneck bodysuit for that tucked-in look without all the fussing.
Promising review: "So happy I found this. Of course, I found it on TikTok but this top is one of my staple fall pieces now. Super comfortable and stretchy so I don't feel like I'm being suffocated. It is a little thin so don't wear a black bra unless it's intentional. Otherwise this is 10/10 would recommend." —Amber Brooks
Get it from Amazon for $24.98 (available in sizes XS–2XL and 29 colors).
30. A corduroy button-down to help satisfy your shacket tendencies before it gets too cold — or it makes for a super cozy layer in the depths of winter when you're just trying to look presentable but would rather stay at home in your flannel PJs.
31. Some needlecord overalls (that are even softer than corduroy) for an extremely cozy one-and-down.
32. And if you're really aiming for comfort but want to be able to fully lounge and pass out on an early morning flight, an oversized hoodie with a built-in sleep mask will keep you looking relatively polished without making it seem like you just rolled out of bed.
Pond Los Angeles is woman-owned and Asian American-owned small business based in California that intentionally uses a woman-led manufacturer to create its apparel.
My colleague Marquaysa Battle owns and adores this hoodie. Here's what she has to say:
"I own this in black, and I actually, factually REFUSE to wear any other hoodie to the airport. I pull my sleep mask down, and it's a wrap, OK?! Asleep before takeoff. When you're wearing it and dedicating your travel style to it like me, then be sure to shout out the Pond Los Angeles that makes it! It's a woman-owned and Asian American-owned clothing and accessories brand based in Cali that intentionally uses a woman-led manufacturer to create its lovely pieces."
Promising review: "I fly a lot and am constantly trying to find a hoodie with a big hood to cover my eyes so I can catch up on some beauty sleep on the plane. I saw this product on Instagram and knew it would be a game-changer. I was able to use it recently for the first time on an early morning flight, and let me tell you, it is EVERYTHING I was looking for and more. It’s comfy, cozy, oversized, and the eye covers make you feel like you’re in a whole other world and not packed like a sardine on a plane. My over-ear headphone fit perfectly under it, and I got the best sleep I’ve had on a plane — EVER! Like other reviews have said, it is big, so size down if you want something a little more snug. It’s a little big, but I love my stuff oversized, so I am fine. I have been wearing it every day at home and can’t wait to get the black and blush one!" —Heather G.
Get it from Pond Los Angeles for $102.40 (originally $120; available in sizes XS, S, and L).