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Unless otherwise specified, all sizes in this post are listed in women's.
1. A cute fuzzy cardigan because it's perfect for that weird in-between temperature when it's too hot for a puffer but too cold to go bare-armed. Plus it's so darn cute; I'm actually ordering this in like all five colors.
2. A pair of high-rise track pants for a retro-inspired end of fall 'fit. Comfortable and stylish, these will look great and make you feel ready to go — no matter how much snow there is outside.
3. A fuzzy pullover giving you that classic French vibe. It's ridiculously warm and comfy — so much so that you'll feel like you're wearing PJs out of the house, and what more could you ask for when it comes to chilly weather clothing?
4. A pair of cowboy-inspired boots — we both know you've been dying for a pair, and I'm here to deliver. If you're still in skirt or dress mode, try pairing these shoes with fleece-lined tights, so your legs won't freeze.
5. A zip-up hoodie because it's time to replace the ragged one you've had since 2015... We know you're wearing it, RN, and we hate to break it to you, but it's time to move on.
6. Or a cropped pullover hoodie for those who prefer the classic transition piece. Hoodies are perfect for snuggling into during a midday nap in the cold or hiding your face, so no one can see how sleepy you are when you go pick up your coffee.
7. A ribbed beanie to keep your ears nice and warm as the winter wind picks up. Soft, comfortable, and coming in a ton of different colors, this beanie might just be your new favorite accessory.
8. A pair of tall boots because they'll keep your feet warm and comfortable all day long. Lightweight despite having a lug sole, these memory foam insole boots can (and will) change your commute to the office.
9. A plaid blanket scarf that reminds me of a viral one going around Tiktok RN. 👀 This mid-weight scarf will keep you feeling comfy, trendy, and stylish — and psst! is even a great gift idea!
10. A long-sleeve knit dress giving "elevated basics" in the best way possible with its asymmetrical neckline. PS — Since this comes in two neutral colors, you can wear it time and time again!
11. An oversize faux leather blazer you'll wear so much that it'll become like a second skin (mine is!). Machine-washable with pockets, this baby will look incredible with anything you choose to pair it with.
12. An open-front cardigan because you never know how cold it will be in your office, despite it being the middle of winter. It's soft, comfortable, and lightweight, aka the perfect transitional companion.
13. A satin long-sleeve top that'll be the perfect weight for a late fall-to-winter look. Even if you get chilly, you can always layer a turtleneck underneath.
14. A long-sleeve ribbed tee — yes, it's a basic item, but it is soooo ~useful~ during layering season. Use this as a base for any look; throw it under a pullover, sweater vest, or even under a dress to winterify (??) the look. You can basically wear this all fall, winter, and even spring!
15. Or a turtleneck bodysuit for adding a little spice to whatever you decide to layer it under. As the weather gets colder, we're all about layering, and this bodysuit is fab for a tucked-in look without having to worry about any weird bulk.
16. A shacket because this is perhaps the best transition piece of all time. There's nothing better than this for you to throw on for a quick walk with your dog or to go grab your coffee.
17. A pair of quilted high-rise joggers that cinch at the waist because your wardrobe deserves this. Not only do these look super cool, but they are also soft and have plenty of pockets.
18. A long-sleeve-smocked bodice dress for those who don't want to let go of fall yet (same). Soft and lightweight, this brunchworthy dress is so, so cute and comfy!
19. A pair of ankle boots with minimal height because sometimes you just need extra inches and extra support. Easy to slide on and even comfier to wear, these legit scream transition season.
20. A V-neck pullover because your FYP is already full of people styling these so you might as well hop on the trend. Textured and super comfortable, this versatile piece will probably become your go-to when you have no clue what to wear.
21. A cozy overcoat that's simple yet elegant and a gorgeous piece to add to your work wardrobe, especially if you're being forced to go to the office despite the snow.
22. A ribbed scarf for those who prefer matching everything they own with a cute accessory. Perfect for wrapping around your neck when the wind chill becomes unbearable, but it won't funk up your outfit if the sun keeps on shining.
23. A collared pullover to keep you looking comfy yet professional. Perfect if you're in between wearing a polo and a sweater.
24. A pair of wide-leg sweatpants because comfy > anything else especially when it comes to the time of year when the weather changes every single day. Made out of a lightweight fabric, this will keep your body at the right temp and won't overheat you. Plus, it has pockets!
25. A pair of hiking boots — although you might not be doing a 10-mile hike (and why would you in these heels and this weather??), they're still a smart investment. Hiking boots will help keep you steady on your feet no matter what the weather decides. Bonus: These have a memory foam sole!
26. A long sleeve button-front sweater dress that can double as an open cardigan. We love a multipurpose item, and this is no exception; maybe it's the cozy material or the midi length, but whatever it is, we're smitten with this fall-to-winter piece.
27. A pair of cargo pants because these babies are making a comeback and we! are! here! for! it! High-rise and with seemingly endless pocket space, these are everything you could possibly want in pants for the fall and the winter.
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