Unless otherwise specified, all sizes in this post are listed in women's.
1. A cable-knit sweater dress so cozy, it'll feel like an extension of your favorite pajamas. Pair with a long coat, fur-lined boots, and some tights to add that extra layer of warmth.
2. A velour bodycon dress you're going to want to wear to practically everything on your social calendar. Think date night, GNOS, family affairs, and more.
3. A puff-sleeve cardigan dress that'll look cute *and* feel super warm this winter. Trust us, the button-up front, puff sleeves, and midi-length will make this the perfect addition to your dress rotation.
4. A long-sleeve dress meant for those days when you're working from home yet still want to look put together for those last-minute Zoom meetings. Wear with some slippers and a warm cup of coffee on hand to amp up the cozy vibes.
5. A ribbed knit dress ideal for those days when you have no idea what to wear. The best part? With its button-up front, this baby can be worn as a dress or even long cardigan, so it's super versatile!
6. A lace-trim mini dress so you can live out your cottagecore aesthetic dreams without sacrificing warmth.
7. A babydoll dress that proves that you *can* wear shorter styles during the colder months. With a pair of knee-high boots, thick tights, and a fuzzy jacket, this pick is an absolute winner.
8. A square-neck dress you'll wish you could wear every. single. day. It's both casual and comfortable and great for layering!
9. A metallic knit mini dress with long sleeves because it's extremely comfortable without sacrificing style in the process. This dress screams NYE vibes but isn't uncomfortable like all those other sequin styles.
10. An asymmetrical hem wrap dress fitted on top but ruched at the bottom, making it perfect for your upcoming winter weddings. Can you imagine this showstopper with some high-heeled booties?
11. A turtleneck sweater dress that creates the perfect canvas for all your cute winter shoes and accessories. Its neutral-colored hue can be worn SO many different ways and the ultra-soft material is what dreams are made of.
12. A yellow plaid dress giving major Clueless vibes. Layer with a black sweater and tights to bring Cher's positive attitude into the upcoming cold winter days.
13. A super-cute long-sleeved denim dress because since it's too cold for denim jackets and overalls, you need another denim alternative. This dress matches with literally everything and will get just as much use as your other denim faves.
14. Or a denim belted button-down dress that can be worn all year round, thanks to its versatility with different accessories. In the winter, pair it with a fun set of patterned tights, boots, and a furry jacket. In the summer, spring, and fall, it can be worn with sandals and a super cute sun hat.
15. A ribbed sweater dress for those days when you need an outfit that can be worn for multiple different activities. Heading to work and then drinks with your friends? Throw this on. How about brunch with your friends and then a lunch date? This also works for that.
16. A color-blocked button-up sweater dress begging to be front and center in your holiday card — even if it's just of you and your furry BFF.
17. A velvet dress with a tiered skirt and gathered neckline just begging to be worn to ~all~ your holiday parties this season.
18. An MCM-inspired button-down dress that looks MUCH more expensive than it truly is and has the perfect autumnal coloring.
19. A long sleeve cut-out knit dress because NYE is right around the corner and it's time to get a head start on your outfit for the celebration of the new year.
20. A striped turtleneck sweater dress aka the perfect canvas for layering. Belt it, wear a sweater over it, or pair it with your favorite cowboy boots for a different equally cozy 'fit every time.
21. A peasant-style midi dress giving major 'winter nap dress' vibes with pockets (yes, pockets!). Who says you can't wear the warmer version of your favorite summer dress in the winter?
22. A velvet dress with a lapel collar that gives off major Kate Middleton vibes. Wear this pick and you can *finally* live out your royal dreams.
23. A tiered printed maxi dress to add a bit of color to your all-black winter wardrobe. Seriously though, you can stay warm *and* add a pop of something unique.
The reviews for this post have been edited for length and clarity.