Who wants to wear tight jeans at this time of year? Not me! That’s why I found 19 of the comfiest fall-to-winter dresses for every occasion this season. Even better, these picks are all marked down to Black Friday-level prices (if not lower) — courtesy of Amazon’s Black Friday Week event. I’m talking cozy must-haves that start at just $6.
Now is the perfect time to stock up on easy-going dresses that transition from errand essentials to brunch sleek options. Whether you’re looking for an everyday dress or a special-occasion stunner, these picks have your name on it. The only catch is that they’re selling out as I type. So let’s shop!
19 Comfy Dresses at Better-Than-Black Friday Prices
1. Bestseller Alert: Over 15,000 shoppers give this timeless maxi dress five stars, citing the stretchy material, slimming fit and hidden pockets — was $35, now $24!
2. Country Club Socialite: Look mega rich while running errands, thanks to this preppy quarter-zip dress that styles perfectly with tights and tall boots — was $40, now $20!
3. Just $12: Everything about this knee-length skater dress is chic, including the front buttons and rich mauve hue — was $25, now $12!
4. Everyday Staple: I’m wearing this boutique-style maxi for brunches, date nights and coffee runs — was $57, now $36!
5. Wool Blend: Unlock your inner rich mom when you wear this wool-blend polo dress that’s as comfy as it is stylish. It even frames the waist with a tie belt — was $40, now $28!
These on-Sale Rich Mom Pieces Look Identical to Zara — Up to 66% Off
6. Holiday-Ready Dress: Stop stressing! I found the perfect turtleneck dress for Thanksgiving, Christmas and other winter holidays — was $37, now $23!
7. CEO Vibes: This classy chiffon shift dress comes in ten swoon-worthy colors, all on sale. You’ll want one for every day of the week — was $32, now $19!
8. Blank Canvas: Accessorize to the max when you style this simple long-sleeve dress. The basic appearance is a great base to go with tights, an oversized tote and boots — was $32, now $18!
9. Luxe Alert: Everyone needs a go-to black dress for weddings, in-office days and fancy dinners. This flattering smocked maxi is yours — was $39, now $25!
10. Like Loungewear: Save up to 50% on this Nantucket-style sweater dress that’s designed with a quarter-zip, stripes and long sleeves. It really gives off casual vibes with yacht wife polish — was $40, now $20!
11. Simple Stunner: Your favorite tee just got an upgrade! This $10 T-shirt dress features a V-neckline, short sleeves and a midi length — was $20, now $10!
12. Winter Blue: Rich, dreamy and loose, this quarter-sleeve maxi dress reminds me of the iconic Hill House Nap Dress, but for hundreds less — was $46, now $27!
13. Cocktail Party: Become the center of attention in this fairytale velvet dress that features lantern sleeves and rose details — was $58, now $40!
14. Effortlessly Put Together: This casual maxi dress solves all of your ‘I don’t know what to wear’ days. A stylish cheetah skirt is just a bonus — was $27, now $13!
15. Comfy Cozy: This oversized sweater dress feels like a lazy Sunday outfit, but looks like a night out — was $43, now $31!
16. Super Slimming: Ribbed material, a tie waist and fit-and-flare design make this modest knit dress an ultra-flattering find — was $37, now $18!
17. Warm Weather: Live somewhere in the south? This delicate T-shirt dress gives winter energy without the weight — was $13, now $6!
18. Sweet and Southern If you want to look cutesy and sweet, all you need is this ribbed long-sleeve dress that channels Charleston charm — was $33, now $20!
19. Fall-to-Winter Florals: Have you ever seen such an ideal transitional dress? I’m adding this knee-length wonder to my cart in two prints — was $20, now $10!
Amazon Black Friday Week Is Coming! 50+ Early Deals to Grab ASAP
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