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Forget chunky sweaters — the real sign of fall is when I can finally pull my knee-high boots out of hiding. And in my opinion, nothing looks better with them than a cozy sweater dress. It’s the kind of outfit that makes me want to grab a latte and find somewhere appropriately autumnal to spend my Saturday.
My top 17 sweater dress picks below are giving me plenty of excuses to do exactly that. I found rich-looking styles, including wrap-style sweater dresses, rich chocolate-brown maxis and flattering minis that leave plenty of room to show off a great pair of boots. With prices starting at $16, my fall closet might be getting more than one.
Fall Sweater Dresses That Pair Perfectly With Boots
1. My Favorite: Burgundy is one of those colors I come back to every fall, so naturally, this ribbed sweater dress is on my mind. The fitted shape and midi hem give it such a sleek look. I can already picture styling it with tall leather boots and a long wool coat!
2. Cream Dream: I love a creamy cable knit for fall, and this oversized sweater dress is ideal for Thanksgiving, fall festivals and more. It has over 4,000 five-star ratings, and one shopper raved that it’s “so soft, cozy, and flattering.”
3. Cozy Contrast: An oversized knit and knee-high boots might be my favorite fall outfit combination. This slouchy sweater dress would look just as good with rich chocolate-brown leather as it would with a lighter suede pair.
4. Buttoned Up: It’s the gold buttons that instantly dress up this cardigan sweater dress. The fitted waist creates such a flattering silhouette, while the front slit leaves just enough room to show off a sleek pair of boots.
5. Pockets Please: Any dress with pockets automatically gets bonus points from me. This midi sweater dress has them tucked right into the sides, plus oversized buttons that give the simple silhouette a little extra personality.
6. Waist Snatcher: I’m a sucker for anything that makes my waist look more defined, and this wrap-style sweater dress does exactly that. The tie belt cinches everything in, while the V-neckline gives the classic black knit a dressier feel.
7. Luxe Lace: Between the rich chocolate-brown shade and peekaboo hem, this lace-detail sweater dress has fall written all over it. I’d keep the rest of the outfit simple and let those little details do the talking.
8. Dreamy Drape: Whoever decided white was only for summer clearly hadn’t seen this cowl-neck sweater dress. The creamy shade and draped neckline look so luxe together, especially with simple gold jewelry.
9. Layer Player: I’m always looking for pieces I can start wearing before it actually feels like fall, and this wool-blend dress fits the bill. The short sleeves leave plenty of room for layering as the weather gets cooler.
10. Henley Hero: Those little buttons give this camel sweater dress just enough personality without taking away from its classic look. I’d leave a few undone, layer on some necklaces and let the warm fall color take it from there.
11. Pretty Pleats: The swishy pleated skirt immediately makes this belted sweater dress feel more dressed up than your average knit. Plus, the rust shade is also such a pretty way to bring some color into a fall wardrobe.
12. Polo Polish: A polo collar on a sweater dress? I’m sold. The black piping gives this cream knit maxi just enough contrast to make the otherwise simple silhouette feel special.
13. Boot Peek: The side slit on this turtleneck sweater dress gives you the perfect little peek at your favorite knee-high boots. I’m especially into the tonal look here — taupe suede with the neutral knit feels so chic for fall.
14. Tonal Moment: Head-to-toe neutrals never fail me in the fall. I’d pair this cream mini dress with boots in a nearly identical shade for an easy monochromatic look that feels much more expensive than it is.
15. Compliment Catcher: Office party, Thanksgiving dinner, date night — this chocolate sweater dress is the kind of piece I can see collecting compliments at all three. The sweeping skirt and little bow make it feel much fancier than my everyday knits.
16. Cable Classic: Something about this cable-knit sweater dress feels like the best vintage sweater you’d find tucked away in your mom’s closet. I’d play up that classic feel with loafers and tall socks.
17. Just Dropped: This textured knit sweater dress just landed on Amazon, and I have a feeling it won’t stay under the radar for long. I’m eyeing the army green for fall, but it also comes in burgundy, brown, black, cream and white.
UsNow Fall Sale Alert: These chic fashion finds are up to 60% off – plus free shipping
Welcome to fall with our biggest sale of the season. Our favorite dresses, tops, handbags, and shoes are all on sale + free shipping. Inventory is limited so hurry before they’re gone.
