Sweaterdress Season Is Coming—24 Outfits to Replicate ASAP

Do you feel that crisp breeze? Well, that signifies the official start of fall. For some, the onset of colder temperatures hasn't come yet, but that is by no means a deterrent for dreaming of them. In fact, for the fashion set, this time ushers in fantasies of one specific thing: sweaterdress season. While you may be wondering why this clothing staple could be considered as exciting as cooler temperatures, taking a trip, or even celebrating the holidays, we're here to tell you that this piece is underrated.
If we're being honest, you can't even fantasize about playing in the foilage or being snuggled up by the fire in a cabin opening gifts with your loved ones without invoking the image of wearing a sweaterdress—it's that prevalent. Of course, where and how you can wear this style extends beyond the cliché imagery this fall staple has been commonly associated with. So in that vein, we've rounded up 24 sweaterdress outfit ideas to show that this staple is something you should be excited about wearing (and shopping) year-round.
Oversize Shoulder Bag + White Sweaterdress + Flip-Flops
Sweaterdresses are the canvas for crafting the coolest outfit for any transitional-weather look. You can wear a simple white sweaterdress in the spring with sandals or combat boots and a leather moto jacket in the fall.
The styling possibilities are endless when it comes to this dress.
Craft-Inspired Sweaterdress + Ankle Boots + Shoulder Bag
Neutral-hued sweaterdresses aren't the only way to wear this cold-weather staple. Don't be afraid to opt for a colorful version that champions more craft-inspired knitting techniques. Just be sure to style it with solid-hued boots and a bag to let the piece be the focal point of your 'fit.
Black Sweaterdress + White Ankle Boots + Black Shoulder Bag
When in doubt, a black sweaterdress will always be in style. But should you want to make this staple stand out, pair it with contrasting boots and an interesting bag to make it feel more trend-forward.
Pink Sweaterdress + Pink Sandals + Zebra-Print Bag
Want to make a drab, cold day a little warmer? Wear a colorful sweaterdress with fun accessories. Whether you opt for one in a vibrant pink hue or another fun trending color, this outfit will brighten your day.
Maxi Sweaterdress + Belt + Platform Boots
Maxi hemline dresses have made a major comeback, so it only makes sense to adopt this hemline in sweater form too. Opt for a neutral-hued version (brown, gray, black, or navy) paired with a belt and platform boots, and you'll look like you came fresh off the runway.
Shearling Jacket + Chunky Chain + Sweaterdress + Shearling Slides
When you don't want to freeze but can't fathom the idea of wearing pants, this is the ensemble you'll want to re-create. Pair a thick-knit midi or maxi sweaterdress with a shearling coat and you'll be cozier than ever.
Wool Coat + Green Sweaterdress + Over-the-Knee Boots
Sweaterdresses can make "stale" fall staples feel fresh—case in point: the look above. Pairing a brightly hued sweaterdress (like a green one) with the black coat and boots in the back of your closet is a great way to glean more wear out of your staples without getting tired of them.
Two-Tone Sweaterdress + Clutch + Ankle Boots
Of course, if color isn't your thing, you don't have to wear a saturated sweaterdress to get the same effect. In fact, opting for a two-tone sweaterdress paired with fun accessories will give you the same feeling of "brand-new" without having to buy into color.
Off-the-Shoulder Sweaterdress + Knee-High Boots + Shoulder Bag
Another way to breathe life into this staple is by opting for versions with sultrier elements—like a high-slit, cutouts, or an off-the-shoulder fit. Just keep the rest of your styling simple by pairing the dress with neutral accessories to really let this style steam things up.
Sling Bag + Striped Sweaterdress + Cowboy Boots
Is it even fall if you don't don at least one striped sweater? Consider this the easiest dress to throw on for the season, as all you have to do is pair it with a sling bag and cowboy boots to give off full fall vibes.
You can also style this with loafers or Chelsea boots if you want a more formal feel.
Printed Coat + Sweaterdress + Mary Janes
Channel your inner French girl this fall and pair a houndstooth-print coat and Mary Janes with a sweaterdress. You may not be in Paris, but you'll be trés chic nonetheless.
Just imagine how cozy this dress will feel while you wear it.
Chunky Chain + Maxi Sweaterdress + Knee-High Boots
We've said it before, and we'll say it again: Colorful sweaterdresses are the way to spice up any fall wardrobe. Don't be afraid to opt for a dark wine-colored or vibrant saffron-hued version paired with your favorite black boots to really get things cooking.
RVN's knits are sustainably made with 3D printers to ensure minimal fabric waste.
Sheer Knit Dress + Bra Top + Belt + Cowboy Boots
For those nights when you're going out on the town and want to show a little skin without freezing, you'll want to pin the ensemble above for inspiration. A sheer knit dress paired with boots, great undergarments, and maybe a leather jacket over will never fail you on a night out.
The weaving on this knit dress allows for a little opacity without having to bare it all.
Blazer + Sweaterdress + Knee High Boots
Sweaterdresses are the key to looking stylish year-round. All you have to do is throw on a blazer and knee-high boots, and suddenly, you look "polished" without actually putting in any effort.
Button-Front Sweaterdress + Cropped T-Shirt + Jeans + Ankle Boots
We all have experienced the moment of dread where a sweaterdress has shrunk to the point that you can't zip it anymore or gaps are showing when you button it up. When that happens, rather than donating the piece, get creative with the styling and throw it over a pair of jeans and a T-shirt. It's not only more sustainable to find a new way to wear it, but it's also more stylish.
Transition the metallic knit dress that you bought for a vacation for everyday wear by styling it over jeans.
Cutout Sweaterdress + Clutch Bag + Sandals
File this as further proof that sweaterdresses can be hot—so long as you opt for one with cutouts.
Fleece Jacket + Sweaterdress + Chelsea Boots
You don't just have to buy a new sweaterdress to get the same feel. Simply pull out one of your oversize crew-neck sweaters and wear it as a dress. If you're worried about it being too short, add a fleece jacket, proper undergarments, and flat Chelsea boots.
Shearling-Collar Coat + Sweaterdress + Snakeskin Knee-High Boots
Sweaterdresses are a staple, but that doesn't mean they can't be special. Use your accessories (like a bright shearling coat or snakeskin boots) to make this basic stand out.
Sweaterdress + Pants + Sandals
Do you know that sweaterdress in the back of your closet with an unwearably high slit that you can't part ways with it? Don't get rid of it. Instead, style it over printed pants or cargo pants for a cool fall look.
Leather Trench + Mini Sweaterdress + Platform Boots
Add a little edge to this staple by styling it with a leather trench coat and platform ankle boots.
Turtleneck Sweaterdress + Cardigan Duster + Belt + Riding Boots
Throw a long cardigan over a turtleneck dress for maximum warmth in the winter.
Earrings + Bustier Sweaterdress
Who said all sweaterdresses had to be oversize? Opt for an iteration with a built-in bra or unique neckline, as it will look ultra-flattering on.
Strapless Sweaterdress + Heels + Shoulder Bag
Want to dress up? Opt for a staples knit dress paired with heels and a shoulder bag for a surprising yet stunning night-out ensemble.
Turtleneck Sweaterdress + Belt + Tote Bag + Sock Boots
You've made it to the end of this story, and hopefully, by now, you've realized there are so many ways to wear sweaterdresses year-round. But should you need one last nugget of wisdom, remember that this piece does all the hard work for you. All you have to do is throw it on and maybe pair it with a belt, boots, and a tote bag. You'll look (and feel) fabulous.
This post was originally published at an earlier date and has since been updated.
Jasmine Fox-Suliaman is a freelance writer and editor living in New York City. What began as a pastime (blogging on Tumblr) transformed into a lifelong passion for unveiling the connection between fashion and culture on the internet and in real life. Over the last decade, she's melded her extensive edit and social background to various on-staff positions at Who What Wear, MyDomaine, and Byrdie. More recently, she’s become a freelance contributor to other publications including Vogue, Editorialist, and The Cut. Off the clock, you can find her clutching her cell phone as she's constantly scrolling through TikTok and The RealReal, in search of the next cool thing.
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