The Coziest Sweater Dress Outfits for Winter, Hands Down

If you love the coziness of oversize sweaters and the ease of wear of dresses (they do make for a great one-and-done outfit, after all), you're going to need to scoop up a sweaterdress—a hybrid of the two aforementioned pieces—ASAP. Trust us: Once you wear one, it's certain to become your new go-to throughout the winter months.

Now, after you've invested in the snug cold-weather staple—and if you already have one, why not scoop up a few more?—comes the time to plan your look. And to help you figure out exactly how to wear the piece, we turned to street stylers for all the best sweaterdress outfits for winter that you can emulate very easily.

One thing's for certain about a sweaterdress: There are infinite ways to wear it, and it's easy to dress up or down, depending on the occasion. Ahead, see the coziest sweaterdress outfits for winter; then shop our selection of sweaterdresses to buy stat.

Go for a double sweater look.

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Taking the snakes out for a walk👢🐍

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Style an oversize sweater with this season's biggest boot trend

The longer the sweaterdress, the better.


Style du Monde

Pair your favorite knee-high boots with a cozy sweaterdress.

A maxi sweaterdress is perfect for all-day wear.

A wrapped sweaterdress looks so chic.

Cinch a maxi sweater dress at the waist with a thin black belt.


Style du Monde

Rain boots are so practical.

A long black sweaterdress is a wardrobe staple.

Pair a short-sleeve sweaterdress with black ankle booties.

Fashion girls are wearing this sweaterdress-and–knee-high boots combo on repeat.

Yes, you can still wear jeans with your sweaterdress.

Layer a long cardigan over a maxi sweaterdress, topping off the look with black combat boots.

Shop sweaterdresses for winter:

Add in a leather jacket and studded ankle boots.

Next up, shop 20 cool and cozy sweaters, all of which are under $100.