The Best Sweater Dresses

wearing // rib knit dress | steve madden alaska boots | oversized cardigan | double pom pom hat 

One of my favorite winter combos is the classic sweater dress and boots. It’s the perfect balance of stylish meets casual – love that it’s extra comfortable, and hugs each body shape perfectly. You can easily dress up (tights, heels) but I prefer an oversized cardigan, and chunky boot (mama life). These Steve Madden Alaska lace-ups are on repeat. We’ve already had 2 snowstorms in Chicago, and they’re the ultimate companion for salty streets/chilly temps. They come in 2 colors, and have 5 star reviews. Below, I’m sharing some of my favorite sweater dresses (including the one I’m wearing) and would love to hear your faves in the comments below. Happy December!

Rib Knit Dress (the one in image)

Living for winter whites! Absolutely love how soft this is! I paired with chunky boots and an oversized cardigan. You definitely want to wear a slip underneath.

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Turtleneck Sweater Dress

Oversized, cozy and chic. Pair with over the knee boots, denim or tights. This is definitely a winter staple! PS: You can even wear this

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Deep V-Neck Sweater Dress

A cashmere knit that’s perfect for everyday. Love the color and will last for years.

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Boatneck Button-Shoulder Sweater-Dress

With balloon sleeves and buttons on one shoulder, this boatneck sweater-dress has a subtle vintage vibe. A real winner with boots or sneakers.

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Mockneck Sweater-Dress in Coziest Yarn

Super cozy and relaxed — flattering on everybody! Definitely need this in every color!


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Bow Tied Turtleneck Dress

Love the bow sleeves — perfect for everyday, or a holiday party!

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Shift Sweater Dress

Like wearing a blanket! The v-neck adds a chic, flirty touch and everyone raves about it in reviews. I prefer this oversized (like the model is wearing) but you can order one size down if you’re looking for a snug fit.

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Scotland Sweater Dress

Cozy knit mini sweater dress featuring the cutest pattern. I’m taking this one when we go skiing next month! I love wearing with cable knit knee-socks (Express has them half off usually!)

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Trini Sweater Dress

If you’re looking for something a little bit more sexy, this is definitely it! Love the slip on the side, and the hour glass shape.

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Off the Shoulder Sweater Dress

Love this off the shoulder number, and the darling print. Would be so cute at a ski resort, or with some black winter boots and knit socks.

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