The best winter dresses for travel should help keep you warm while being stylish and packable!

The Best Winter Dresses for 2020 Travel

Find everything from fanciful floral-embroidered ensembles and classic sweater dresses to corduroy statement pieces.

Sweatershirt Hoodie Winter Dress

Get cozy and cute with a sweatshirt hoodie pullover like this one. This versatile packable winter dress easily goes from a Netflix-and-chill night to casual movie date, depending on the accessories.

Amazon Review: "I love how soft it feels to touch. The other thing I love is how the pockets are deep. I will definitely be buying this dress in other colors."

Price: Starting at $26 on Amazon

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Turtleneck Knit Sweater Dress with Pockets

Get a little bit of extra coverage in the throat area with this knit fit-and-flare winter dress with aa turtleneck. Pockets are a big plus in dresses, and these go incognito with a seamless look.

Amazon Review: "Very classy. Would recommend for those who have a thinner frame as the arms are pretty snug. Warm!"

Price: Starting at $40 on Amazon

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Casual Sweatshirt Winter Dress with Pockets

Let your personality shine through with the fun patterns on these sweatshirt dresses. With more than 30 colors and patterns to choose from, options are vast. Print picks range from florals to birds to mandalas, and dress patterns include hoodies while others have kangaroo or side pockets. All are warm and very packable.

Amazon Review: "So, I've gotten 3 of these. Do I have a problem? Probably, but that's fine. I have a problem, while I'm cozy as heck."

Price: Starting at $45 on Amazon

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Knitted Crewneck Sweater Dress

This knitted winter dress will be your go-to choice for when you want to feel sexy and flirty yet warm. There are 10 colors to choose from, and note that the seller recommends you hand-launder this sweater dress.

Amazon Review: "Love the colour and flattering, body-hugging fit of this dress."

Price: Starting at $10 on Amazon

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Cowl Neck Winter Dress

Flannel, plaid, and toasty--all the makings of a pajama, but no, this is a very packable winter dress--and a cute affordable option, at that! The cowl neck adds even more warmth to the piece.

Amazon Review: "This is now my favorite fall dress.... The sweater material is really soft. The sleeve patches are micro suede and the pattern pieces are soft flannel. The dress is a to die for a combination of comfort, chic, coziness! I want one in every color!!"

Price: Starting at $25 on Amazon

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Related Article: 8 Versatile Backpacks That Are Free to Carry On


Empire Waist, V-Neck Maxi Dress

This maxi dress is everything! Going somewhere fancy like a destination wedding? Go ahead, show off a little cleavage and a whole lotta leg. The cinched empire waist keeps it all looking right and tight.

Amazon Review: "When paired with a nice pair of shoes and jewelry, this dress can be dressed up for a semi-formal setting. This dress can also be dressed down in a more casual way with a pair of strappy flat sandals as well for a summer or spring vibe!”

Price: Starting at $28 on Amazon

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Turtleneck Sweater Dress

Every women’s winter wardrobe has included one of these classic sweater dresses at least once. And rightly so, these dresses are warm, yet roll down small enough to fit into even the smallest of crevices in a bag.

Amazon Review: "Gorgeous dress. So soft and warm. My favorite is the green spruce color. Very flattering and comfortable dress. Perfect to wear with tights.”

Price: Starting at $28 on Amazon

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Long-Sleeve Floral Embroidery Winter Dress

Add a little bit of floral fun to your winter wardrobe with this warm above-the-knee winter dress. Pair with tall boots, like the Blondo Velma Waterproof Boot, and your bottom half will be as warm as your top.

Amazon Review: "This is one of my favorite winter dresses. Light weight and feels soft on your skin.”

Price: Starting at $9 on Amazon

Corduroy Long-Sleeve Winter Dress with Pockets

Learn your fabrics and you’ll quickly spot the warm winter dresses, like this heavy corduroy swing dress with large pockets. Pair this asymmetrical pleated piece with over-sized accessories to make a bold fashion statement.

Amazon Review: "Love this color and style. I wear it with leggings or tights. Cute with a scarf or jewelry. I ordered it in two more colors. I am thick in the middle and this style is VERY forgiving.”

Price: Starting at $30 on Amazon

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Long Maxi Tweed Jacket with Big Pockets

This item’s listed as a jacket, but paired with leggings and booties, it’ll fit right in with the dresses worn by elegant, stylish women walking the Scandinavian or Tokyo streets.

Amazon Review: "Really, really fabulous. I get compliments every time I wear it. I like it so much I decided to get another in a different fabric. Just love this.”

Price: Starting at $58 on Amazon

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Product photos via Amazon.com

Header image via  LeonidKos/Shutterstock

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