Warm and Actually Stylish Travel Clothes for Winter

Caroline Morse Teel is the Managing Editor for SmarterTravel Media. Follow her adventures around the world on Instagram @TravelWithCaroline.

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Piling on the layers to stay warm in winter can make you feel like the Stay-Puft Marshmallow Man instead of a style icon, but you don’t have to choose between comfort and fashion—even if you’re headed to a frigid destination.

These clothing pieces use advanced fabric technology and design to help you retain warmth without needing to pack multiple layers. Here are our top picks for warm and stylish winter travel clothes.

All of the products featured in this story were hand-selected by our travel editors. Some of the links featured in this story are affiliate links, and SmarterTravel may collect a commission (at no cost to you) if you shop through them.

Helly Hansen Senja Insulated Winter Parka

Many heavy-duty winter jackets look like unflattering sleeping bags, but not Helly Hansen’s Senja Insulated Winter Parka. The adjustable waist cinches in to help keep your shape defined (and along with the adjustable hood offers a custom fit).

Plenty of pockets, including ones with a cozy brushed lining, will keep your stuff safe and your hands warm. The 100 percent recycled, down-feel synthetic insulation is better than down for travel, as it packs compactly. The parka is wind- and water-proof to handle any type of weather.

Available in five eye-catching colors (including a gorgeous green), this jacket will keep you feeling stylish all winter.

Lilysilk Classic Turtleneck Cashmere Dress

Cashmere is one of the thinnest, warmest, and softest fabrics there is, and Lilysilk’s Classic Turtleneck Dress is made from the finest cashmere—an a-grade Mongolian fiber that’s ultra-cozy.

The dress is wrinkle-resistant and easy to pack, plus the timeless design makes it easy to wear anywhere. Bonus: It’s machine-washable on the delicate cycle.

Franco Sarto Haleen Over the Knee Boots

If you’re always cold in the winter, you’ll want as much coverage as possible in the boots department. Thankfully, over-the-knee boots are very on-trend right now, allowing you to add extra warmth to more than half of your leg.

Franco Sarto’s leather Haleen Over-the-Knee Boots will keep you warm and dry (but still looking stylish) even on cold days. The side zip makes it easy to get these tall boots on and off, and a stacked block heel will keep you stable even on icy sidewalks.

Royal Robbins Backcountry Pro Winter Legging

Royal Robbins’ Backcountry Pro Winter Leggings look like sleek black leggings, but they hide a warm secret—a fleece-lined interior. The leggings’ versatile look means you can comfortably wear them as-is on a hike, or layer them under a dress for a more formal look.

Two hand pockets plus a secure zip pocket means these leggings have three more pockets than most women’s leggings.

Smartwool Thermal Merino Gloves

Merino wool is breathable, warm, and odor-resistant—and the perfect stylish winter glove material. Smartwool’s Thermal Merino Gloves are made from an ultra-soft merino wool and equipped with touchscreen-compatible fingers so you’ll never have to take them off even to use your phone.

These gloves weigh just 1.41 ounces, making them easily portable and great for travel.

Barefoot Dreams CozyChic Travel Shawl

Pack Barefoot Dreams’ CozyChich Travel Shawl now and thank us on your next freezing flight. Made from the trademarked CozyChic chenille microfiber knit fabric, this wrap won’t wrinkle or shrink.

Oversized patch pockets provide easy access to your phone or other in-flight essentials.

Nordstrom Long Sleeve Shift Sweatshirt Dress

Wear a sweatshirt but still look pulled-together with Nordstrom’s Sweatshirt Dress. The long dress provides warmth and coverage, and can be worn loose for a more casual look or dressed up with a belt. And yes, there are pockets!

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We hand-pick everything we recommend and select items through testing and reviews. Some products are sent to us free of charge with no incentive to offer a favorable review. We offer our unbiased opinions and do not accept compensation to review products. All items are in stock and prices are accurate at the time of publication. If you buy something through our links, we may earn a commission.