Cold-Weather Travel Outfits You’ll Actually Want to Wear

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When traveling in the winter, you need to pack outfits that are: warm, wrinkle-resistant, comfortable, and presentable looking. Can it be done? Absolutely. Here are clothes that will take you from a chilly airplane to a snowy city without making you look like the Abominable Snowman.

Eddie Bauer Flannel-Lined Pants

That’s right: flannel-lined pants. These normal-looking chinos from Eddie Bauer have a warm secret inside-soft, brushed cotton flannel lining throughout. You’ll feel like you’re wearing sweatpants, but you could step off the plane and into a business meeting and no one would be the wiser.

Women can get in on the warmth with Eddie Bauer’s Flannel-Lined Jeans (also available for men who prefer jeans over chinos).

Ibex Felicia Shirt

For the ultimate in warmth, look to clothes made with wool, like Ibex’s Seventeen.5 Felicia shirt, which is made from 100 percent merino wool. Wool doesn’t have to be itchy–this shirt can be comfortably worn without a base layer underneath since it uses an incredibly soft and lightweight Merino jersey knit.

Toad & Co. Aleutia Sweater Dress

Whether you’re enduring a long-haul flight or endless road trip, Toad & Co.’s Aleutia Sweaterdress will keep you warm and comfortable on even the longest of journeys. It’s made from an itch-free, super-fine, 100 percent non-mulesed wool. Unlike many sweaters, this dress has some shape to it, to help you look pulled together even on the longest of travel days.

Mountain Khakis Eagle Quarter Zip Sweater

Mountain Khakis’ pullover sweater works as outerwear on a chilly fall day, or as another layer to guard against the chill on a snowy winter night. The 100 percent cotton interior is super soft, and comes in a plaid or chambray trim (depending on which color you get), which adds a little pizazz to your wardrobe.

Orvis Merino Flannel Pants

Orvis offers a great dressy option for the flannel pants trend with it Merino Flannel Pants. These wool dress pants are built for comfort, with a sliding expansion belt hidden int he waistband in case you overindulge on vacation.

Eddie Bauer Favorite Flannel Shirt

Flannel shirts are a winter staple, but the classic plaid pattern isn’t everyone’s style, which is why I appreciate the solid color ones from Eddie Bauer, available for men and women. These have all the warmth of 100 percent brushed cotton flannel, but without that lumberjack-chic look. I also appreciate that the women’s version has two working pockets, which are great for travel.

Ibex Terrain Jacket

For something a little more durable but still stylish try the Ibex Terrain Jacket. A blend of rugged hemp and organic cotton with a soft, warm, woven wool liner. Don’t think you’ll be sacrificing practicality though, aside from the standard zip closure, this jacket also has snap close chest pockets and even zippered hand pockets to keep track of anything you might need.

Toad & Co. Zeta LS Dress

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Toad & Co.’s Zeta LS Dress is the perfect layering piece. It’s unbelievably soft and stretchy (because it’s made from organic cotton and spandex), and it’s a long enough length that it can be worn with tights or without. The dress is thin enough that you can easily layer a cardigan or sweater over it without adding too much bulk. And its vibrant green color is great to add some pop to your travel photos.

Mountain Khakis Women’s Peaks Flannel

Some flannel shirts can be stiff and tight, which isn’t great for travel. Which is why I appreciate Mountain Khaki’s Peaks Flannel shirt (available for men and women), which adds a little bit of Spandex to its fabric to make it nice and flexible. Two front pockets have button closures, which means you can safely store your passport or credit cards inside.

Orvis Every Day Silk Shirt

Silk is surprisingly great in the winter. It can help you retain body heat and regulate temperature, and it’s also moisture-wicking. Orvis’ Every Day Silk Shirt lives up to its name–it can easily be dressed up or down to work for pretty much any occasion. This pure silk shirt is perfect to throw in your carry-on as an additional layer when needed.

Eddie Bauer Covey Boot

Finish off your warm outfit with boots that are cozy, comfortable, and easy to take on and off at airport security. Eddie Bauer’s Covey Boots are comfortable and supportive (with an InsoFit cushioning footbed that’s removable for easy cleaning), and a side-zipper, so you can slip these off in a flash.

Toad & Co. Flannagan Solid Shirt

Made from a heavyweight organic cotton flannel, Toad & Co.’s Flannagan Solid Shirt feels broken-in and soft right out of the package. The material has some heft to it and it helps trap in body heat to keep you warm. Plus, it’s practically impervious to wrinkles and perfect for packing.

Eddie Bauer Classic Wool Blend Skirt

Wool is great for keeping you warm, and it’s even better when it’s blended with performance fabrics for comfort and flexibility–like in this wool-blend skirt. Pair it with some fleece-lined tights and you have the perfect winter plane outfit. Bonus: there are four pockets, a rarity in women’s skirts.

Orvis Tech Check Flannel

Ever heard of performance flannel? Orvis combines performance fabric and flannel for a women’s shirt that can handle anything. The Tech Check Flannel is moisture-wicking, wrinkle-resistant, ultra-warm, and features a feminine cut–what more could you ask for in a shirt?

More from SmarterTravel:

• 9 Winter Travel Essentials For Your Next Trip
• 7 Must-Have Travel Toiletries for Dry Winter Weather
• 6 Unique Winter Vacations to Add to Your Bucket List

Caroline Morse loves discovering new products that improve travel. Follow her on Instagram TravelWithCaroline and on Twitter @CarolineMorse1 for photos from around the world.

Some review products are sent to us free of charge and with no incentive to offer a favorable review. We offer our unbiased opinions, positive and negative, and will never accept compensation to review a product.

Editor’s note: This story was originally published in 2016. It has been updated to reflect the most current information.

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