15 Perfect Outfits for Traveling During the Holidays


(Image credit: @carodaur)

With the holiday season on the horizon, our editors have already gotten a jumpstart, not only on planning their party looks but also planning what they are wearing on their travels as well. The perfect holiday travel outfit is, thankfully, not that hard to come by thanks to the endless Instagram inspiration from our go-to bloggers and street style muses. The key is to find an ensemble that is the perfect balance of comfort and style, all the while keeping you warm during these cold-weather months.

While leggings seem to be the usual uniform base of choice when traveling, the comfortable look we rely on as of late is made up of five key pieces: a neutral coat, warm sweater, basic tee (in the event of a super-warm flight or ride), jeans with a slight stretch, and a pair of trendy sneakers. In general, when it really comes down to it, think classic coats, cozy knits, lived-in denim, and lots of practical shoes.

To spark some style inspiration for your upcoming holiday trips, we've rounded up our top outfit ideas of the moment. Continue on to check out the photos plus some of our top picks for getting the looks.


(Image credit: @wethepeoplestyle)

An oversized coat elevates a basic knit, denim, and sneaker look.


(Image credit: @tamumcpherson)

Take a note out of Tamu McPherson's book and liven up your travel outfit with a bold plaid blazer.


(Image credit: @carodaur)

Caroline Daur keeps things simple and comfy with a longline cardigan, coated black denim, and statement mule flats.


(Image credit: @lucywilliams02)

Blogger Lucy Williams put together a winter-ready outfit that is ideal for your next holiday trip.


(Image credit: @aninebing)

Anine Bing's leopard-print coat and large tote bag make for perfect travel companions.


(Image credit: @thefashionguitar)

Influencer Charlotte Groeneveld goes all-black for this winter travel outfit save for a pair of comfy white sneakers.


(Image credit: @lindatol_)

This outfit masters cozy layers, like a coat and hooded sweatshirt, that are great for trains, planes, or automobiles.


(Image credit: @aninebing)

Layer on a trench coat to instantly elevate your travel outfit of choice.


(Image credit: @lucywilliams02)

This British blogger shows a casual, yet elevated way to travel in leather pants.


(Image credit: @galagonzalez)

Gala Gonzalez keeps things simple with a cuffed jacket, slim pants, and comfortable loafers.


(Image credit: @aninebing)

Hit the airport in style with a down-town cool leather moto jacket.


(Image credit: @fundachristophersen)

Swap out your usual shoe pick for a cool kitten heel ankle boot—the style is elevated and comfortable to walk in.


(Image credit: @wethepeoplestyle)

For a minimalist look try a mix of solid pieces like a camel coat, grey sweater, black jeans, and white sneakers.


(Image credit: @carodaur)

This cool-girl travel outfit is made up of four key pieces: a longline blazer, basic white tee, skinny black jeans, and black combat boots.


(Image credit: @thestylestalkercom)

This fashion-forward street style outfit can keep you looking cool and feeling comfy while on the way to your next stop.

Heading on a holiday road trip? Check out these 15 stylish outfit ideas for your travels.

Jennifer Camp Forbes
Contributing Editor

Jennifer Camp Forbes is currently the shopping updates editor at Who What Wear, where she has worked in a variety of capacities for over a decade, including creative director and various editor roles. She’s well-known as a shopping expert that’s sought out for advice and insight on the latest trends, outfit ideas, and fashion picks thanks to her thoughtful shopping roundups, digital moodboards, and extensive knowledge of up-and-coming brands, plus the new arrivals sections of the chicest retailers. Jennifer has had a lifelong interest in fashion which led her to intern at Harper’s Bazaar as an undergraduate. Later, while working towards her masters degree in psychological counseling at Columbia University, she founded two digital fashion publications: Le Fashion and Olsens Anonymous. The popularity of both sites grew and after graduation she decided put her plans to become a therapist aside to pursue a career in fashion. While she has called Los Angeles and New York City home in the past, she currently works remotely from Massachusetts. When she’s not obsessing over and writing about her latest fashion finds, she is delighting in raising two little ones with her highschool sweetheart, perusing TikTok religiously, listening to podcasts and audiobooks, creating abstract photographs, and eating the best Mexican food she can get her hands on.