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Reading: I Travel at Least Once a Month — And I Wear These 17 Comfy Outfit Sets on Repeat
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The Hollywood Ear > News > I Travel at Least Once a Month — And I Wear These 17 Comfy Outfit Sets on Repeat
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I Travel at Least Once a Month — And I Wear These 17 Comfy Outfit Sets on Repeat

News Room By News Room February 9, 2026
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Whether I’m flying, driving or taking the train, I’m pretty much always heading somewhere. That means my wardrobe is overflowing with travel outfits, but like anyone else, I have my favorites. Some live in the back of my closet while others are front and center, worn and washed every week. Rather than gatekeep, I’ve rounded up my top picks, a.k.a. the pairings I reach for on both travel and non-travel days.

My go-to travel outfits have to be loose, breathable and skin-soft. They also have to be layerable, since I can’t stand being too hot or cold on an airplane. Lastly, style is non-negotiable for a fashionista like me. These 17 picks check all the boxes. I’ve also included some outfits that are currently in my cart — because no, my closet isn’t large enough for all 17 travel outfits at once. Maybe someday!

The 17 Comfiest, Classiest Travel Outfits — From $7

1. Sporty Chic: This side-stripe outfit begs to be worn to Europe, so go ahead . . . plan that vacation. I’m wearing it to London!

2. Road Trip: You haven’t experienced ‘silky’ until you’ve tried this loose, buttery-soft outfit that’s perfect for long car rides.

3. Medium-Thick: If your body can’t decide between hot and cold, this medium-thick tracksuit is a smart pick. It has short sleeves and long pants for the perfect balance.

Related: Reese Witherspoon Made a White Sweater Look Anything but Boring

If you think rich mom outfits are complicated, think again! Reese Witherspoon confirmed that a simple sweater does the trick. Her polished style is incredibly easy to recreate, thanks to this cashmere-like sweater on Amazon that looks identical, yet costs only $27. You’d never know the difference! In a recent Instagram reel, Witherspoon announced a […]

4. Layering Staple: I love wearing this tank and pants combo with a cardigan for the plane and a jean jacket for lunch.

5. Warm Weather: This tee and shorts set is my easy but cute uniform for weekends in Florida and spring breaks in Mexico. It’s a lightweight dream!

6. Feeling Nauti: I’m adding this striped polo sweater and lounge pants set to my cart while it’s on sale! The nautical pairing channels pure yacht-wife energy.

7. Elevated Look: Everything about this tee and pants set is polished, including the ribbed texture, slouchy fit and practical waist tie.

8. Oui Oui: You don’t need a French passport to look Parisian, thanks to this cozy, classy knit set. The cap-sleeve top and joggers do all the talking.

9. Errand Outfit: Whether you’re stocking your Airbnb or grabbing coffee for your crew, Ekouaer’s stretchy set keeps you cool and comfy on the go.

10. Oddly Flattering: I wrote an entire article about this viral travel sweatshirt. This lounge set features the iconic hoodie plus flattering sweatpants.

11. Second Skin: Calling fabric snobs! This rayon-and-spandex-blend set might make you forget you’re wearing clothes.

12. Date Night: I wear this sophisticated knit outfit for date nights near and far. The pleated pants are elegant enough for the office, too.

13. Super Cozy: Imagine feeling like you’re wrapped in a cloud while looking like a millionaire. That’s the best way to describe this fuzzy ribbed outfit.

14. Boho Babe: People will think you bought this waffle-knit set at Urban Outfitters or Zara. They’d never guess it’s only $25!

15. Cool Mom: Classic and luxurious, Automet’s crewneck and pants combo is the easiest add-to-cart. The drapey silhouette screams ‘cool mom.’

16. Aspen Socialite: This color-blocked quarter-zip outfit makes you look like a wealthy ski bum. I’m grabbing it to wear both on and off the slopes.

17. Budget-Friendly: Considering this short-sleeved, pajama-like lounge set is just $7, you’ll want to scoop up a few in different colors.

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The 17 Comfiest, Classiest Travel Outfits — From $7Related: Reese Witherspoon Made a White Sweater Look Anything but Boring
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