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August 28, 2025 24 mins

Fashion Besties, listen up! Whether you're headed out of town for Labor Day weekend or planning a fall getaway, this week's episode is packed with everything you need to know about chic AND comfortable travel outfits.

➡️ Shop curated pieces from this episode at wearthisnotthat.shop

Holly Katz, your favorite personal stylist and the best fashion friend you never knew you needed, is here to remind you that traveling doesn't have to mean sad, sloppy sweats and beat down sneakers.

Comfort and style can – and should – go hand in hand. Because let's be honest, you never know who you'll meet at the airport, at the gas station, or even in the coffee line! You might meet your husband, or your next husband. #justsayin

Read on for the best travel outfit formulas so you can look stylish, fashion forward, yet comfortable, all while make packing easier.

Make sure you watch this correlating video on our Youtube channel so you can see all of these examples in the flesh.

Here's what we cover:

Chic + Comfortable Travel Outfit Formulas

🔑 Travel Essentials & Style Crimes to Avoid

• ✅ Fashion Fact: layering is the secret to looking good and feeling good on planes, trains, and automobiles.
• 🚨The biggest travel fashion crimes spotted at airports (terrible, ill-fitting T-shirts, "dad jeans," cheap golf shirts, pajama pants, slides, and more).
• ➡️ How to avoid falling into a "comfort rut" while still keeping it chic.

 

🎨 Trending Colors for Fall Travel

Mocha Mousse (Pantone's color of the year) and all its creamy, khaki, rich chocolates and amber variations.
Pops of poppy red, burnt orange, authentic green (Olive to Kelly).

 

👖 Pants & Skirts Worth Packing

Wide-leg trousers & double waistband pants (so on-trend and flattering). Holly loves hers from Manière De Voir.
Joggers are back—especially the Liquid Leather Joggers from wearthisnotthat.shop. They look chic with sneakers + blazer or dressed up for dinner with heels. #sochic
Della Denim Trousers (available in mid-wash, indigo, and black). Perfect for flights with bodysuits, sweaters, or oversized blazers. You won't believe how comfortable these jeans are. 
Skirts & Dresses – Comfortable for long travel days (and easier for those cramped airplane bathrooms!). Look for embroidered dresses from BA&SH or midi denim dresses from Ramy Brook, or WTNT's fall collection coming soooon~ 

 

👗 Layering & Jackets

A crisp white button-down tied at the waist with a skirt. Always a crowd pleaser. Add a brooch and a colored, wide belt for extra credit!
Lightweight trench coats, denim jackets, and the Liquid Leather Moto Jacket (in black or brown from WTNT).

 

👟 Shoes that Travel in Style

Loafers with trousers and button-downs.
Bright, bold sneakers in unexpected colors (think red, yellow, silver, or pink) paired with dresses or joggers.
Cowboy boots or embellished boots with Bermuda shorts, a leather jacket, or an embroidered tee.

 

🧥 Extra Chic Travel Combos

Crewneck sweatshirt + maxi skirt + boots = cozy + stylish.
Bright colored sweaters layered with sheer pants (yes, it's back!). #LOVINGTHIS
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