✈️ Chic & Comfortable Travel Outfit Ideas | EP 263

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

• Denim vests for layering with wide-leg pants and stacked bracelets.

 

📌 Pinterest Style Inspo Board

Did you know Holly personally curates a Pinterest board for every single episode?

 

Be sure to check out this week’s board, Chic Yet Comfortable Travel Outfit Ideas, for even more styling inspiration, outfit formulas, and shopping links to elevate your travel wardrobe.

 

💖 Why You’ll Love This Episode

By the end of this week’s episode, you’ll know exactly how to pack and style chic, comfortable looks for every kind of trip.

Holly proves that travel outfits can be versatile, wrinkle-resistant, and fashionable—so you’ll always feel polished whether you’re at the airport or sightseeing on vacation.

 

The Wear This Not That Podcast is always ad-free, subscription-free, and hosted by Holly Katz—your favorite personal stylist and “The Best Fashion Friend You Never Knew You Needed.”

 

Don’t forget to subscribe wherever you get your podcasts, follow us on Instagram and YouTubefor outfit inspo, and shop curated looks from this episode at wearthisnotthat.shop