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What to Wear on Vacation: The Best Travel Outfits for Women

April 24, 2025 | 7 min read | Share:
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Embarking on a long flight can be as thrilling as it is daunting, especially when considering what to wear. The right outfit is more than a matter of style; it’s essential for ensuring comfort throughout your journey. At Lands’ End, we understand that the ultimate travel outfits for women balance comfort with elegance, enabling you to step off the plane feeling refreshed and looking refined.

Whether you’re a seasoned traveler or preparing for a once-in-a-lifetime vacation, choosing garments that move with you, breathe with you and adapt to varying climates is crucial. That’s why we’ve assembled a selection of travel-ready attire - from stretchy trousers that give you freedom to move to wrinkle-resistant tops that keep you looking polished no matter how long the journey. With our guide to the best travel outfits for women, we make it easy for you to navigate the world in style and comfort.

Join us as we explore outfit essentials that promise to make every trip as enjoyable as your destination, ensuring you look as good as you feel, from takeoff to touchdown and beyond.

Travel Outfits for Every Destination

Travel fashion should adapt to your destination and your activities without ever sacrificing comfort or style. Here are Lands’ End’s top picks for travel outfits tailored to any trip.

A woman wearing a sleeveless dress with black sandals, standing on light pink stairs.

Summer Travel Outfits

Imagine you’re off to a Mediterranean retreat or a tropical island. Opt for our lightweight, breathable fabrics that allow you to enjoy the sun without overheating. Our stylish vacation dresses paired with slip-on flats offer a perfect combination of comfort and chic, easy to dress up for a special dinner out or dress down for a stroll on the beach. Don’t forget a versatile carry-all from our Totes collection for all your beach essentials and a Wanderweight™ packable jacket for those cooler evenings.

Woman wearing a black fleece coat.

Winter Travel Outfits

Heading to a winter wonderland or a brisk urban escape? Layering is key. Start with our thermal leggings and add a cozy turtleneck sweater. Our durable yet stylish women’s outerwear, like the Squall parka, will keep you warm and dry. Complement this ensemble with sturdy, waterproof boots and a travel scarf that doubles as a stylish wrap or blanket on chilly flights.

Woman wearing a white turtleneck layered under a blue and white striped button-up shirt.

Spring/Fall Travel Outfits

The transitional months require versatility in your wardrobe. For these mild climates, opt for layering pieces like our long-sleeve shirts and classic women’s cardigans that you can easily add or remove as needed. A pair of our elastic waist trousers paired with a light rain jacket ensures you’re prepared for any change in the weather. Complete your look with our comfortable flats and a stylish, roomy tote to carry all your essentials, perfect for city tours or countryside explorations.

Woman wearing a button-down blue shirt dress cinched with a black belt.

Comfy Travel Outfits for Business Trips

Choose a women’s knit dress that resists wrinkles and maintains a polished look during your flight and throughout the day. Layer with a smart cardigan or tailored blazer for professional settings. A structured tote is ideal for carrying documents and a laptop. Pair with low heels or elegant flats that can transition from meetings to dinner.

Woman wearing a white quilted zip-up vest over a striped navy-and-cream sweater.

Casual Travel Outfits

Who says comfy can’t be cute? Layer our soft women’s tees under a lightweight cardigan or a stylish vest for a look that’s as cute as it is comfortable. Our stretchy pull-on yoga pants are travel-friendly. Accessorize with a colorful scarf and a pair of women’s sneakers, and you’re ready for whatever your adventure brings.

Airport Travel Outfits for Every Body

Lands’ End offers a range of sizes ensuring every woman finds her perfect fit. We carry travel outfits featuring plus size bottoms and wrinkle-resistant shirts that look freshly pressed straight out of your suitcase. And our petite travel outfits are sized so women of smaller stature can feel comfortable without having to roll up sleeves or hem pant legs. All of our styles flatter without compromising comfort so you can enjoy every moment of your journey.

Essential Travel Accessories

No outfit is complete without the right accessories, especially when traveling. At Lands’ End, we offer a variety of items that enhance your travel style and add functionality to your journey.

  • Bags and Totes: Our selection includes spacious travel bags and sleek crossbody bags, ensuring everything you need is at your fingertips. Consider our Totes collection, which includes waterproof options perfect for any destination or weather condition.
  • Travel Luggage: For longer trips, our durable luggage provides ample space and organized compartments to keep your travel wardrobe and essentials secure and easily accessible. Our suitcases and travel bags are equipped with smooth-rolling wheels and adjustable handles for effortless transportation through airports and hotels.
  • Outerwear: Our outerwear keeps you comfortable in any climate. Don’t forget to pack one of our Wanderweight™ lightweight jackets, which are ideal for unpredictable weather or chilly airplane cabins.
  • Comfortable Footwear: Travel involves a lot of walking, so comfortable footwear is a must. Our collection of flats and slip-on shoes provides both style and comfort, making them perfect for navigating security lines at the airport or exploring new cities.
  • Travel Scarves and Wraps: Add a touch of elegance and warmth with our versatile shawls and wraps. These pieces can be styled in various ways, doubling as a chic accessory or a cozy blanket during a flight.

Lands’ End - Getting Vacation Ready

Don’t overthink packing for your vacation. Pack light, enjoy more with Lands’ End fashions.

Frequently Asked Questions

Below, we’ve addressed a few common questions about travel outfits for women. Please contact us if you’d like more information about these or any of our other product offerings

What makes Lands' End travel outfits ideal for long flights?

Our travel outfits are crafted with breathable, stretchy fabrics that maintain their shape and look fresh, even after hours of sitting. Features like elastic waistbands and wrinkle-resistant materials provide ultimate comfort and convenience.

How do I choose the right travel accessories from Lands' End?

Consider the nature of your trip and what essentials you'll need to carry. Our bags — from rugged backpacks to stylish totes - ensure you can find the perfect accessory to match your travel needs and style.

Are there travel outfits suitable for all body types at Lands' End?

Yes, we pride ourselves on our inclusive sizing. We offer a wide range of options for plus size, petite and every size in between, ensuring every woman can find her perfect travel look.

Can Lands' End clothing handle different climates and weather conditions?

Absolutely! We have lightweight layers for warm destinations and insulated options for colder environments. Many of our pieces are also water-resistant, making them versatile for all kinds of weather.

Take Off for New Adventures in Travel Outfits for Women from Lands’ End

Whether puddle-jumping or traveling across the globe, Lands’ End has chic, comfy travel outfits that women adore. Our extensive collection ensures you look and feel your best, no matter where your travels take you. Shop now and experience the joy of traveling in style and comfort with Lands’ End!

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