Ridiculously Comfortable Travel Clothing and Shoes That Don’t Sacrifice Style

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When it comes to travel clothes, it feels like you have to make a choice: comfortable (but looks like you’re setting out on an expedition) or stylish (but uncomfortable for long flights or walking).

However, if you dig hard enough, you’ll find some gems that hit the travel trifecta: comfortable, stylish, and versatile. These ridiculously comfortable and good-looking shoes and clothes are worthy of a spot in your suitcase.

All of the products featured in this story were hand-selected by our travel editors. Some of the links featured in this story are affiliate links, and SmarterTravel may collect a commission (at no cost to you) if you shop through them. 

Coolibar Prado Shirt Dress

Coolibar’s Prado Shirt Dress is unbelievably lightweight—made from a silky Aire fabric, the dress manages to be seriously cooling while providing ample coverage. The Prado dress is ridiculously comfortable (it feels like wearing nothing) but still looks stylish and pulled-together with a matching tie belt.

PrAna Koen Pant

PrAna’s Koen Pants might just be the perfect travel pants. Available in a number of neutral colors plus a wide range of sizes (including short, regular, and tall inseams), buying off the rack can feel like picking custom pants. The hem is adjustable, so you can dial in the length even further. 

These nylon pants are pull-on for comfort (and feature an internal drawcord to keep them snugly in place). Our favorite feature is the Koen’s flat front slash pockets which have concealed zippers, giving the pants a flattering look (no more bulging pockets at the hips) while still offering a safe place for your phone.

Toad & Co Sunkissed Liv Dress

Made from Toad & Co’s sustainable Eco Kohilo fabric, the Sunkissed Liv Dress is a great choice for travelers who want to protect themselves from the sun while being kind to the environment. The lightweight material is made from majority recycled polyester and dyed using a waterless process. It’s also bluesign approved.  

The Liv Dress has plenty of traveler-friendly features, including a hidden zip stash pocket and a wrinkle-resistant fabric. 

Chaco Bodhi

Active sandals are traditionally chunky and not the most stylish. Fortunately, Chaco has made a slimmed down version of their hefty adventure shoes, so you can truly pack just one pair of sandals for an entire trip. The Bodhi has all the features you need for long walks, water adventures, or hikes (a no-slip outsole, toe loop for secure fit, and adjustable straps) but it looks like a classic sandal that won’t look out of place when worn out to dinner. Bonus: It’s ultra lightweight, weighing just 7.34 ounces) making it easy to pack. 

Kuhl Skyla Dress

Kuhl’s Skyla Dress is perfect for hot weather trips. The high neckline and UPF 30+ fabric provide solid sun protection, and the soft organic cotton/modal blend helps keep sweat away. Two side pockets are big enough to hold your phone and any other necessities.  

Saucony Solstice Tights

Add style and safety to your on-the-road workout routine with Saucony’s Solstice Tights. Reflective details help keep you visible even in the dark, while a soft brushed lining keeps you cozy on chillier days. The back zippered pocket can hold a hotel room key and credit cards, and the elastic waistband has a drawcord so you can get a custom fit.

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Comrad Compression Socks

Compression socks aren’t known for being stylish, but they are a necessity on long haul flights where they could prevent swelling or even blood clots. Comrad aims to change compression socks’ reputation, offering fashionable patterns and colors that will brighten up your journey (even in coach). The knee-high compression socks are great for flights, and shorter options, like the no-shows, can provide support and fatigue relief once you’re on the ground.

Icebreaker ZoneKnit Jogger

Combine a trendy jogger style with athletic performance and you get Icebreaker’s ZoneKnit Joggers. The pants are a mix of a merino terry fabric and body-mapped merino eyelet mesh to help regulate body temperature, even on cold days or when you’re working hard. The pants feature three pockets, including a back zippered stash pocket.

Title Nine Endorphin Short Sleeve Raglan Tee

Title Nine’s trademarked Buttah fabric is one of our favorites. It feels like the name implies, and also features the company’s StinkStopper treatment that prevents odors. Find the Buttah fabric in the Endorphin Short Sleeve Raglan Tee, where the raglan cut, curved hem, and shirred details elevate the tee to something you can wear beyond the workout.

Kuhl Adele Long Sleeve

Perfect on its own or as an extra layer for sun protection, modesty, or warmth, Kuhl’s Adele Long Sleeve is super versatile. The lightweight cotton is breathable and the buttons allow you to wear the shirt open, buttoned up, or tied at the waist for lots of different looks.

Icebreaker Tech Half Knit

Cozy on its own or worn as a baselayer, Icebreaker’s Merino 260 Tech Long Sleeve Half Zip will keep you warm without overheating during winter activities like skiing or hiking. Made out of 100 percent Merino Wool, this top is odor-resistant and doesn’t need to be washed every time you wear it. Merino wool is softer and more comfortable than traditional wool, so you don’t have to worry about feeling itchy or scratchy.

Title Nine Sylvan Hybrid Hiking Joggers

Is there anything less stylish than traditional hiking pants? Title Nine has reinvented the genre with the Sylvan Hybrid Hiking Joggers. The perfect blend of hiking performance and jogger comfort, these pants can stand up to backcountry expeditions without looking out of place at an aprés-hike drink. The Hybrid Hiking Joggers have abrasion-resistant woven sections in snag-prone places (like knees) but soft and breathable knit in areas you want comfort (waistband).

Saucony Endorphin Edge

Need one pair of shoes that you can take on the trail, for runs, and wear on a city stroll (without looking ridiculous)? Saucony’s Endorphin Edge does it all. Ultra-light and responsive foam cushioning conserves your energy without weighing you down, and the trademarked Caritex AFX carbon-fiber plates add extra durability. 

Take these off-road without worry, as a clear mudguard will keep you dry and clean, and the outsole provides solid traction.

PrAna Alpenglow Short Sleeve

The subtle fabric sheen on PrAna’s Alpenglow Short Sleeve Shirt elevates this tee from a workout staple to an everyday essential. The top is super stretchy and has a tuck pleat and split hem to allow for plenty of movement. It’s also moisture-wicking and UPF 30+ so you can take it on all your active adventures.

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