September 21, 2025
Style Guide: Our Favorite Fall Travel Outfits
Autumn is the perfect season to embrace an adventurous state of mind and pack your bags for a getaway. At the top of our travel list? Charleston! Filled with pastel houses, bustling markets, unique historic sites, and delicious food, this vibrant city is a fabulous place to spend a fall weekend. With Charleston as our inspiration, we teamed up with brand friend and local Venita Aspen to curate our essential fall travel outfits for women, plus a list of her favorite spots around town.
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Arrive in Style: When it comes to comfy travel outfits, matching lounge sets are a must. Our UPF 50+ Serene Soft Knit collection is full of mix-and-match travel sets for women, like our Fenella Hoodie and Alwyn Pant. (This combo is one of the best travel outfits for a long flight!) We also love the all-in-one ease of the Eleni Dress, which you can wear as a runaround look throughout your trip.
Take a Morning Stroll: A leisurely walk is one of our favorite ways to discover a new place. Pop on a sporty-chic outfit to grab coffee, explore a farmers’ market, or just admire the local architecture. For a polished look that’s also super comfortable, pop on the new Parkerly Active Dress in Low Tide Navy with fun printed details. Don’t forget your hat, sunnies, and a pair of sneakers or sandals to complete the outfit.
Spend an Afternoon Downtown: Heading into the heart of the city? Keep it easy-breezy in colorful, versatile separates. The Lourdes Top is a vacation staple in airy, brightly printed cotton lawn. Pair with a classic short like the Sarissa and your trusty sunnies and sneakers to stay cool and chic for lunch, shopping, museum hopping, and more. If it’s on the chilly side, add our embroidered Tensley Sweater as a lightweight layer.
Have Dinner at a Local Favorite: We always opt for a dress when we’re getting ready for a night on the town. The fan favorite Axton offers sleeve coverage for those first cool evenings of fall; pair it with the Arta Belt for an elevated look. A classic Lilly shift is another great dinner outfit option. We’re currently loving the Edita in Once and Floral, the perfect transitional print, accessorized with gold sandals and hoops. If you prefer a midi or maxi, try our new Ryland Dress with a comfy, adjustable tie belt, worn with a cork top handle bag for timeless style.
Once your suitcase is full, you can start planning your getaway itinerary! With that in mind, we asked Venita to share her favorite spots in Charleston.
Best Coffee Shop: “I love babas on cannon, Island Provisions, and Bitty & Beau’s!
Favorite Dinner Spot: “The Ordinary and Costa are must-visits.”
Go-To Shopping Destinations: “Check out Gwynn’s of Mount Pleasant and Ibu Movement on Lower King. And, of course, Lilly on King!”
Best Cocktail Spot: “Graft Wine Shop, Last Saint, and The Cocktail Club.”
Where to Go for a Night Out: “A night at Republic or Lamar’s can’t be topped!”
Most Instagrammable Locations: “I love a classic street outfit photo, so any residential area. Lower King and South of Broad are my favorites—stunning!”
Best Brunch: “The Dewberry or Sorelle.”
A Local Hidden Gem: “It wouldn’t be a hidden gem if I told you about it, now would it? ;)”
Don't forget to visit us at one of our Charleston area stores - King Street, Mount Pleasant, or Kiawah!
Bon voyage, autumn adventurers! xx, Lilly
