May 15, 2026

What We’re Packing for Memorial Day Weekend

Memorial Day is on the horizon and we can’t wait to make memories during the first long weekend of the season. Whether you’re heading to the beach, taking out the boat, or soaking up sunshine close to home, you’ll need a wardrobe that’s ready for all the fun in store. We’ve gathered our favorite pieces to fill your suitcase as you celebrate the unofficial start of summer, from patriotic prints and easy layers to extras that elevate every outfit.

The Americana Edit

Travel Day Essentials: If you’re heading out of town for Memorial Day, start your trip off right with a comfy and cool travel look. We’re reaching for our bestselling Ballad sweatshirt and mix-and-match lounge in striped loop terry, like the Amaris Pullover, Cain Short, and Dune Dress. Just add The Lilly Sneaker and a Run Around Hat to complete the outfit. Bonus: you can wear all these versatile pieces again once you reach your destination.

Pool & Beach Style: It’s almost time for the first swim of summer—why not dive in wearing a brand-new suit? Our fan favorite Emil One-Piece is back in a gorgeous engineered print. We’re also loving just-arrived seersucker swim for red, white, and blue flair. Wear with our Shade Seeker Hat and a cover-up, like Kwitney in Down the Shore Eyelet or Enzo Pant in crinkle gauze. If it’s breezy on the beach, take along our Kellyn Sweater, too.

Daytime Dressing: Sundress season is officially underway and we have so many new arrivals that are just right for MDW. These effortless dresses are the ultimate way to feel comfortable and put together all day long, whether you’re sightseeing, shopping, or grabbing lunch with friends. Our favorites of the moment include the smocked Daisey, the crisp poplin Mauritzia, the flowy Zanna, the linen Tonya, and the soft jersey Finnley. We love them all paired with our timeless Leena Sandal and Sienna Wicker Bag, both in Starlight Navy.

Cocktail Hour Chic: For a smooth transition from day to evening, we’re gravitating toward looks that feel polished enough for plans but relaxed enough for a summer weekend. Enter the matching set. If you’re hosting after a busy day, this outfit trend makes getting dressed so simple. Try it with the Hellar Linen Vest and matching Dewey Short, the Castine Top and Kilah Short in poppy Paradise Punch, or the Maisey Top and Kilah Short in airy eyelet. Add a neutral Leena Sandal and you’re ready to go!

Elevated Dinner Looks: Close out your day in showstopping style with the season’s most spectacular dresses. The new Casandra is stunning in an engineered seashell print, while returning favorite Prima is elegant as ever in mixed ponte and poplin. Another Lilly love, the Davis Maxi, is now available in red for a radiant look. Add extra glow your golden hour ensemble with a sleek wedge sandal like the Junie or Good As Gold, the metallic Leena Wicker Clutch, and coastally-inspired statement jewelry.

Wishing you a long weekend filled with sunshine! xx Lilly