Classic Destinations and Looks for MDW

Packing a weekender bag for Memorial Day? It might look different depending on your age. Getting out of town for Memorial Day weekend looks a lot different in your 30s and 40s than it did in my 20s. For one, I could pack more because my clothes were skimpier so they required less space. The contents usually consisted of two to three Free People denim shorts, bikinis, a “going out dress' and three bottles of Whispering Angel for my team to sip on before the Sloppy Tuna (iykyk). Today, as a woman in her mid 30s, MDW packing contents mirrors different priorities. I’ve got comfortable shoes that teeter on orthopedic because ya know - walking might be involved, a kindle and Imodium for the boat ride. No matter what decade you find yourself in, don’t abandon a great outfit for generational essentials this upcoming holiday weekend. And if you haven’t made any plans yet, read on for chic, coastal Memorial Day destinations that pair with Classic Lewks. 

East Coast 

Where: Memorial Day on coastal New England is quintessential Americana. The Pridwin Hotel in Shelter Island, NY is nestled on emerald landscapes with a sea view. It also just oozes Kennedy family cologne in the best way. After a pool dip, take a boat ride over to Sag Harbor from Crescent beach to visit the Classic Six flagship store to pick up some dinner-wear essentials.

Wear: Twiggy in Navy with a silk neck scarf and Hermes oran sandals. 

West Coast 

Where: If you find yourself somewhere in between wine country and LA, but want a little bit of European flavor for your American holiday, get yourself to The Landsby Hotel in Solvang, CA. Enjoy your breakfast danish with charming views of the nearby Danish village before horseback riding through wine country into the Cali/Dutch sunset.  

Wear: Brigitte Linen Sweater with white breezy linen pants and chunky gold accessories  


Southern Coast

Where: Make new memories this Memorial Day with boutiquey style. If you find yourself south this weekend and are looking for something that speaks to fashion and superior hospitality, then look to the Colony Hotel in the pink heart of Palm Beach, FL for an ultra posh beach weekend away. 

Wear: Go with the pink theme! Pair the Donna button down in pink with your favorite tailored pants and open toe strappy heels. Diamond tennis bracelets and strings of pearls can’t hurt either. 

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