3 Awesome Itineraries For Memorial Day Weekend (And What To Wear!)

Not sure about you guys, but Memorial Day weekend totally snuck up on us this year. Seriously — the kickoff weekend of the summer is here, and if you haven't planned a thing to celebrate, you're probably not alone. Luckily, we did some homework for you and came up with three fun, fuss-free weekend itineraries that'll get your summer off to a solid start. We've covered it all — a beach trip, a food fest, a close-to-home cool-down — and we even whipped up three extra-haute outfits to make you look like you really had your act together this year. Don't worry — your secret's safe with us.
Delaplane Strawberry Festival
Looking for something that's not just off the beaten path, but truly a world away from Washington? Head to Sky Meadows State Park in Delaplane (roughly an hour's drive from D.C.) for the 19th annual strawberry festival, where you can eat your fill of the juicy summer berries while taking in live music, local crafts, fair food, and plenty of wide open spaces. You'll want an outfit that's equally cute and cool, with a little country charm, so opt for a feminine chambray top and cheery printed denim cutoffs. Classic sunnies, a walkable wedge heel, and a roomy bag to tote your farm-fresh finds are ideal finishing touches.
From left: Forever 21 Round Sunglasses, $5.80, available at Forever 21; Madewell The Caravan Mailbag, $62, available at Madewell; Old Navy Ruffled Button-Front Top, $19.94, available at Old Navy; Citizens of Humanity Chloe Printed High-Rise Stretch-Denim Shorts, $175, available at Net-a-Porter; Mossimo Black Pallas Wedge, $29.99, available at Target.
Photo: Courtesy of Delaplane Strawberry Festival
Great Waves Water Park
Ahh, remember the era when a trip to the water park was literally the height of your summer? Those days aren't so far off, thanks to this splash-tastic oasis tucked inside Cameron Run Regional Park. It's family-friendly (obvi), so expect lots of little tykes, but there's enough going on here to keep you and your grown-up pals entertained — think four-story water slides, a wave pool, mini golf, and batting cages. Since you'll be doing plenty of slipping and sliding, we've chosen a full-coverage bathing suit, plus some adorable add-ons for strolling around the park.
From left: Balenciaga Arena Sandals, $595, available at My Theresa; Isabel Marant Eyelet Skirt, $535, available at Barneys New York; H&M Swimsuit, $34.95, available at H&M; Miss Selfridge Green Leather Shopper Bag, $80, available at Miss Selfridge; Warby Parker Mabel Gimlet Turquoise Sunglasses, $95-$150, available at Warby Parker.
Photo: Courtesy of Cameron Run Regional Park
The Eastern Shore
The beaches along the Chesapeake Bay in Maryland and Virginia are a no-brainer choice for a weekend getaway, whether you're craving the traditional boardwalk-and-beach experience of Ocean City or the quiet, back-to-nature vibe of Chincoteague. Regardless of your destination of choice, channel a little Riviera-worthy glamour with a classic striped bikini, a smart straw hat, and a cheeky pair of shades.
From left: Club Monaco Pachacuti Fair Trade Hat, $119.50, available at Club Monaco; Old Navy Basketweave Hobo Purse, $24.94, available at Old Navy; Topshop Navy Stripe Bandeau Bikini, $52, available at Topshop; Models Own Peach Ruby Sunglasses, $26.09, available at ASOS; Steve Madden Shiekk Sandal, $90, available at Piperlime.
Photo: Courtesy of Maryland Office of Tourism

More from Washington, D.C.