Nothing captures an all‑American summer quite like a crisp shift dress—simple, polished, and effortlessly chic. Think Jackie Kennedy strolling the Cape’s windswept boardwalks: clean lines, classic boat necks, a splash of Breton stripe or Nantucket red that feels right at home among cedar‑shingled cottages and hydrangea‑lined lanes. These one‑and‑done staples slip seamlessly from a morning muffin run in Chatham to an afternoon sail in Nantucket harbour, keeping you cool and pulled‑together even as the sea breeze picks up. These loose fitting dresses are made for summer's hottest days. Whether in lightweight cotton piqué, airy linen, or a hint of seersucker, the humble shift is the sartorial shorthand for New England ease—proof that timeless style and carefree days go hand in hand.
- This red eyelet shift has been a favorite this summer. I love the cheery gingham and eyelet combo which feels right for summer activities from ice cream runs (seen here) to boat rides. (I'm wearing my normal size.)
- A classic polo dress with a fun twist plus my most worn white sneakers are a perfect running-around-town look.
- This majolica-inspired dress has me pining for a return trip to the Amalfi Coast! Wear with white espadrilles or barely there strappy sandals.
- This blue and white floral number just arrived and it's darling. Such an easy look for only $88 and runs true to size.
- I love a short hemline with sleeves, and this neutral botanical print dress would look chic with the espadrilles I can't get out of my head!
- This graphic tunic dress (orange here, blue here!) is a fun coverup for beach-to-bar days!
- Everyone needs a little white dress and this one is a do-it-all wardrobe workhorse.
- July and red gingham just go together, and I love this simple take on the gingham shift dress.
- This leopard jacquard dress will carry you right into fall with ease. Wear with these black heeels (on sale!) for a night out now, and a black turtleneck and knee high boots come fall.
- Shift dresses with popped collars pack a preppy punch, and my favorites include this and this. Both of which would look chic with these wedges (on sale)!
- I just got this eyelet dress for a trip to Maine, and will pair with yummy suede heels to transition it into fall.
- This pointelle knit dress is a perfect transitional piece. I'd pair with a big suede hobo bag (obsessed!) and these sandals.
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