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Reading: Run! These 17 Casual Dresses Scream ‘New York Cool-Girl’ — Starting at $6 for Amazon Prime Day
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The Hollywood Ear > News > Run! These 17 Casual Dresses Scream ‘New York Cool-Girl’ — Starting at $6 for Amazon Prime Day
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Run! These 17 Casual Dresses Scream ‘New York Cool-Girl’ — Starting at $6 for Amazon Prime Day

News Room By News Room June 25, 2026
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1. Our Favorite: Bloated-day insurance comes in the form of this empire-waist midi that flows away from your body without looking like a tent. The print reads expensive even though it’s not — was $50, now $34!

2. Runner Up: When you want one piece that doesn’t need accessories, this striped mini does the work. The graphic stripes carry the whole outfit — was $20, now $14!

3. Wardrobe MVP: Coffee in the morning, then errands at noon, then drinks at six. This under-$25 dress keeps up without a single outfit change, and it even has pockets — was $45, now $24!

4. Elevated Tee: Stretchy fabric in maxi length means full freedom of movement. This T-shirt dress feels like pajamas, but reads like an outfit — was $35, now $19!

5. Nantucket Weekend: A striped top, solid bottom and sleeveless cut give this colorblock dress a nautical lean. The two-tone design seals the yacht-wife deal — was $25, now $18!

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6. Just $14: Meet a blank canvas in dress form. This minimal number lets your accessories run the show, so add gold bangles and your favorite woven tote — was $20, now $14!

7. Boho Babe: Three-quarter sleeves and a drapey cut make this flowy boho dress forgiving in all the right places. The busy print adds to the slimming effect — was $41, now $30!

8. Countryside Vibes: When you want a dress that simply fits, this stretchy smocked sundress delivers, all while making you look like an upstate socialite — was $47, now $31!

9. Flattering Find: With a wrap-style waist to cinch your middle and flutter sleeves to conceal your arms, this dreamy mini dress flatters from every angle — was $24, now $17!

10. Apple of Our Eyelet: Maxi dresses feel suffocating by August, but this breathable eyelet dress lets actual air move through. It’s cooler than it looks, in every sense — was $65, now $43!

11. Beach to Brunch: Skip the mid-day outfit change between pool and patio. This sleeveless maxi dress handles sunscreen, sand and cocktails — was $30, now $24!

12. Crisp and Polished: Crisp stripes in a midi length read more downtown than dockside, which is exactly the point. This sophisticated short-sleeve dress looks like something off a SoHo rack — was $50, now $30!

13. Like Loungewear: Finally, something soft enough to nap in yet elevated enough to leave the apartment. This loungewear-like dress blurs the line between weekend pajamas and weekday outfits — was $36, now $22!

14. Colors Galore: Eyelet fabric, a sleeveless style and a mini length make this cooling mini dress essential for August. It comes in enough colors to justify buying two — was $63, now $33!

15. Tummy-Hiding: This babydoll dress flares out right under the bust, skimming over your midsection completely. No sucking in required — was $37, now $19!

16. Button Up, Buttercup: Throw it open over a bikini at the pool, then button it up for the walk to the seafood shack. This cover-up dress handles both occasions — was $40, now $23!

17. Fit and Flare: When you need a confidence boost on a small budget, this sassy red mini is a no-brainer. It’s hard to find a reason not to snag it — was $7, now $6!

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