You know it's really spring when all the pretty dresses start to drop. In New York, where the temperatures are up and down until sometime in mid-May, these dresses will be worn with blazers, trench coats, and cashmere sweaters until further notice. True to NY style, the most coveted dresses in the city will be those that pair perfectly with the chic flat shoes New Yorkers wear on repeat.
This season's dress trends are delightfully wearable. All shades of brown and buttery yellow are dominating our palettes, drop waists still feel chic and effortless, and '90s-inspired florals feel as good dressed up as they do with white tennis shoes. Speaking of footwear, there's lots to report: Brown suede, having conquered our winter footwear, is coming for our strappy sandals. Soft loafers are your shortcut to a rich-looking spring look. Mesh and perforated flats—love 'em or hate 'em—are back. Also, I remain convinced that trendy, bright sneakers that seemingly go with nothing actually go with everything. I could have shared 100 options that deserve your attention, but I've managed to draw the line at just 23 of the best dresses and 11 pairs of flat shoes that are ready to mix and match for some excellent spring outfits.
Shop spring dresses:
Hutch
The Ridge Dress
A drop-waist dress so good it comes in nine other colors.
Mango
Printed Midi Dress
Julia Roberts at the polo match in Pretty Woman but it's 2025.
Toteme
Stretch-Jersey Maxi Dress
This is definitely not the last butter-yellow dress I'll be showing you today.
H&M
Smocked Jersey Dress
Long jersey dresses and strappy flat sandals are as chic and easy as it gets.
H&M
Ruffled Maxi Dress
This spring is bringing some big Chloé energy.
Astr the Label
Dilone Dress
I know, but it's a dress.
Reformation
Citron Linen Dress
Speaking of perfectly tailored minidresses.
Guest in Residence
Striped Silk and Linen-Blend Maxi Dress
This is ideal for early spring, especially in this on-trend sky blue.
Proenza Schouler
Candice Dress
A moment.
Zara
Printed Dress
Florals on black are my kind of florals.
H&M
Draped Mesh Dress
A very low-key snake print.
Reformation
Everett Linen Dress
Sorry, I'm already mentally on vacation in Portugal.
Topshop
Plaid Smocked Drop-Waist Midi Dress
Drop-waist dresses and flats! Your spring uniform.
J.Crew
Pleated Drop-Waist Dress in Crinkle Cotton Blend
Shout-out to J.Crew for bringing us this on-trend butter-yellow number in a wider range of sizes, from 00 to 24.
Norma Kamali
Pickleball Ruched Stretch-Jersey Mini Dress
It's Carrie knocking on the window of the restaurant, but in 2025, she'd be wearing slingback flats.
Zara
Satin Sweetheart Midi Dress
This liquid dress with a blazer and barely-there strappy sandals would be perfect for a spring wedding where the invite warns you not to wear heels.
Faithfull
Emma Linen Mini Dress
This is great with ballet flats, but I'm dying to see it with sneakers.
Dl1961
Carla Linen Dress
She's out and about on a sunny Saturday in the city.
Leset
Lauren Jersey Maxi Dress
This boatneck is so elegant.
Sézane
Vic Dress
Show me a '90s sundress, and I'll show you a pair of tennis shoes.
reformation
Calix Dress
I need everyone to watch Melrose Place and get back to me.
Asos Design
Scoop Neck Hybrid Maxi Dress
Very on-trend yet very low-key.
Topshop
Floral Godet Hem Midi Dress
Even better with flats, IMO.
Shop stylish flats:
Sarto by Franco Sarto
Zepher Driving Shoe
Meet your soft summer loafers.
Reformation
Ludo Toe Ring Strappy Flat Sandal
My money's on these espresso-brown suede sandals being your go-to pair.
Everlane
The Studio Slingback Flat
A year-round staple.
Dries Van Noten
Suede-Trimmed Leather Sneakers
The sneakers every editor's been buzzing about.
Reformation
Jessie Thong Sandal
It's almost time for chic flip-flops in fun colors.
Vince
Vivian Mary Jane Flat
Everyday black Mary Janes that are ready for warmer weather.
Khaite
Loop Flat Sandal
These will be mine.
Adidas
Tokyo Nubuck-Trimmed Suede Sneakers
Your spring wardrobe is begging for cheekier sneakers.
Natalie Cantell is an NYC-based style director, creative consultant, and fashion editor, who regularly contributes from Paris. She was the executive director of Who What Wear and Marie Claire’s brand studio until 2023, and now freelances globally on shoots, stories, and special projects.