Unlike my fellow Who What Wear editors, Massachusetts is my home base. While I’m well-versed in trends from across the globe and incorporate them into my wardrobe, the Boston fashion scene is undoubtedly a strong influence. In that spirit, I thought it’d be fun to round up and share everything chic I have my eye on for summer 2026. Naturally, I turned to my favorite retailers that carry my top picks of the moment—Nordstrom, Revolve, J.Crew, and Zara, to name a few.
Below, you can check out and shop my heavily curated list of summer fashion finds that are worthy of your attention right now. I’ve included a selection of standout jeans, skirts, shorts, pants, dresses, sandals, sneakers, bags, jackets, and more. There’s a mix of classic items and trendier pieces, and effortless, comfortable, and rich-looking vibes are always the goal. Enjoy!
Shop Chic Summer 2026 Fashion Picks
LIONESS
Shoreline Midi Skirt
An effortless take on the polka-dot trend.
Maison Margiela
Tabi New Ballerina
Levi’s on sale? Yes, please.
ZW Collection
Satin Halter Dress
Perfect for an upcoming wedding.
adidas x Song for the Mute
Tokyo Shoes
I want these cool Adidas in every color.
JENNY BIRD
Staple Hoop Earrings
Gap
Smocked Boatneck Maxi Dress
Hello, cute summer dress!
Nordstrom
Collarless Textured Jacket
MANGO
Braided Leather Shoulder Bag
Woven bags are a favorite.
DONNI
The Taffeta Drawstring Cargo Pant
J.Crew
Boyfriend Jersey Relaxed Long-Sleeve T-Shirt
So many styling possibilities.
Zara
Leather Slingback Ballet Flats With Bow
BERNADETTE
Checked Seersucker Mini Dress
Little Moon
Escapade Liner Jacket
I want to re-create this whole look.
Gap
Pull-On Linen-Blend Shorts
Linen season has officially started.
ZARA
Satin Kitten Heel Sandals
Heeled flip-flops are still having a major moment.
P.E Nation
Alignment Jacket
Open Edit
Stretch Twill Capri Pants
Babaton
Worldly Poplin Dress
JW PEI
Large Yara Faux Leather Shoulder Bag
This bag seriously looks designer
ZARA
Cotton V-Neck T-Shirt
I’m obsessed with this basic top.
J.Crew
Luna Pant in Cotton Poplin
Birkenstock
Arizona EVA Sandals
I already have these in black.
JENNY BIRD
Rue Pendant Rope Necklace
Bring on the cool necklaces.
Banana Republic
Viscose-Linen Scoop-Neck Mini Dress
This green dress has my attention.
Madewell
The Wide-Leg Crop Jeans Super Stretch Denim in Oneida Wash
These jeans are perfect year-round.
J.Crew
End-on-End Cotton Boxer Short
LIONESS
Kravitz Baseball Tee
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