20 Best Things to Buy at Madewell 2024

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A roundup of the best Madewell items we’ve written about on the Strategist, including carry-all leather totes, vintage-inspired denim, maternity skinny jeans, and classic loafers.
“This is going to sound funny, but postpartum, Madewell’s ten-inch high-rise skinnies are my whole life. They suck you in, and keep all your jiggle at bay. They do have a maternity line, which I sadly didn’t learn about until after pregnancy, but I don’t know if they would’ve beaten these anyway.” —Sarah Golding
If you prefer an artful rip or two, you could also try this Madewell pair, which come recommended by travel and food writer Kat Odell. “For years I used to drop hundreds of dollars on designer jeans, including some Rag & Bone and J Brand, but these are absolutely my No. 1’s now,” she says. They have a tiny bit of stretch, and hit just above the ankle, and she says they pair perfectly with low boots. “I basically live in them.”
“This is my all-time favorite T-shirt. It has an amazing stretch to it but its also a much thicker fabric than your average T. It just hugs your body really well so you can show off your curves and still be really comfy. I also love the cap sleeves with the crinkled edges, so cute!” —Sabrinna Fabi, design student
Scott’s second-favorite black T-shirt is this V-neck from Madewell. “Madewell tees are so soft and work perfectly with a simple, toned-down outfit.”