I Spent 2+ Hours at Madewell Trying on Winter Outfits for My 2026 Trips-These 10 Made the Cut, From $8

"Before any trip, Madewell is my first stop-and its freshly updated winter selection did not disappoint. Walking into the store felt like stepping into a perfectly curated closet: chic, cozy, and 100 percent travel-ready. I had a mission in mind: figure out which pieces are truly worth packing for my upcoming winter trips. Over the course of my try-on, I found myself gravitating toward everything from buttery-soft cardigan sweaters"

"This haul is full of luxe looks that actually work for travel: knits for crisp Paris mornings, velvet and satin pants for winter dinners in Rome, flattering jeans that take you from museum-hopping to cocktails, and wool coats that make a statement while staying comfortable. Each piece feels polished enough for city streets yet relaxed enough for long days exploring. Bonus: Many items are on sale with code " HOLIDAY"-some up to 62 percent off, with prices starting as low as $8."

"My eyes immediately fell to the Fair Isle Boxy Sweater the moment I spotted it on the rack-its intricate pattern feels both nostalgic and right on time, tapping into the Fair Isle resurgence that has been everywhere this winter. The cozy, alpine-inspired vibe instantly brought ski towns like Aspen and St. Moritz to mind. I styled it with the Relaxed Bootcut Jeans in a soft cream shade to highlight a winter-white palette"

Madewell's winter collection blends chic, cozy, and travel-ready pieces, including knits, faux-fur bombers, barrel jeans, velvet and satin pants, and wool coats. The assortment suits crisp mornings, winter dinners, museum days, and evening cocktails, balancing polished city style with relaxed comfort for long outings. Several standout items include a Fair Isle boxy sweater, relaxed bootcut jeans, a suede elongated buckle belt, and Emilie heeled mules designed for walkability. Multiple pieces are discounted with a HOLIDAY code—some marked up to 62 percent off—making versatile travel-ready garments accessible at lower prices. Looks feel polished enough for city streets yet relaxed enough for long days exploring.

Read at Travel + Leisure