Interviewing our Transport Collection (Really, Hear Us Out)


A few years ago, our design team set out to create something simple: a timeless tote so free of trendy details that you could carry it for as long as the leather would allow (aka forever). The result: our Transport Tote. Since then, we’ve added some new shapes and sizes, and while they all share the same rugged yet refined style—thanks to fine leather, minimal hardware and tonal stitching—each has its own pretty unique vibe. Allow us, or, um, them, to explain.

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#totewell: Tales of a Transport Tote



If there were a Best Supporting Actress award for wardrobe, the Transport Tote would win year after year.

Talk about breadth of character. It’s as versatile as it is ruggedly elegant, whether it’s resting contentedly in the basket of your bicycle or carrying a freshly plucked bouquet. Without a clasp or label—save the owner’s monogram—its biggest identifying mark is the very absence of one.

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According to us, all submissions to our #totewell Instagram contest are winners, but we did promise to narrow it down to three. Meet the Instagrammers who stole our hearts (figuratively and digitally).







Each of the winners will receive $1,000 Madewell gift cards (let the obsessive deliberations begin). And because we couldn’t resist, see a few more of our favorite submissions on Facebook here.

P.S. Don’t stop the #totewell love. Your pictures may still end up in our gallery on

Our Favorite #Totewell Instagrams So Far

When contest submissions are this good, it’s tough to play favorites, but here are nine ‘grams from our #totewell Instagram contest that we couldn’t help but show off. (Our Insta-friends really know their stuff—and just maybe they’ll inspire a snap or two of your own.)

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from top: @jessicacomingore, @romoromoromo, @wideeyedlegless, @misswhitneyowen, @laurenswells, @1956blooms, @laurenswells, @kccesiro, @amandajanejones

There are just a few more weeks left to enter our #totewell contest—you have until May 19th to be exact, so snap to it. Instagram a photo of where you’re taking your bag or what’s in it with hashtag #totewell for a chance to win one of three $1,000 Madewell shopping sprees.

Shop our entire assortment of Transport Totes here.