Katie Holmes and I Can’t Stop Wearing This On-Sale Madewell Tote

If I could choose one effortlessly laid-back fashion icon to channel daily, it would hands down be Katie Holmes. Ever since I watched her on Dawson’s Creek in the ’90s, I’ve been mesmerized by her unique approach to style. So you’ll excuse my squealing when I discovered that we both love the same Madewell tote bag that I’ve worn for years — and it happens to be on sale for New Year’s Day.

While Holmes may usually gravitate toward big designer pieces while out and about, she’s also been spotted carrying this affordable Madewell Transport Bag since 2018, giving all of Us hope at achieving her cool-girl vibe. The sleek yet relaxed leather tote is an everyday staple, thanks to its versatile design, roomy interior and day-to-night appeal. So even though I considered replacing it with a trendy new purse for 2026, she all but convinced me to reach for it again (and again).

Get the Madewell Transport Tote for $125 (originally $188) on Nordstrom Rack! Please note, prices are accurate at the date of publication but are subject to change.

Made with luxuriously soft leather, this stylish tote bag feels smooth, flexible and lived-in from the moment I bought it. The wax finish gives the bag a nice shine, while the creases and grains look like a truly loved piece that you might find at a vintage store. Plus, its durability is unparalleled; it withstands scratches, weather conditions and the like, which comes in handy while I commute on the subway or set off for a tropical getaway.

Because my bags need to keep up with me, I’m truly in awe of everything this tote can carry. The roomy, no-frills interior can withstand a small laptop, book, water bottle, headphones, lip balm, claw clip and lotion. On occasion, when I hit up a local bar and refuse to coat check, I can even stuff a thin quilted jacket in it.

A small zippered compartment inside is also ideal for small items like cash or AirPods; meanwhile, the exterior slip pocket works nicely to hold my phone or flight ticket, giving me easy access to my belongings.

One of my other favorite details is how versatile the Madewell bag can be. It fits comfortably under the arm as a tote via the two stitched-on shoulder straps. But I have the option to throw it on as a crossbody, thanks to the long, removable strap that clips on (and off). The adjustable strap ‘buttons’ also double as gold accents, elevating the bag even further.

To get Holmes’ New York City vibe, you can style the bag with a classic trench coat, jeans and sleek loafers. However, I personally wear it with everything in my closet, including a knit top and work trousers combo, a cozy sweater dress and tights, and, of course, a classic jeans and a tee ensemble. Very ‘city girl’ of me.

If you want to try the winter-ready staple that celebs and shopping editors adore, don’t wait. The Madewell Transport Tote is selling fast, especially now that it’s 33% off. Snap up this steal now!

Get the Madewell Transport Tote for $125 (originally $188) on Nordstrom Rack! Please note, prices are accurate at the date of publication but are subject to change.