One of the biggest comebacks of recent years has been the Balenciaga City Bag—and the momentum is not stopping in 2026. The ’00s style, beloved by everyone from the Olsen twins to Paris Hilton, is back and bigger than ever. Of course, you can always buy this style brand new, but the second-hand market is also booming with plenty of great options in multiple sizes, colors, and finishes popping up every day in retailers like eBay, Vestiaire Collective, The RealReal, and more, making it one of the more affordable luxury alternatives out there. If you can’t find a City you like, consider also getting a Twiggy, which features a similar aesthetic.

Pros: Timeless luxury maison, versatile style, multiple colors, often under $1K
Cons: Secondhand styles fly off the shelves, so act quickly!