You could keep rebuying the same cheap pair of sneakers every spring or you can invest in these Madewell ones that'll last ...

Promising review: "The shoe is very soft and hugs your feet; I won’t buy shoes unless they’re comfortable with little to no ...

“These are very comfortable for all-day wear, especially compared to pointy-toed boots. There’s cushioning in the sole and the bottom is anti-slip, which makes them stable, even when walking the city ...