"Madewell's classic leather tote bag is one of the brand's bestsellers—and it's easy to see why. The thin but sturdy body is made of leather with a lightly waxed finish, so the bag can both fold beneath the seat in front of you and stand up on its own. It has top handles as well as an adjustable shoulder strap. This tote doesn't have a zip closure along the top, but there is an inner pocket perfect for storing valuables (and the large outer pocket is perfect for items you want to take in and out often, like sunglasses). The bag comes in several sizes, but I love how the medium easily converts from a work bag (most laptops can fit inside) to a casual purse you can use every day. —M.S."