Reese Witherspoon - Katie Holmes - messenger bags
Credit: Courtesy of Net-a-Porter; Fame Picture

Messenger bags are having a moment! Spotted on stylish stars like Reese Witherspoon and Katie Holmes, this laid-back sack is not only practical (look mom, no hands!), but ruggedly chic. We love this double-zippered version by Donna Karan. Dress it up with sleek pants and knee-high boots or throw it over your shoulder with your favorite sweater and jeans.

Shop all messenger bags.