David & Young Hat, Houndstooth Bucket Hat

Style runs in the (Frye) family: the Deborah shoulder bag features gorgeous distressed leather with multihued studs for a heritage-inspired chic look that seems passed down through the generations.

Vintage-inspired with a modern edge, IIIbeca by Joy Gryson's crossbody bag flaunts clean, classic lines and a wear-with-all look.

InCase dresses up this ultra-functional hardshell iPhone cover in an exclusive Andy Warhol print. It's a pop art case on point.

Versatility gets a hint of luxury from Burberry. This leather satchel is designed with top handles and a zip-top closure that makes it a perfect choice for chic days.