Louis

Silk shirtdress, $495, Jennifer Chun
Louis, 617-262-6100

Open since 1925, Boston’s premier luxury store is the oldest on this list, but it’s also the edgiest, thanks to a perennially cool edit of designer labels (Proenza Schouler, Marni) and a stunning waterfront space.

60 Northern Ave., 617-262-6100, louisboston.com