3. Wolverine Addison 1000 Mile Wingtip Boot
Boots — any true New Englander keeps a least two pairs in the closet. But if you pick up this pretty little number — a collaboration between Wolverine and Harween Leather — you might find yourself ignoring the others. With classic wingtip design and hand-rubbed finish, you can wear these in the snow or in your suite.
Ball & Buck, 144 Newbury St. (617-262-1776). $380.