J.Crew continues to impress through its collaboration with Alden, the company founded in Massachusetts in 1884. Some of the key features of this particular footwear offering are their famed goodyear welt, full leather lining and tempered steel shank. These boots ($495) are said to last a lifetime, and if you manage to wear them completely out, you can send them back to Alden for re-soling. Handmade in the USA, these boots run one half size larger than US sizes. They can be purchased at jcrew.com.