Once a pleasure reserved for the ultra-wealthy, a tailored suit custom fit for you may be more affordable than you think. Leaving nothing to chance, the tailors at J. Michaels Clothiers design the perfect look based on your preferences, measurements and budget. Fine shoes from Cole Haan, Johnston and Murphy, and others extend the well-dressed ethic to your feet, and cuff links, belts and other accessories pull the entire look together.

For nearly 150 years, Nashville's best-dressed men shopped here at Levy's. Whether your coworkers still sport Super 100s suits or opt for the khaki and blazer look, you'll find the clothes and accessories to pull the new you together and blend right in. Italian leather shoes and belts, as well as the myriad cuff links, silk ties and pocket squares, round out the clotheshorse's dream selection.

Hailed as one of the trendiest Nashville boutiques, H. Audrey is owned by the granddaughter of Hank Williams Jr., Holly Williams. Singer and songwriter in her own right, Holly has curated her chic shop to contain the likes of popular designers such as Rag & Bone, Rick Owens, Helmut Lang, Azrouel and many more. Gorgeous frocks sit beneath rare Beatles portraits, gilded floor length mirrors and lacquered shelves. Even celebrities like Gwyneth Paltrow, Faith Hill, Kelly Clarkson and Jessica Simpson have taken notice of this chic and trendy boutique.