Best of Boston

BEST Men's Clothing

2014 BEST Men's Clothing, Accessories
Photograph by Toan Trinh

Ball & Buck


Mark Bollman’s shop may be hard to spot (the entrance is on a side street), but a trip here is a must for dapper gents with an outdoorsy streak. The ace assortment of manly, U.S.-made accents includes wallets, “croakies,” dopp… read more»

2014 BEST Men's Clothing, Casual

Caramelo Clothing Company

Jamaica Plain

Know a guy in need of a makeover? Steer him to this fledgling family-run menswear spot, where the eclectic threads have personality, like the flower-printed Original Penguin button-downs; slim-fit Levi’s jeans; and cheeky Spenglish tees (skinny ties, swimsuits, shaving brushes,… read more»

2014 BEST Men's Clothing, Fine



Originally established as a fine menswear store, this Boston institution is now run by fourth-generation purveyor Debi Greenberg, who continues the family tradition by offering made-to-measure suits, ties, and shoes from Kiton, Belvest, Massimo Bizzocchi, and Valentini. (Designers from these… read more»

2013 BEST Men's Clothing, Dressy
Photo by Jesse Burke



Louis’s long, storied history has given it a certain cache in the local and national fashion worlds, but this isn’t a place to rest on its laurels. To see how the store continues to evolve and set itself apart, just… read more»

2013 BEST Men's Clothing, Casual



A small but well-thought-out selection of hats, bags, bathing suits, shirts, and pants from brands both familiar (Levi’s) and niche (the U.K.-bred collection Brixton) means that even if you don’t know your way around a dressing room, you’ll walk out… read more»

2013 BEST Men's Clothing, Accessories
Photo by Jesse Burke

Bobby from Boston


Anatomy of a Winner: Imagine raiding the closet of a well-dressed uncle, whose discarded college wardrobe has only grown more stylish with age. That, in essence, is what it’s like to shop at Bobby from Boston, where owner Bobby Garnett… read more»

2013 BEST Men's Clothing, North

John Farley Clothiers


Located just a block from Newburyport harbor, John Farley Clothiers has been a fixture on the North Shore for decades, and for good reason: It offers everything from tailored clothing and tuxedo rentals to smaller accessories and gift items. And… read more»

2013 BEST Men's Clothing, West

Mr. Sid

Newton Centre

Is there anything out there more wonderfully old-school than Mr. Sid? The parquet floors; the in-house bar, hair salon, and billiards table; the genteel service—it all feels reminiscent of another time. The clothing itself is as current as it gets,… read more»

2013 BEST Men's Clothing, South



Natale’s is <em>the</em> place to go for high-end men’s clothing south of the city. Everything in the store is tailor-made with only the finest wools and fabrics; staffers pride themselves on their ability to help you create a custom wardrobe… read more»

2012 BEST Men's Clothing, Accessories

Bobby from Boston


Whether you’re shopping for a special occasion or just looking to jazz up your business attire, there’s no place better than this South End vintage shop, where owner Bobby Garnett has used his keen eye to amass a collection of… read more»