Best of Boston
Best Men's Clothing
2011 Best Men's Clothing, South
Natale’s
Hanover
Forget flashy labels or flimsy Men's Wearhouse offerings. You're guaranteed to find a better fit—not to mention great service—at this father-and-son-run spot. Italian-born owner Natale [...] read more»
2011 Best Men's Clothing, West
Mr. Sid
Newton Centre
Gents who prize efficiency won't find a better place to shop than Mr. Sid, which stocks an impressive selection of high-end brands, employs a fleet [...] read more»
2011 Best Men's Clothing, North
Peter Mark
Newburyport
Owners Peter and Cindy Murphy continue to impress with an impeccable yet not-too-stuffy selection. Snag a few Robert Graham button-downs and coordinating ties to outfit [...] read more»
2010 Best Men's Clothing, Sophisticated
Barneys New York
Boston
The Brooks Brothers non-iron shirt has its place, but when the situation calls for something a little more snazzy, the best-dressed men in town head [...] read more»
2010 Best Men's Clothing, Casual
Uncle Pete’s
Boston
A welcome addition to gifty, girly Beacon Hill, this new boutique is as hip as it is friendly. On any given day, you'll find Uncle [...] read more»

2009 Best Men's Clothing, Casual
Uniform
Boston
Not feeling up to excessive sartorial risk-taking? That doesn't make it okay to fall back into the Gap (you've come too far!). More moderately priced [...] read more»

2009 Best Men's Clothing, Upscale
Alan Bilzerian
Boston
Nearly three decades on, Alan Bilzerian's trailblazer status remains unchallenged. It's the go-to for avant-garde imports like Rick Owens and Yohji Yamamoto, as well as [...] read more»

2008 Best Men's Clothing, Accessories
Drinkwater’s
Cambridge
Many men's boutiques seem to have forgotten the importance of details: Like, where's a guy supposed to get a decent pair of dress socks in [...] read more»

2008 Best Men's Clothing, West
Mr. Sid
Newton Centre
In the 21st century, Boston's been getting used to the idea of dynasties, what with the Red Sox winning two World Series championships and the [...] read more»

2008 Best Men's Clothing, South
Natale’s
Hanover
If The Thomas Crown Affair—vintage McQueen version, please—taught us anything, it's that there's no better sandpaper for a man's image than a tailored wardrobe. That [...] read more»