Best of Boston

BEST Men's Clothing

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 of tailors and barbers, and offers personalized shopping help. Thanks to this all-hands-on-deck approach, even… read more »

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 Agostino began as a tailor’s apprentice at the tender age of seven, and offers free… 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 Pete’s proprietor Peter Tam chatting about everything from dark denim to indie music. His fashionable… 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 to Barneys. The men’s department is unbeatable, featuring designer fashions that are easy to pull… read more »

2009 BEST Men's Clothing, Upscale
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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 for the keen advice from veteran staffers (we’re talking about you, John Stefanelli) that’s required… read more »

2009 BEST Men's Clothing, Casual
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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 than Barneys, less alternative than Stel’s, Uniform straddles practicality and panache with its tailored casualwear…. read more »

2008 BEST Men's Clothing, West
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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 Patriots a trio of Super Bowls. Mr. Sid has similarly dominated its field: Since 2000… read more »

2008 BEST Men's Clothing, Accessories
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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 this town? (SmartWools don’t count.) Owner Gary Drinkwater omits nothing, accenting his smart collection of… read more »

2008 BEST Men's Clothing, North
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Peter Mark

Newburyport

While the Metrosexual dithered over exfoliants and the GQ Dandy sweated his tie width, a new male animal was emerging from the sartorial ooze. Or so declared the Times of London this spring, coining the term ‘Nouveau Lad’ to describe… read more »

2008 BEST Men's Clothing, Sophisticated
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Louis Boston

Boston

Hey, you—in the cargo pants and Chucks. Casualwear is fine for casual moments, but your big client meeting, your anniversary dinner, and for-the-love-of-Christ your best friend’s wedding call for something far spiffier. At Louis Boston (go on, it’s not as… read more »