Best of Boston

Best Men's Clothing

2011 Best Men's Clothing, Sophisticated

Alan Bilzerian

Boston
Economic downturn bedamned. This boutique is still standing tall, thanks to a rocking inventory that keeps the well-heeled masses coming. Find handmade Chelsea boots by [...] 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»
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»
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»
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»
2008 Best Men's Clothing, North

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 [...] read more»
2008 Best Men's Clothing, Sophisticated

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 [...] read more»
2008 Best Men's Clothing, Casual

Stel’s

Boston
Stel's deserves this honor if for no other reason than it introduced Boston to New York's Seize sur Vingt. The designer's crisp, colorful dress shirts [...] 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»
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, 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»
2007 Best Men's Clothing, North

Peter Mark

Newburyport
This is a shop that understands there's more to the male wardrobe than suits and ties. Here you'll find shelves piled high with weathered tees [...] read more»
2007 Best Men's Clothing, South

Natale’s

Hanover
Your ill-fitting warehouse suits and casual-Friday carpenter jeans are getting you nowhere fast, mister. Time to pay a visit to Italian-born custom tailor Natale Agostino, [...] read more»
2007 Best Men's Clothing, West

Mr. Sid

Newton Centre
It must be that a parallel universe exists in Newton Centre, where for 40 years Mr. Sid has managed to make men's shopping a social [...] read more»
2007 Best Men's Clothing, Casual

Uniform

Boston
Saturday afternoon. T minus two hours. Sure, there was chemistry in your e-mail exchanges, but now your blind date is about to size you up [...] read more»