Best of Boston

BEST Men's Clothing

2000 BEST Men's Clothing, Mature

Mr. Sid of Newton and Palm Beach

Newton Centre

This is a shop for guys who hate to shop. In fact, Mr. Sid’s has more amenities than some hotels. While their Zegna suits are being custom-altered, pampered shoppers can play pool, get their hair trimmed by an in-house barber,… read more»

2000 BEST Men's Clothing, Boomers

Stonestreets

Cambridge

The Stonestreets shopping experience is all about attention to detail, making it appropriate for both CEOs who don’t wear anything without pinstripes and professors who stick to khaki trousers. Other name-brands on offer: Hugo Boss, Nick HIlton, and Caruso, plus… read more»

2000 BEST Men's Clothing, Generation X

Sola Men

Boston

These minimalist men’s clothing stores carry young, hip lines like Theory and Calvin Klein, plus cooler-than-thou jean labels K24 and Boulevard. Their own brand of shoes are Prada-esque, sans the hefty price tag. They also sell Kenneth Cole footwear. read more»

1999 BEST Men's Clothing, Salesperson

Skip Cuddy, Ermenegildo Zegna

Boston

Skip brought his expertise from Louis Boston and Saks to Zegna, where he will outfit the harried male, offering wearable advice on everything from casual Fridays to afternoon weddings. This personal concierge will make sure your clothes are altered on… read more»

1999 BEST Men's Clothing, Ties

Ari Boston

Boston

Someone once said you can tell a man’s personality from his tie. Ari Boston has a selection to reflect even the most complex psyches, in fine woven silks from Italy. read more»

1999 BEST Men's Clothing, Suburban

Mr. Sid

Newton Centre

If you hate to shop but need to update your wardrobe, Mr. Sid’s can outfit you from head to toe and also provide a few divertissements—namely a bar, antique pool table, and hair salon. At least you’ll have something to… read more»

1998 BEST Men's Clothing, Coats

Burberry’s

Boston

This is Burberry’s? If you are wedded to the image of Burberry’s as catering to a stuff-upper-lip, sensible shoe-wearing clientele, think again. Sure, you can still buy the classic trench, but the store is moving away from its ultra-conservative roots… read more»

1998 BEST Men's Clothing, Hip

Riccardi Boutique

Boston

Look no further for the latest European street chic. Leather blazer for clubbing? Got it. Carol Christian Poell suit with the 90-degree-angle shoulder for strolling Newbury Street? Yep. You supply the fabulous physique and the fierce attitude. read more»

1998 BEST Men's Clothing, Resale Store

Keezer’s

Cambridge

When he was an undergraduate at Harvard, John F. Kennedy used to sell his slightly worn formal wear to Max Keezer’s store, where Harvard men have shopped since 1895 for the occasional velvet-collared chesterfield. Keezer’s also sells a huge range… read more»

1998 BEST Men's Clothing, Custom Shirts

Zareh

Boston

“Casual Friday” is a dirty word here. Zareh is a store for power brokers and corporate chieftains who settle for nothing less than made-to-measure shirts. It’s the only place in the country the carries much-coveted Robert Talbott Estate Collection shirts…. read more»