Best of Boston

BEST Women's Clothing

2005 BEST Women's Clothing, Berkshires

Gatsbys

Great Barrington

Don’t be fooled by the faded shabby-chic exterior: Beyond the white wicker sidewalk furniture is a shop stylish enough for any city’s streets. Buyer Pamela Fink stocks Gatsbys with premium products including Paper, Denim & Cloth and True Religion denim;… read more »

2005 BEST Women's Clothing, Casual

Stil

Boston

Because we never want to show up to the party wearing the exact same outfit as someone else. Because owner Betty Riaz works hard to stock her ultramodern shop with designs we’d otherwise never see (unless we traveled to Copenhagen… read more »

2005 BEST Women's Clothing, Sophisticated

Serenella

Boston

The carefully edited collections draw us in, but it’s the velvet-rope factor that keeps us coming back: As the exclusive area retailer of such high-end treasures as Bottega Veneta bags, Narciso Rodriguez frocks, and Lucien Pellat-Finet and Versace premium wares,… read more »

2005 BEST Women's Clothing, Party Dresses

Wish

Boston

Half the fun of a party is planning what to wear. That’s why we shop at Wish. The Beacon Hill boutique carries bright Diane von Frustenberg wraps, girly Nanette Lepore A-lines, and delicate Helen Wang strapless dresses—all ideal for an… read more »

2004 BEST Women's Clothing, West

Grettaluxe

Wellesley

This petite boutique is on the cutting edge, with designs from Michael Kors and DSquared2 to Miu Miu and Chloé, all lovingly handpicked at the Milan, Paris, and New York showrooms by trendsetting owner Gretchen Monahan. The accessories, those holy… read more »

2004 BEST Women's Clothing, Party Dresses

Wish

Boston

Call it Wish fulfillment: When the occasion calls for cocktail attire, this shop has the answers. Wish stocks Shoshanna seersucker A-line dresses, Tibi strapless threads, flirty Rebecca Taylor frocks, and Milly minis, plus an exquisite selection of accessories, including clutches,… read more »

2004 BEST Women's Clothing, Casual

Holiday

Boston

How fitting that the name of this jewel-box boutique brings to mind something you anticipate all year. A trip to Holiday indeed offers exciting treats: ruffled skirts, satin skirts, and buttery knits from top designers such as Tracy Reese and… read more »

2004 BEST Women's Clothing, Cape Cod

Silk & Feathers

Provincetown

As if P-Town wasn’t otherworldly enough, along comes Silk & Feathers, where between the lacy, sequined Rozae Nichols dresses and the handcrafted shoes, you might as well be shopping in Santa Monica or SoHo. Just try to resist the supple… read more »

2004 BEST Women's Clothing, Sophisticated

Serenella

Boston

No one knows how to dress a woman with more sophistication than the Italians. That’s why this Newbury Street boutique, which stocks the best of Italy’s labels from Moschino to Blumarine, is the first stop for women who want to… read more »

2004 BEST Women's Clothing, Martha's Vineyard

Nell

Edgartown

So many Vineyard boutiques are packed to the rafters with preppy island wear (pink and green polos, Palm Beach-print sundresses galore), it can be hard to distinguish the bluebloods of old-school fashion from the wannabes. This tiny boutique stocks ribbon… read more »