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Top Choice Vintage in South End & Chinatown

Bobby From Boston

Bobby is one of Boston’s coolest cats. Men from all over the greater Boston area come to the South End to peruse Bobby’s amazing selection of classic clothing from another era. This is stuff that your grandfather wo…
Top Choice Maps in Cambridge

Ward Maps

If you’re into maps, you’ll be into Ward Maps. They have an incredible collection of original antique and reproduction maps, with a special focus on Boston, Cambridge and Somerville. What’s more, they print the maps…
Top Choice Fashion & Accessories in Cambridge

Tayrona

Tayrona is named for an ancient indigenous culture that inhabited the mountains of Colombia. But the items that Tayrona carries are by no means limited to South American–influenced styles. The jewelry runs the gamut…
Top Choice Fashion & Accessories in Streetcar Suburbs

Salmagundi

In our humble opinion, every man should own at least one fedora. And if not a fedora, some other fun and functional head-topper. If you are intrigued by this idea, head to Salmagundi, where style-mavens Jessen and A…
Top Choice Books in Streetcar Suburbs

Brookline Booksmith

Year after year, this independent bookstore wins ‘Best Bookstore in Boston.’ Customers love the line-up of author talks and poetry readings, the emphasis on local writers and the Used Book Cellar in the basement. Ex…
Arts & Crafts in West End & North End

North Bennet Street School

The North Bennet Street School has been training craftspeople for over 100 years. Established in 1885, the school offers programs in traditional skills like bookbinding, woodworking and locksmithing. The school’s on…
Market in South End & Chinatown

SoWa Open Market

Part flea market and part artists’ market, this weekly outdoor event is a fabulous opportunity for strolling, shopping and people-watching. More than 100 vendors set up shop under white tents. It’s never the same tw…
Books in Downtown & Waterfront

Brattle Book Shop

Since 1825, the Brattle Book Shop has catered to Boston’s literati: it's a treasure trove crammed with out-of-print, rare and first-edition books. Ken Gloss – whose family has owned this gem since 1949 – is an exper…
Clothing in Back Bay

Three Wise Donkeys

Cool concept, awesome designs and quality product add up to a win. Three Wise Donkeys works directly with artists (some local) who have created the unique artwork that lines the walls. Find a design that you like an…
Fashion & Accessories in West End & North End

William Carlton Workshop

Like something out of another era, this old-timey hat shop is littered with artifacts and antiques (including a sewing machine that is actually used to make the hats). The headgear – some of which is custom-made – i…