Top ChoiceFashion & 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...

Top ChoiceHats in West End & North End

Salmagundi

While the flagship Salmagundi store in Jamaica Plain has a bigger selection, this second location in the North End still offers some 4000 hats for your head-topping pleasure. From functional caps and protective...

Top ChoiceConcept Store in Seaport District & South Boston

For Now

Calling itself a 'retail incubator' and a 'pop-up collective,' For Now showcases a constantly changing and growing collection of local and regional designers and brands. Come in to browse and you'll likely find...

Top ChoiceMarket in South End & Chinatown

SoWa Open Market

Boston's original art market, this 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 two weeks in a row,...

Top ChoiceBooks in Streetcar Suburbs

Brookline Booksmith

Year after year, this independent bookstore wins ‘Best Bookstore in Boston.’ Customers love the lineup of author talks and poetry readings, the emphasis on local writers and the Used Book Cellar in the basement....

Top ChoiceMaps in Cambridge

Ward Maps

If you’re into maps, you’ll be into Ward Maps. It has an incredible collection of original antique and reproduction maps, with a special focus on Boston, Cambridge and Somerville. What’s more, maps are printed on...

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...

Books in Cambridge

Harvard Bookstore

Family-owned and -operated since 1932, the Harvard Bookstore is not officially affiliated with Harvard University, but it is the university community’s favorite place to come to browse. While the shop maintains...

Market in Downtown & Waterfront

Boston Public Market

A locavore's longtime dream come true, this daily farmers market – housed in a brick-and-mortar building – gives shoppers access to fresh foodstuffs, grown, harvested and produced right here in New England. Come...

Shoes in West End & North End

Converse at Lovejoy Wharf

Occupying the ground level of the Converse world headquarters, this flagship store has a sweet selection of its classic sneakers, including some true originals. Look for a handful of styles with Boston themes –...

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...

Gifts & Souvenirs in Back Bay

Topdrawer

Travelers! Here is a store full of things you need, even if you didn't realize you needed them. Everything from plush fold-up slippers (perfect for chilly airplanes) to fabulous, functional daypacks and travel...

Clothing in Beacon Hill & Boston Common

Paridaez

Boston designer Allison Daroie knows women play many roles, and she believes their clothing should too. That's why her classy, minimalist pieces can transform from daytime to evening, from dressy to casual, from...

Art in South End & Chinatown

International Poster Gallery

This niche gallery stocks thousands of vintage posters from around the world. Thousands. The posters span the globe, with themes ranging from food and drink to travel and political propaganda. They are all there...

Books in Cambridge

Grolier Poetry Bookshop

Founded in 1927, Grolier is the oldest – and perhaps the most famous – poetry bookstore in the USA. Over the years, TS Eliot, ee cummings, Marianne Moore and Allen Ginsberg have all passed through these doors....

Gifts & Souvenirs in Streetcar Suburbs

On Centre

The friendly folks at this little boutique can help you find the perfect gift. The jewelry is inexpensive and highly original; much of it is designed by local artists. But if your special person is not into...

Antiques in Beacon Hill & Boston Common

Eugene Galleries

This tiny shop has a remarkable selection of antique prints and maps, especially focusing on old Boston. Follow the history of the city’s development by examining 18th- and 19th-century maps and witness the...

Toys in Streetcar Suburbs

Boing!

Boing! is fun. It's fun that they have an exclamation point at the end of their name and crazy colorful creatures adorning their facade. And it's really fun inside, where kids and parents can find educational,...

Gifts & Souvenirs in Downtown & Waterfront

Artists for Humanity

Artists for Humanity is a local charity organization that encourages urban youth to get in touch with their creative sides. That means you're doing a good deed by shopping here, as if you needed an excuse to...

Adult in Streetcar Suburbs

Good Vibrations

Down a narrow alley and marked by a discreet sign, this woman-focused sex shop is worth seeking out. The tasteful and tantalizing boutique offers sex-positive products, not to mention newsletters, workshops and...