10 Best Shopping in Boston, Massachusetts

Beacon Hill Chocolates

Beacon Hill Fodor's choice

Let this store's aroma entice you to enter before it wows you with stunning display cases lined with local and European artisan chocolates that you can buy by the piece. You can also shop a vast array of gourmet chocolate bars, some bagged candy, and a few flavors of gelato. Yum!

Boomerangs – Special Edition

South End Fodor's choice

Stepping into this cozy secondhand boutique feels like you could be in the salon of a very wealthy couple, who just happen to be unloading their cache of designer clothes and housewares. Jade satin flats, beaded Armani tops, and vintage dresses and jewelry—all at a fraction of their original cost—are the sorts of treats you'll find sharing space with menswear, books, and silver-plated serving dishes. All proceeds go to the AIDS Action group. There are also branches in Cambridge and Jamaica Plain.

Boston Public Market

Government Center Fodor's choice

Open year-round, the indoor Boston Public Market offers a great place to grab a sandwich, sample local foods, and even pick up a tasty souvenir. The New England–centric marketplace has 30 vendors, selling everything from fresh herbs and fruit to meat and seafood, as well as plenty of food stalls. Everything sold at the market is produced or originated in New England, including nonperishables like wool and carved wooden bowls. There’s also a food demonstration kitchen, where visitors might be able to catch a live cooking class (with samples). Since it's all about staying with the season, the exciting thing about visiting the BPM is that no two days are the same. The Kids’ Nook is a designated area for kids to gather and play, with activities throughout the week.

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Brattle Book Shop

Downtown Fodor's choice

Bibliophiles can't get enough of this old-timey book store that has been in operation since 1825 and is, literally, chockablock with books floor to ceiling and stuffed into corners. The owner Ken Gloss, who regularly tours with Antiques Roadshow, fields queries from passionate book lovers about out-of-print, rare, antique, and foreign-language tomes. If you're simply in need of a read for the ride home, browse the rolling carts in Brattle's adjacent outdoor lot, where books of all genres go for $5, $3, or just $1.

Gus & Ruby

Beacon Hill Fodor's choice

Sure, we love our technology, but we still also really love paper products and that's the majority of what this cool gift store stocks. First, explore the entire section devoted to wares by Rifle Paper Co., and then pick up something for the cherished infant in your life from the edited selection of precious and expensive baby clothing. There are also artful gift items focused on the cities of Boston and Portland, Maine.

Leavitt & Peirce

Harvard Square Fodor's choice

A throwback to another era, this storied museum-like tobacco shop has been in the same location since 1883, when it served as a clubby gathering spot for young Harvard men, who puffed away while playing pool on the back billiard tables. While Harvard oars, hockey sticks, and photos still adorn the ivy-green walls, the store now caters to a broader clientele in search of quality smoking items, old-fashioned straight razors and shave brushes, chess and checker sets, and small gift items, such as beer steins.

Shake the Tree

North End Fodor's choice

Irresistible defines this one-stop shop, brimming with an eclectic array of floral dresses and tops, wide-legged pants, letterpress greeting cards, small brand apothecary, craft cocktail supplies, global cookbooks, woven baskets, and mixed media jewelry that you never knew you needed. Owner Marian Klausner creates an inspiring award-winning selection from her global travels.

Skylight Jewelers

Downtown Fodor's choice

This independently owned jewelry store features custom creations, from gorgeous engagement rings to signature carved moonstone jewelry. Men's jewelry is a specialty.

The Harvard Coop

Harvard Square Fodor's choice

What began in 1882 as a nonprofit service for students and faculty is now managed by Barnes & Noble College, a separate entity that manages college campus bookstores. Housed in the same location since 1906 and affectionately called The Coop (pronounced "coop," not "co-op"), the store sells books and textbooks (many discounted), school supplies, clothes, and accessories plastered with the Harvard emblem, as well as basic housewares geared toward dorm dwellers. If you need a public restroom, you'll find it here. And if you're looking for MIT swag, they have a location on that campus as well.

Trident Booksellers & Café

Back Bay Fodor's choice

This two-story shop with windows overlooking Newbury Street is known as much for its eclectic collection of books and magazines as its all-day breakfast menu. Follow the pack and order either the lemon-ricotta-stuffed French toast or homemade corned beef hash and then settle in with a favorite read. Feel free to stay through lunch, dinner, and beyond, as the store's open until midnight daily, making it a popular spot with students. A full slate of events, from game nights to author talks, is scheduled almost daily.