This vibrant, collegiate New England city is home to waterfront designer stores, dreamy home boutiques and tons of killer vintage. You'll like them apples.


At this pinup-themed vintage-and-new spot, score ’40s midriff tops, retro-inspired fit-and-flare dresses (up to size 18!) and ’20s silk scarves. Then go get yourself some rad Bettie Page bangs.

121 Charles St., 617-367-5854,

Bobby From Boston

A small but stellar women’s section—’70s plaid shirts and utility boots, piles of thrifted Levi’s—makes this mostly guys’, Ivy League clubhousey vintage shop worth a visit.

19 Thayer St., 617-423-9299,

Daniela Corte

The minimalist white decor keeps the focus on this Argentine-born, Boston-based designer’s specialty: floral laces and fun, graphic fruity prints that cover everything from gowns to bikinis.

211 Newbury St., 617-608-4778, danielacorte​.com

Forty Winks

A quick T ride under the Charles whisks you to this sweet Cambridge lingerie boutique, where the pretty bras come in hard-to-find sizes (30A to 40G) and the salespeople couldn’t be friendlier.

56 JFK St., 617-492-9100,


This home store’s relaxed-preppy vignettes—tweed benches piled with plaid pillows, striped ottomans stacked with glossy books—put us in a cozy-cottage-in-the-Cape state of mind.

12 Union Park St., 617-292-0900,


Open since 1925, Boston’s premier luxury store is the oldest on this list, but it’s also the edgiest, thanks to a perennially cool edit of designer labels (Proenza Schouler, Marni) and a stunning waterfront space.

60 Northern Ave., 617-262-6100,

M. Flynn

Run by two sisters, this pink-walled jewelry spot features Alexis Bittar cuffs, ’20s cocktail rings and a house line of gemstone pendants. A custom design service is particularly popular with hip local marrieds-to-be.

40 Waltham St., 617-292-0079, mflynnstudio​.com

Michelle Willey

There are conical Danish candles, Finnish spa towels, French Saint James striped tees—and don’t miss this worldly general-store-esque shop’s Boston-themed typography art, created by Ms. Willey herself.

8 Union Park St., 617-424-6700,

Patch NYC

The boho-print scarves and witty, graphic pillows are found worldwide (a recent collaboration with Target says it all), but only at its HQ, tucked away in a serene South End courtyard, can you shop this New York–born, Boston-based line’s entire collection.

46 Waltham St., 617-426-0592,

Shake The Tree

The only things sweeter than this cheery Little Italy boutique’s gifty items (ceramic cupcake plates, cute Ella Moss tops, teeny terrariums) are the famous cream-filled sfogliatelles from nearby Mike’s Pastry.

67 Salem St., 617-742-0484,

Simplemente Blanco

The name says it all. Owner-designer Fernanda Bourlot’s ethereal high-end home creations (eggshell candles, gauze lanterns) are simple, and 99 percent of them are white and totally dreamy.

460 Harrison Ave. B-15, 617-734-3669,

Sowa Vintage Market

Forget the Pats game. This rambling indoor weekly flea market featuring more than 50 vendors (offering ’60s cocktail rings, ’70s coats, ’80s Gucci bags) is the place to spend your Boston Sunday.

460 Harrison Ave., 800-403-8305, sowa​vintage​market​.com

Twelve Chairs

Everything here meets at least six of owners Miggy Mason and Roisin Giese’s 12 pillars of sustainability and social responsibility. So the urban-rustic mix—chevron-print lamps, colorful handprinted Tulu quilts, ledger paper collages—is as eco-friendly as it is pretty.

581 Tremont St., 617-982-6136, twelvechairsboston​.com