The Pet Cabaret
Catering to the "thoughtful pet owner" this colorful store functions more like a community hub for animals and their devoted humans than a place to buy supplies. It wouldn’t be unusual to pop in for treats, toys, or food—all of which skew heavily natural—or to wash a dirty pup in the self-serve tubs, and end up chatting with fellow customers about a nontoxic cure for hot spots, a topic that only other pet owners will gladly discuss. 4404 Washington St., Roslindale, MA 02131, thepetcabaret.com.
Hotel Commonwealth

With floor-to-ceiling windows and a string-lit terrace showcasing Green Monster vistas, Hotel Commonwealth’s new event space hits it out of the park. Part of the hotel’s recent $50 million makeover, the just-built wing is now the perfect spot for both Sox fans and culinary-minded couples to celebrate their love: The catering menu features dishes inspired by on-site hot spots Eastern Standard and Island Creek Oyster Bar. 500 Commonwealth Ave., Boston, MA hotelcommonwealth.com.
Tres Gatos
The brunch at this record shop/tapas bar caters to savory seekers—and hangover chasers. Here the "put an egg on it" philosophy reigns supreme, evidenced by dinner-menu staples like the lamb bocadillo, which gets the morning-after huevos treatment come brunch. While you're waiting for your table (there will be a wait), browse the back bookshop for fiction, art books, vinyl, and a broad collection of food magazines that will surely whet your appetite. 470 Centre St., Jamaica Plain, MA 02130, tresgatosjp.com.
Wine Galley

Wine stores tend to cater to either experts or idiots. If, like most of us, you're somewhere in between, head to the Wine Gallery, a shop as welcoming to neophytes as it is to Robert Parker wannabes. The knowledgeable staff will happily guide you to a hard-to-find amarone or the best 10-buck malbec. And if you still can't decide, try before you buy at the store's 'wine jukebox,' which dispenses free half-ounce samples of 32 reds and 16 whites. 375 Boylston St. (Rte. 9), Brookline, MA 02445-6007, wine-gallery.com.
Dorfman Jewelers

Yes, there's loads of ice on hand here, in the form of Patek Philippe timepieces and Henry Dunay necklaces, but the warm and patient service at Dorfman will thaw any notion that buying big-time bling is a daunting endeavor. In business for seven decades and counting, the family-owned jeweler caters to both Beacon Hill bluebloods and a younger, funkier clientele with diamonds and pearls aplenty, vintage-inspired house lines, and New England's only Van Cleef & Arpels salon. 24 Newbury St., Boston, MA 2116, .
Linens on the Hill
The essentials for a good night’s sleep don’t change with the trends. Since 1987, this Beacon Hill store has been catering to our restful needs with high-thread-count bedding from established brands like Yves Delorme and Sferra, plush robes from Laurence Tavernier, and silk pajamas from PJ Harlow. And to make your waking hours a little dreamier, it also stocks a selection of scented soaps and soft Egyptian-cotton towels. 52 Charles St., Boston, MA 02114, linensonthehill.com.
Long's Jewelers

The 900-pound, umpteen-carat gorilla of the region's jewelry scene, Long's caters to North Shore treasure-hunters with 12,500-square-foot showrooms in Burlington and Peabody—and that's on top of five equally brilliant locations elsewhere in New England. With the 130-year-old company growing strong, customers reap the benefits in the form of a dazzling array of designer jewelry (John Hardy, Marco Bicego), rock-solid Swiss timepieces, and gifts that now include the famed Shreve gurgling cod. 35 Cross St., Peabody, MA 1960, longsjewelers.com.
Ski Market

Year after year, we find new winter gear we can't live without. So year after year, we revisit Ski Market. The store caters to everyone from bunny slopers to the black-diamond crowd with snowboards, snowshoes, and skis from A-list manufacturers like Salomon and Rossignol. It also carries sleek wear from the North Face, Burton, and Nordica that will keep enthusiasts looking cool—no matter how often or hard they fall. 860 Commonwealth Ave., Boston, MA 2213, skimarket.com.
Bob Smith's Wilderness House
For many Bostonians, summer is a savored moment wedged between the brutal bookends of the New England winter. For skiers, it's an interruption. They're already dreaming of the first snowstorm. Bob Smith's Wilderness House caters to these people—novices and experts alike—because the staff feels their pain. Völkl, Salomon, Rossignol: The employees here know them all and can discuss at length the merits of each brand (and the best slopes to break them in). Custom boot fitting puts the icing on the cake. 1048 Commonwealth Ave., Boston, MA .
Gimme the Skinny
You can get decent takeout dinners anywhere. But gourmet low-fat? This shop specializes in event catering, but you can order individual meals as well: apricot-glazed chicken over brown rice, spinach and chicken manicotti, pork loin with caramelized apples. Oh, and low-fat fudge brownies with two—count 'em, two—grams of fat. Get a dinner for two at $10.49 each, or a family-sized portion (serves 4 to 6) for $39.99. 35 Washington St., Norwell, MA .
Niche
Does your windowsill already resemble a jungle, but you still need one more hedgehog aloe? Is your sun porch incomplete without twin philodendrons flanking the entrance? Then you just might be the kind of urban gardener Niche caters to. Its two retail locations are all-in-one stops for plants, pots, soil, fertilizer, tools, and, yes, more plants, letting you indulge your green thumb without sacrificing your prime city real estate. 619 Tremont St., Boston, MA nicheplantshop.com.
Landry's Bicycles

As interest in biking soars to new heights, Landry’s has met the moment with unmatched care and attention to newbies, while also catering to a wave of repairs — be they from road warriors putting in extra mileage or stir-crazy locals digging old rigs out of the basement. Upgrading your ride? Help the bike-hungry masses by trading in the old one at the Landry’s Comm. Ave. outpost, where the team can patch it up, get it back on the floor, and keep the cycling surge rolling along. 1048 Commonwealth Ave., Boston, MA 02215, landrys.com.
White Elephant Village
The sister property to the iconic White Elephant harborfront hotel, this luxe resort caters to guests’ every whim: Need a ride to dinner? A loaner bike to explore the island? Scoops of ice cream to keep the kids entertained at the pool? Done, done, and done. The circa-2012 inn offers plush rooms and suites, but for a picture-perfect—and stress-free—family getaway, you’ll want to reserve one of the spacious " premier residences," which offer one-, two-, and three-bedroom configurations. 19 N. Water St., Nantucket, MA 2584, whiteelephantvillage.com.
Follain
This pretty, well-appointed South End apothecary caters to your beauty needs, but with a conscience. Owner Tara Foley selects only the healthiest and most environmentally friendly products, including locally made goods from Shamanuti, Farmaesthetics, and Amber Blue, to line her shelves (an in-store hand-and-body-soap bar for refills cuts down on plastic bottle waste, too). Foley’s even committed to your well-being on vacation: Her Nantucket outpost opened this past May. 53 Dartmouth St., Boston; and 9A S. Beach St., Nantucket, shopfollain.com.
Thinking Cup
Amid the vibeless businesses catering to tourists around the Common, Thinking Cup reminds us of the downtown that Bostonians deserve: grownup, urbane, and a little sexy. Outfitted with a sweeping marble counter and leather banquettes, this newcomer channels an old-school European café while crafting deeply flavorful espressos, lavish Valrhona-chocolate mochas, and mor—all using Oregon's legendary Stumptown roasts. But the apex of Thinking Cup's artisanry just might be its Pour Over: a single flawless cup, ground and brewed expressly for you. 165 Tremont St., Boston, MA 2111, thinkingcup.com.