Gatsbys
Don't be fooled by the faded shabby-chic exterior: Beyond the white wicker sidewalk furniture is a shop stylish enough for any city's streets. Buyer Pamela Fink stocks Gatsbys with premium products including Paper, Denim & Cloth and True Religion denim; Theory tops and trousers; and a rainbow of Petit Bateau T-shirts. There's also a selection of sporty shoes, Cosabella lingerie, Kiehl's products, and Juicy Couture loungewear. 25 Railroad St., Great Barrington, MA .
Lynwood Café
When it comes to bar pizza on the South Shore, there are important standards to meet. Are the to-go pies placed between two cardboard plates and slid into a brown paper bag? Is the crust hand-pinched in the pan to give it the perfect crunch? Is the joint cash only? And, most important: Do the locals love it? Lynwood checks all the boxes. For bar pizza the way it’s meant to be experienced, commit to the house special, which comes loaded with baked beans (trust us), onions, and salami. 320 Center St., Randolph, MA 2368, lynwoodcafe.com.
Bob Slate Stationer
Old souls who still prefer old-fashioned card stock to Evites may get carried away when shuffling through the pens, pencils, and paper of every possible type at Bob Slate. For an extra-personal touch, you can work with the store's knowledgeable and creative staff to custom design your own full set of embossed, 100-percent cotton stationery, a move that will have you leaving your calling card all around the city. 1288 Massachusetts Ave., Cambridge, MA 2138, bobslate.com.
The Haberdash Vintage
When Amy Chase's online selection of '60s-era boots, sequin tops, fur-trimmed coats, and accessories grew too big for Etsy, Chase found herself trolling for vintage trailers. Now she stations her Bellwood camper at outdoor markets, festivals, and parking lots, and books private shopping parties with her movable boutique, the Haberdash Vintage. 138 Green St., Worcester, MA 1604, haberdashvintage.com.
The Maids Home Services
We aren't ones to cry over spilt milk, as our floors can attest; our couch has more hair on it than our cat. Without a speck of judgment, the Maids clean up our act month after month, dusting baseboards, degriming showers, and all but eliminating any traces of pet (except for, of course, the pet itself). They're quick, well priced, and unobtrusive: Aside from the preternatural sparkle and neatly triangled toilet paper, you'd never know they'd been there. 179 Boylston St., Jamaica Plain, MA 2130, .
Grange Gourmet
On the quieter (i.e., not downtown Gloucester) side of Cape Ann, this erstwhile grange building is home to gourmet sandwiches, salads, a tiny seating area (great for local gossip) and a miniscule garden that will make you forget about the beach entirely. 457 Washington St., Gloucester, MA .
Roux
This saucy bed-and-breakfast brings a splash of urban charm to the outermost Cape. Rooms are painted bright colors—no staid New England décor here. The food stands out, too: At breakfast, dig into treats like caramelized-onion-and-shiitake clafoutis; by night, mingle with eclectic guests over gratis wine and snacks. 210 Bradford St., Provincetown, MA 02633, rouxprovincetown.com.
BCYF Mirabella Pool
Each summer, city dwellers of all stripes—sunbathing nonnas, bronzed Adonises, giddy teens—flock to this urban oasis, making it one of the top people-watching spots in town. Not to mention one of the best bargains: A season pass costs a mere $20. In other words, a whole lot less than a trip to the Cape. 475 Commercial St., Boston, MA 02109, boston.gov/community-centers.
Mirbeau Inn & Spa
Sipping wine on a blanket by the cranberry bogs is so much more relaxing than sitting in traffic on the Bourne Bridge, isn’t it? With three restaurants, easy access to two golf courses, and a spa, the South Shore’s version of a turreted French manor is a welcome respite before the Cape Cod fray. plymouth.mirbeau.com.
Hoople Popple
Hopple Popple founder Linda Matzkin and her daughter Abby Matzkin Gordon have the experience, eye for design, and romantic natures—not to mention respect for spending limits—to fashion truly dreamy weddings, be they barefoot-on-the-Cape or candlelight-at-the-Ritz affairs. 284 California St., Newton, MA 2158, hopplepopple.com.
Lanes Bowl & Bistro
Not every day on the Cape can be sunny and 72 degrees (shocking, we know). When the weather's lousy, head to this multipurpose Mashpee complex, which opened this past winter. There's bowling, a variety of brick-oven pizzas, and a huge selection of New England brews. If the clouds part, hit the outdoor bar for bocce and live music. 9 Greene St., Mashpee, MA lanesbowlandbistro.com.
Former state senator Royal Bolling's forgetting to file his nomination papers.
The dummy.
Gus & Ruby
Rodeo & Co. Photography Why flip through book upon book of invitations when you can have something that’s completely, uniquely you? That’s exactly what you’ll get when you commission Samantha Finigan and Whitney Swaffield, of Gus & Ruby, to create custom paper goods for your party. The New Hampshire&ndashbased duo, who launched a long-awaited brick-and-mortar on Beacon Hill last October, demonstrate a particular flair for the unexpected. Exhibit A: their recent Bridgerton-inspired invitation suite, which paired Victorian silhouettes with modern script and gold foil. 99 Charles St., Boston, MA 02114, gusandruby.com.
Matt Murphy's
Some might scoff that Matt Murphy's perennially wins this award because, well, there aren't exactly Irish restaurants on every corner of this largely Irish town. That probably just means they haven't tasted the sausage, beans, and mashed potatoes with a hint of anise. Or sipped a perfect pint of Guinness while devouring fish and chips wrapped in the morning paper and accompanied by chunky, homemade ketchup. This Brookline Village hideaway is still an unadorned pub experience: good people (Jason Waddleton is one of the friendliest waiters in the Boston area), live seisiuns, or sessions of traditional Irish music, and food that's proud to call itself—dare we call it—Irish cuisine. 14 Harvard St., Brookline Village, MA mattmurphyspub.com.
Mooncusser
A variety of dishes at Mooncusser. / Photo by Brian Samuels Since chef Carl Dooley’s 2021 arrival at this seafood-focused fine-dining gem, the restaurant has featured a rotating four-course tasting menu that highlights the best of seasonal, local ingredients. Diners can choose from two or three options per course, leaving the rest up to Dooley, who is outstanding at sneaking bursts of bold, globally inspired flavors and heat into dishes that sound simpler on paper. A recent spring menu, for example, featured glazed tilefish with asparagus and crispy tortilla, enhanced with some surprising fire from green chili. 304 Stuart St., Back Bay, MA 02116, mooncusserboston.com.