Evenfall
On the approach—down a dismal stretch of highway, across from a gas station—Evenfall scarcely looks the date-night part. Enter, though, and the picture improves as you discover a space that's cozy but not cramped, dim but not dark. Things get better still with chef Scott Pelletier's seasonal dishes, which are too good not to share; a recent evening saw couples swapping forkfuls of braised Kobe beef cheeks and chestnut ravioli. By the time you're stealing bites of your companion's warm apple strudel, the iffy setting outside feels like a benefit. After all, what's romance without surprise? 8 Knipe Road, Haverhill, MA 1835, evenfallrestaurant.com.
Lynwood Café
Lean, yeasty crust dotted with a few rounds of mozzarella is not what you'll find at Lynwood Café; A South Shore specialty, 'bar pizza' trades on piles of gooey cheese and rich, fatty dough, and this Randolph dive serves the finest around. Plywood walls, flickering beer signs, and Formica tables coalesce to create the ideal ambiance for devouring a hamburger-linguine; pie, washed down with a cold draft. Bring cash, and pass up the 'extra cheese' option on the 12-item menu: Your palate—and heart—can take only so much. 320 Center St., Randolph, MA 2368, .
Coast Café
Dainty eaters, beware. Only those with a hankering for a little grease and gobs of pork-addled flavor are able to handle the made-to-order plates at Cambridge's stick-to-your-ribs haven. Sure, the chicken's great, but there's also smoked turkey with collard greens, and bread crumb-encrusted mac and cheese, and silky sweet potatoes, and (the only thing harder than settling on an order here, you'll find, is nabbing one of the few seats). Coast Café may not have much competition in these parts—KFC? Popeyes?—but it could surely hold its own in Dixie. 233 River St., Cambridge, MA 2139, .
Xinh Xinh
This spanking-clean Chinatown eatery makes neophytes feel welcome without sacrificing neighborhood authenticity. Even better, the food leaves us so invigorated that we'd swear it has health-boosting effects—xinh xinh means 'young and beautiful,' after all. Start with the fortifying chicken or beef pho (sure to put a glow in your cheeks), move on to more-substantial dishes like ca kho to (caramelized catfish) and banh mi bo kho (beef stew with crusty rolls), and head home in a perfect harmony of serenity and satiety. 7 Beach St., Boston, MA 2122, .
Dante
Don't be misled by the hotel setting: Dante de Magistris is no banquet chef. Since opening his eponymous restaurant at the Royal Sonesta two years ago, de Magistris has found his voice (part Italian homeboy, part fancypants chef) and now fully expresses it in imaginative dishes like duck ragu accented with sour cherries, and striped bass with fava beans and Meyer lemon. Formal European training gave him discipline and technique, which means the pasta and fish are perfectly cooked and every sauce is fresh. Oh, and the view, across the Charles to downtown Boston, is priceless. 40 Edwin H Land Blvd, Cambridge, MA 2141, restaurantdante.com.
Green Street
Looking for the city's top bartenders on their night off? They're probably knocking 'em back right here in Central Square, along with anyone else who puts a premium on creative, classically prepared libations. Powerhouse mixologists Misty Kalkofen and Andy McNeese stand ready to pour any of the 100 options on Green Street's drink menu, many being a clever twist on vintage recipes. Try the Cocktail Miranda, a takeoff on the Manhattan, or one of the well-shaken egg (!) cocktails, like Kalkofen's original Fort Washington Flip. If you're looking to play things straight, there's also a smartly curated list of wine and beer. 280 Green St., Cambridge, MA 2139, greenstreetgrill.com.
Caffe Tosca
Why do we bestow this award, year after year, on Tosca? Simple: No other restaurant in the area manages to be so many things to so many diners, and with such class. Want a romantic evening? Reserve a corner table under the restaurant's soaring ceilings. Got a big-deal dinner with friends? The unpretentious but professional service will make sure it goes off hitch-free. Seeking a foodie adventure? The bright, local flavors of chef Kevin Long's menu will wow your palate. All of which is why we can't—and wouldn't want to—stop going back. 14 North St., Hingham, MA 2043, toscahingham.com.
Great Barrington Bagel Company
The best bagels north of New York come in a dozen flavors at Marvin and Judy Lieberman's indoor-outdoor bagelry. There are also 17 spreads made in-house—including not just staples like light cream cheese but also more-exotic options like light chicken liver—to go with. But the GBBC's star shines brightest at lunch, when fresh daily soups, leafy salads, and two-handed sandwiches like tarragon chicken and red onion egg salad are offered alongside quite possibly the finest unleavened invention ever: the flagel, a microthin everything bagel. 777 Main St., Great Barrington, MA 1230, .
Bia Bistro
That contented sigh that comes with shucking off the 9-to-5 suit in favor of jeans and a tee? It's the same one you might hear any night at this four-year-old bistro, as diners relax into its placid charms. Dusky red walls and buttery candlelight set the scene for chef Brian Houlihan's contemporary versions of European comfort-food classics, like duck confit with poached figs, steak au poivre, and tarte Tatin. Figure in a modest but irreproachable wine list, and a night at Bia goes down easy in every sense. 25 N. Main St., Cohasset Village, MA 2025, biabistro.com.
Sushi Island
Those who make frequent worshipful visits to this midsize sushi joint know it doesn't take much to coax chef-owner Junji Aoki out of his seemingly forbidding silence behind the bar. Just ask (and you might well have to ask, as specialties like firefly squid and monkfish liver aren't often glimpsed in suburban environments), and Aoki will tell you how a particular delicacy is prepared, and how long it'll be in season. Your taste buds, meanwhile, will tell you it's simply dynamite. 397 Main St., Wakefield, MA 1880, .
American Seasons
American Seasons co-owner Orla Murphy LaScola greets patrons with a charming Irish brogue as she seats them on the cool, inviting porch or in the warm, rustic dining room. Wherever they sit, they're in for a treat: Chef-owner Michael LaScola's creations—which include such delights as fried oyster and rare beef salad with mustard greens and orange, and blackberry-anise bomb—are seasonally inspired and beautifully executed. Dine here during a weekend getaway, and you'll soon find yourself studying ferry schedules just to plot your next feast. 80 Centre St., Nantucket Island, MA 2554, americanseasons.com.
Phoenix Landing
Discussions of Boston’s Irish pubs typically involve squirrely notions of authenticity. The problem is, no such thing exists, and most attempts ring about as true as some "Ireland-land" simulacrum at Epcot. So this year we decided to give the nod instead to the best pub, period, which just so happens to be Irish (a subtle but important distinction). The Phoenix Landing is like four bars in one: You can go for a quiet afternoon pint alone, brunch with the family, crack-of-dawn soccer broadcasts, or nighttime dancing to some of the best DJ talent around. 512 Massachusetts Ave., Cambridge, MA 2139, phoenixlandingbar.com.
Belly Wine Bar
This city has no shortage of fab cellars boasting wine menus as thick as a midsize town’s phone book. But lately we’ve been digging vino programs that trade exhaustive depth and range for singular points of view. At Belly Wine Bar, co-owner Liz Vilardi (who also owns the shop Central Bottle) crushes hard on old-world beauties with brash, tart, and downright dirty tendencies: lambruscos, Beaujolais, orange tannin-bombs, funky Savoie whites. All of which just so happen to pair beautifully with the house-cured salumi. Go figure. One Kendall Sq., Cambridge, MA 2139, bellywinebar.com.
Wulf's Fish Market
We like to think of this Brookline mainstay as the ultimate neighborhood monger, one that demonstrates its openness to the community through its displays: Pristine whole black bass, local squid, and carefully portioned fillets of sole and salmon are all laid out on ice for close inspection rather than hidden behind panes of glass. Local chefs have taken notice of Wulf’s wares as well, and the shop is angling for a restaurant distribution license. In the meantime, we suggest throwing one of their signature halibut steaks on the grill for your next seafood feast. 407 Harvard St., Brookline, MA 2446, .
Zebra’s Bistro and Wine Bar
You won’t find any, ahem, exotic game on the menu at this Medfield gemthe theme is (perhaps wisely) limited to the décor. What you will find is beautifully crafted bistro fare from Brendan Pelley, an alum of Clio and Tryst who was recently a featured chef at New York’s famed James Beard House. The toque has a knack for coaxing intense flavor out of seemingly simple ingredients (see: the restaurant’s pan-roasted rosemary chicken with shatteringly crisp skin, and the unctuous ramp fried rice with a slow-poached farm egg), some of which come for the kitchen’s own garden. 21 North St., Medfield, MA 2052, zebrasbistro.com.