When the leaves start changing colors, Boston stands out as one of the great cities to watch foliage turn from green to orange and gold. It’s a sight best seen on foot, which means finding proper fuel is critical. Over the years, Cambridge and Boston have welcomed impressive new ventures from local chefs like Barbara Lynch, Joanne Chang and Matt Jennings, who’ve proven their skills at everything from concocting variations on traditional New England staples to building the city’s reputation as a developing hub for creative cocktails. Catching foliage may be the reason for your visit, but there’s nothing to ruin a good vacation like underwhelming meals and overpriced drinks. Here are the s that won’t let you down.
To kick off any weekend trip to Boston, head to (40 Brattle St, Cambridge) for dinner. It’s tucked away in a basement off the bustling Brattle Square, but once you’re inside, you’ll want to settle in for a while. A&H owns the innovative-preparations-of-vegetables game; there are very few places in the world that will make you as excited about broccoli, which they char and pile on top of a butternut squash hummus with crispy cashews. Chef Michael Scelfo’s famed raw sugar pumpkin salad changes every autumn, and past variations have included jalapeños and Cotija cheese. Don’t miss the pickled Verrill Farm corn pancakes with maple and shishito, either. If all those veggies have you craving red meat, A&H’s “secret” burger has a cult following—but make sure to order early in the evening, because they run out.
If you’re staying around Harvard Square after dinner, you can’t go wrong with (14 JFK St, Cambridge), beloved by Harvard faculty and of-age students alike. Their cocktail menu is expansive and ever-changing. For fall, try the 1836, which includes bourbon, rum and crème de cacao. Also, be warned: their fries are spectacular, and you might think you’re ordering a plate to share, but you’ll rethink that offer as soon as you dip into the tiny tub of aioli.
To venture further into Cambridge, hop on the Red Line just one stop to Central Square and check out (505 Mass Ave, Cambridge), which is always reassuringly packed. Order their rotating cocktail with tequila, St. Germain and Pacifico beer that comes served in a grapefruit, or the Bench Warmer, a tequila cocktail served in a pouch, Capri Sun-style. If you need some snacks to go with your drinks, Little Donkey rolls out a late-night eats menu between 11 p.m. and 12:30 a.m.; it includes edible cookie dough served on a beater with cacao chips.
Before a long day of admiring the scenery across Cambridge and Boston, fuel up with a world-class brunch at (15 Hampshire St, Cambridge.) Although it’s only been open for a year, Mamaleh’s has quickly become the darling of Cambridge. The decor is lifted straight out of the coziest diner from the town you grew up in, and the menu is packed with Jewish comfort foods, including matzo ball soup, latkes and bagels and lox. The kreplach, triangular little wontons filled with brisket and doused in chicken jus, are heavenly. You’ll have to order a side of latkes to mop up the jus; these are not the kinds of fluids to waste.
With its imposing cement structures and businesses-only vibe, downtown Boston isn’t exactly the liveliest part of town, but swing by to grab lunch at (120 Kingston St, Boston) Chef Matt Jennings is a native Bostonian, and he proudly shows off his roots in the grilled rabe with honey, crispy garlic and fermented chilies, as well as the roasted duck breast with flannel hash, pear butter and seared livers, a dish that may very well be the plated personification of a New England fall. Townsman is also one of the many Boston establishments that serves offerings from (196 Elm St, Cambridge), a local tea importer; the baked gaba oolong is a doughy, almost savory blend that seals off any hearty lunch or dinner. If you fall in love with Townsman’s menu, chef Jennings’ new cookbook Homegrown (out October 17) has recipes that reinvent New England favorites from steamed clams to pot roast.
After a day of walking across the city, Saturday night dinner must be filling and exciting enough to look forward to all day. That’s where (370 Commonwealth Avenue, Boston) comes in. Izakaya might not be the first thing that comes to mind when you think “fall,” but with surprising dishes like the Shima Aji sashimi with smoked apple pie purée and pickled cranberries, and the barracuda nigiri with burnt ginger, pickled quince and pear ash, UNI is a stand-out for those looking to venture beyond the traditional definition of New England cuisine. Don’t: miss the Korean rice cakes with kale oxtail, kimchee butter and gremolata. Do: let them make you a sake cocktail.
If you’re craving a nightcap after UNI, hit up (505 Washington St, Boston), located in the heart of Downtown Crossing. Served in a champagne flute, the Peruvian Pearl includes shochu, bergamot and sparkling wine—it’s so delicate and smooth that you’ll suspect there’s no alcohol in it, but there is … a lot. The salmon ceviche, with its layers of avocado, jalapeño potatoes and salmon (plus a convenient side of chips), is perfect for sharing with a group and soaking up all the cocktails you’ll want to try once you’ve had the Peruvian Pearl. (The Sea and Smoke cocktail is brand new for fall: whiskey, yuzu, smoked tea and sake.)
For your final brunch in Boston, try (70 Charles St, Boston) Owner Tzurit Or has five locations across Boston, Brookline and Cambridge (with two more on the way), and all of her locations are still packed every weekend morning and most weekdays. With good reason, you’ll find the shakshuka with lamb meatballs and labneh on every other table, and you can’t leave town without sharing their pastry basket, which will change how you think about brioche forever.
From Tatte, head to (281 Dartmouth St, Boston), a Back Bay favorite that does New England seafood in a refreshingly unpretentious way. The small space doesn’t take reservations, which means you’ll probably be waiting for a bit. If you’re trying to fit in as many stops as possible, pass the time by taking a quick ten-minute walk to (800 Boylston St, Boston), Eataly Boston’s brand new restaurant and bar. The highlight of their delightful cocktail menu is the Paper Plane, made with bourbon, Aperol, Amaro Nonino and lemon. When you get that call from Saltie Girl, rush back for the “salt and pepper” sweet bread nuggets with cauliflower and raisins, and add on the pan-roasted Nantucket Bay scallops served with pumpkin purée and pork jowl.
After sampling some of the best restaurants in Boston and their new offerings for fall, there’s only one thing left to do: eat some excellent pasta. The North End is the city’s most popular for Italian, and Pomodoro (351 Hanover St, Boston), with its warm service (by which we mean: complimentary crostini) and quaint atmosphere is a great finale to the weekend. Order the creamy mushroom rag with thick pappardelle, and remember to bring cash––they don’t take cards.
Willing to travel even farther for the city’s absolute best pasta? (1682 Mass Ave, Cambridge) between Harvard Square and Porter Square is worth the pilgrimage. The wild boar pappardelle and duck confit tortellini are impossible to choose between, so go with a friend and order both. The staff is so knowledgeable about wine pairings that you can’t go wrong putting your fate in their hands. If you’re thinking about burrata—of course you are—Giulia is the place to spring for that, too.