With 3,000 new hotel rooms and a jumping restaurant scene, Portland is consciously evolving beyond caricature.
Yes, I live in Portland.
Although Portlandia put my home city on the map—and held up its offbeat DIY, locavore, cycling- and coffee-obsessed culture for all the world to see—some of the city’s inhabitants are eager to move beyond the hipster caricature and forge a more cosmopolitan identity.
Portland, population 639,000, is Oregon’s biggest city and getting bigger every day, with 1,000 new arrivals each month. Coming with them are high-rise apartments, opulent spas, and ambitious high-end hotels from brands like the U.K.-based Hoxton. Satellite offices of tech companies such as Airbnb, Amazon.com, Google, New Relic, and SurveyMonkey have been inspired to move here thanks, in part, to the city’s relatively cheap real estate and dynamic restaurant scene.
In the midst of rapid gentrification and a serious citywide housing crisis, longtime locals are trying their damnedest to preserve community, affordability, and the quirky vibe that makes Portland unique. Last year developer Kevin Cavenaugh, whose Zipper and Ocean food halls are popular in the tree-lined Inner Southeast neighborhood, built an angular structure with a psychedelic facade designed by Los Angeles artist James Jean on one of the most visible corners in the city. He then filled it with homegrown businesses and risk-taking creative companies and called it the Fair-Haired Dumbbell.
The building’s ground-floor vendors include an outpost of beloved local cafe Crema and a modern office supply shop, 11:11 Supply, where you can buy goal-tracking notebooks and pencils emblazoned with mantras such as “Empathy rules.” There are also workshops on the neurology of inclusion. (OK, so it’s still Portland.)
“For being the whitest city in the country, you can have an experience here that is very diverse,” says WeWork Portland’s community director and local startup booster Stephen Green. “That’s a happy surprise.” Green is also the founder of PitchBlack, a crowdfunding platform for black entrepreneurs; he steers visitors to black-owned businesses such as Olive or Twist, an elegant martini bar in the Pearl District, and Deadstock Coffee, a shop owned by former Nike Inc. shoe designer Ian Williams, where the walls are adorned with never-worn sneakers.
Sometimes the rapid-fire appearance of sleek new hotels and restaurants can be alienating to long-term residents. In a welcoming gesture, Portlander Aaron Hall is planning neighborhood discounts and events for community nonprofits at Hey Love, the restaurant he co-owns inside the new Jupiter Next hotel.
One new venue has even rallied the natives through organized chorusing: OK Chorale PDX, a bimonthly singalong founded by prominent Portland composer Ben Landsverk and producer Kate Sokoloff. Held at a bar at a former high school turned concert space, Revolution Hall, it draws hundreds of amateur singers as well as local guest performers. The choir’s repertoire ranges from Jesus Christ Superstar to David Bowie and Lady Gaga. “Group singing is something we don’t have enough of in America, though it’s prevalent in other cultures,” Landsverk says. The cost for two joyful hours that make you feel part of something bigger than yourself? A mere $10.
Where to Eat
Despite all the changes, the city remains a place where ostentation is shunned and informality reigns. On the other side of the river from downtown, in southeast Portland, three of the city’s most established high-end restaurants have opened more casual places adjacent to their original locations, each with a focus on natural wines. The city’s longtime Italian standard-bearer, Nostrana, has the sexy Enoteca next door, with a quartz bar and a two-story, 3,000-bottle cellar. The team behind Le Pigeon now serves all-day oysters and rillettes at its Canard outpost. And the modern venue Castagna, in Hawthorne, has debuted a playful bistro called OK Omens.
In the Pearl, newcomers include Arden Wine Bar & Kitchen, where chef Sara Hauman, most recently of San Francisco’s Michelin-starredOctavia, turns out giddy dishes such as seared duck breast with gilfeather turnips, fava greens, and pistachios. Prefer classic French? Greg and Gabrielle Denton’s restaurant Bistro Agnes will transport you to Paris. For seasonal Middle Eastern, Sam Smith’s restaurant, Tusk, offers addictive salads, meat kebabs, and silky smooth hummus.
Where to Stay
Over the past year, 1,300 rooms have been added to the city’s hotel inventory, with an additional 1,700 on the way—which means hungry travelers who want to sleep off their food comas have more luxurious choices than ever. Downtown, the Duniway is a unique Hilton property with 65-inch HDTVs, Tivoli Audio Bluetooth radios, and Waldorf Astoria mattresses in each of its 327 rooms. Its nearby sister property, the just-opened 297-room Porter, combines Frette linens, Stickley furnishings, and a 16th-floor bar with views of Mount Hood. Across the river on the east side of the city is Jupiter Next, a new hotel in a once-derelict part of east Burnside. (It’s also just one block from Canard.) The 67 rooms are stocked with chocolates—of the nonmedicated kind—from local edibles company Grön and have enormous windows with views of the city’s ever-morphing skyline.
Three Portlanders share their favorite spots
The urban hike
On the east side, head to dormant volcano Mount Tabor for a one-of-a-kind climb: “On trails that pass each of the park’s reservoirs, you can wind your way to the summit and get a great view looking westward across the city.” On the west side, Forest Park has more than 80 miles of trails, including the 5-mile Pittock Mansion hike, which culminates at a 1914 French-style château. —Cheryl Strayed, author of Wild and Dear Sugar
The rooftop deck (If the weather’s nice)
Steer toward Chinatown’s Society Hotel, which has Oregon wines by the glass, including those made by black winemaker Bertony Faustin at Abbey Creek Vineyard. —Stephen Green, founder of PitchBlack
THE WINE WEEKEND
Highlights in Oregon’s answer to Napa
But don’t miss out on some of the smaller, off-the-beaten-path wineries such as Brian O’Donnell’s Belle Pente (tastings by appointment only). Elevée (open only on weekends), offers tastings of an unusual but delicious wine: a crisp white pinot noir.