Nite Hawk was built in 1931 as a place to bring in cars for an oil change and chow down on diner food while waiting. It’s since changed many hands, but ever since 1980, it’s been a proper diner serving up chicken-fried steaks and club sandwiches. The restaurant isn’t currently serving customers in the main dining room, but diners can order takeout by calling ahead or visit the lounge for stiff drinks, diner food staples, and pool tables.

This Northeast Portland Italian restaurant first opened in 1959, one of the first restaurants in the city to serve pizza. The restaurant still uses the same recipe for its pizza dough, topping those pies with alfredo, artichoke hearts, and everything in between. The restaurant also serves a slate of pasta dishes, red-sauce staples, and cocktails, with scoops of spumoni for dessert. Amalfi’s is open for takeout and dine-in, both indoors and outdoors.

Bedecked in wood paneling, chandeliers, and red banquettes, Clyde’s is the place to party like it’s 1954 (when it opened). Juicy, pink slices of prime rib are the historic restaurant’s calling card, but modern touches like kale salad and poke have crept onto the menu, too. Clyde’s remains open for indoor and patio dine-in, takeout, and delivery through third-party apps like Caviar and DoorDash.

Besaw’s started as a beer parlor and gambling hall in 1903, financed in part by brewing magnate Henry Weinhard. Formerly a popular spot among loggers and longshoreman, it relocated a few blocks from its original setting. The restaurant is currently serving customers on its ritzy outdoor patio, also offering takeout and delivery orders of steak and eggs, meatloaf, and tall biscuits slathered in Marionberry jam.

The ‘50s drive-in vibes at this classic Northwest Portland burger spot remain intact. Skyline first opened in 1935, and the restaurant still serves nostalgic milkshakes blended with pie, half-pounders on sesame buns, and chili cheese tots to eat sitting on the hood of your car or on the patio. It’s the ideal spot for a weekend lunch after a hike in Forest Park.

Open since 1944, this old-school steakhouse that’s been given a contemporary makeover that keeps the mid-century charm, also serves onion rings that were purportedly the best James Beard ever had. It’s also hard to resist the lobster mashed potatoes. The wine cellar — only accessible by elevator and one of just two keys— holds many of the city’s oldest wines. Ringside is open for dine-in, both inside the luxe dining room and on the decked-out patio, as well as takeout; the restaurant also takes reservations for onsite dining.

Now owned by McCormick and Schmick’s, Jake’s has become more of a traditional seafood restaurant than a typical spot for peel-and-eat mudbugs. Open since 1892, the shop popcorn-fries its crawfish, stuffs halibut with bay shrimp and Dungeness crab, and ladles a bouillabaisse abundant with shellfish and salmon. Jake’s is open for takeout, delivery, and dining indoors and out — the patio seating takes up a charming chunk of a blocked-off street.

Portland’s oldest restaurant, owned and operated by the descendants of original chef Jim Louie, has served up roasted turkey since 1879, but the famous Spanish coffee, prepared table-side, has only been on the menu for about four decades. Try to sit in the mahogany-filled back room that features handsome cathedral arches and stained-glass skylights. Those who feel unready to eat indoors can order Huber’s for takeout or delivery via Postmates.

The Leaky Roof started life as one of the city’s original food carts, way back in the 1940s. In 1947, it opened in its current Goose Hollow location and is still going strong as a neighborhood fixture. Whether ordering takeout or dining outside at picnic tables, diners will find the usual pub food like burgers and pot pies, plus weekend brunch, and “Portland’s largest selection of Irish Whiskey.”

Opened in 1935, this Hawthorne dive bar happens to have some of the best chili dogs and cheese fries in town. Sports is usually on the TVs, and the lived-in space looks its 80-something years, which only adds to the charm of a bar named after a 19th century amusement park. Nick’s is open for takeout, delivery, and onsite dining.

Otto’s Sausage Kitchen started out as a meat market in Woodstock in 1922, then moved into its current location in 1936. For decades the same family has been making sausages and running the retail store. Expect a deli with seats, outdoor picnic tables, and murals of alpine scenes. The market is open for walk-in orders, with a few picnic tables outside to snack on sausages.