The Oak Room, a steakhouse in the Fairmont Copley Plaza hotel, has a Rat Pack vibe, with the dark wood, high, gilded ceilings, and big, snuggly armchairs you might find at a private club. The special-occasion vibe extends to the menu: Châteaubriand for two sliced tableside, wild game, escargots, lobster tail, and so on.

Speaking of that Châteaubriand: “I have eaten many different cuts and preparations of steak but I have never tasted something as perfectly cooked as this. Each bite was so soft, tender and almost melted like butter in my mouth,” said CreativeFoodie42. It’s served with two sauces: a Merlot demi-glace and béarnaise.

RichardinJP likes the oysters Rockefeller, but advises us to “avoid the clams casino (made with large and chewy cherrystones).” peelmeagrape says the lamb chops are “the best I’ve had in Boston.” Also worthy: duck confit, served with greens in lemon juice, house-made potato chips, and a cranberry sauce. “Incredibly flavorful with hints of cinnamon, citrus, and cranberries,” says CreativeFoodie42.

For dessert, the white chocolate and cranberry bread pudding is “dense without being heavy—the true mark of a well-made bread pudding,” says CreativeFoodie42. It’s served with a scoop of pumpkin gelato, an interesting complement to the white chocolate.

Prices are in the “if you have to ask” range, but if you’d like to keep costs down, you can always grab a bite in the bar: “Technically speaking, the Oak Bar serves a ‘lighter fare’ subset of the Oak Room menu, which means that burgers should only be available at lunch. In practice, they will serve you pretty much anything off the Oak Room’s breakfast, lunch, or dinner menu in the Bar if you ask,” says MC Slim JB.

Oak Room [Back Bay]
138 St. James Avenue, Boston

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