A solid brick-faced building, which started as the Roosevelt Hotel in 1930 (the old neon sign is still on the roof), was given new life in 2017 after a top-to-bottom renovation. The result may not be the coolest kid in town because of its location east of downtown (although you can walk to Capitol Hill in 10 minutes), but it's eminently comfortable and well-executed, and its antique origins don't seem to get in the way of its sense of currency. Everywhere, cases display artifacts from old Seattle, such as logging tools, that were provided by the city's Museum of History and Industry. Rooms are well soundproofed and feel contemporary (with completely new bathrooms, great beds, Nespresso makers, and glass-fronted fridges)—except for those smallish, Depression-era windows. But some appealing parts of the building's past have been recovered, too: The hotel's double-height Art Deco lobby, for decades sealed up and used for storage, now hosts free evening wine mixers for guests. The old restaurant, once a tribute to Theodore Roosevelt's Rough Riders, is now simply Rider, a bi-level, loft-like destination for seafood platters and top local ingredients. And it's really good, offering a spectacularly complex chowder that takes four days to make, fascinating takes on seasonal produce like shaved kohlrabi with chimichurri, meats grilled in an open kitchen with an open flame (there's a chef's table facing it, but it's hot), and cocktails formed in partnership with a local bourbon maker. The Theodore did a great job of beating the dowdiness out of an old structure and turning it into something that fluently straddles the past and present. Resort fee warning: $23-per-night "facility fee"