The Oaklander Hotel

No detail was too small for the masterminds behind The Oaklander’s plush guest rooms. Turkish cotton linens and robes? Check. Rainfall showerheads and Le Labo toiletries? Check and check. Amenities also include Tivoli bluetooth speakers, Nespresso machines, smart TVs and zippy free wifi. We love the deep blue, cloud white and caramel toned color palette in each room; it makes all spaces feel sprawling (even the 324 square foot Standard King guest rooms). Our favorite room options? The Studio Suite, which has floor to ceiling corner windows that peer out on the circa 1936 Cathedral of Learning, and the 930 square foot Presidential Suite—stocked with a clawfoot tub in the primary bath and a separate living space that was tailor-made for cocktail hour.

A glamorous retreat with a French brasserie, peerless service, and curated events ranging from jazz brunches to aged rum socials.

Equipped with a spa or pool. Honestly, in a space this beautifully designed, you won’t miss them.

The hotel offers room service from its topnotch, locavore Spirits + Tales brasserie. Translation: you can order grapefruit brulee with smoked rosemary in bed.

Cuddled up in your cobalt armchair at Spirits + Tales, you feel like you’re undercover for Michelin. The menu is entrancing here, from the hand-shucked east coast oysters in champagne mignonette to the wagyu burger with caramelized onions and raclette cheese on brioche.

Spirits & Tales - All day French brasserie directed by Executive Chef Jessica Lewis