The Drake Hotel

A grande dame of the Magnificent Mile since 1920

★★★★★📍 Magnificent Mile$$$

The Drake Hotel opened in 1920 at the northern tip of the Magnificent Mile, where Michigan Avenue meets East Lake Shore Drive and the lakefront — one of the most prestigious addresses in the city. A grand hotel in the classic sense, it has welcomed a long roll call of presidents, royalty, and celebrities over its century-plus of operation, and it carries that history proudly.

Its public spaces are the draw: the elegant Palm Court, where afternoon tea has been a Chicago institution for generations; the Coq d'Or, a wood-paneled bar with deep history; and the ornate lobby and ballrooms. Rooms are traditional in style and vary considerably given the building's age, but many enjoy views over Lake Michigan or the avenue. It's a grand-dame experience rather than a sleek-modern one.

The location is excellent for first-time visitors who want to be on the Magnificent Mile and near the lake: the Oak Street Beach is essentially across the street, the Mag Mile shopping runs south from the door, and the near-north attractions are within walking distance. The Drake suits travelers who value history, tradition, and a storied sense of place over contemporary design.