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A Chicago Historic Hotels collection

Haunted & Storied Hotels

Ghost-tour legends, presidential intrigue, and Prohibition-era lore — six of Chicago’s most storied addresses, and the histories behind them.

Six storied stays. The ghost stories are told as local legend; the history is real.

Congress Plaza Hotel

Congress Plaza Hotel

Long called Chicago’s most haunted hotel — and a fixture of the city’s ghost tours.

Chicago Loopfrom $140
The Drake

The Drake

Home of the “Woman in Red,” a Jazz Age ghost legend, since 1920.

Near North Sidefrom $245
Hilton Chicago (Stevens Hotel)

Hilton Chicago (Stevens Hotel)

The 1927 Stevens Hotel — once the world’s largest, with a famously storied past.

South Loop & Printer’s Rowfrom $200
The Blackstone

The Blackstone

“The Hotel of Presidents” and birthplace of the original smoke-filled room.

Chicago Loopfrom $250
Palmer House

Palmer House

Rebuilt after the Great Chicago Fire — a survivor’s tale, and the birthplace of the brownie.

Chicago Loopfrom $230
Millennium Knickerbocker (Davis Hotel)

Millennium Knickerbocker (Davis Hotel)

A Prohibition-era landmark whose Crystal Ballroom hides a storied past.

Near North Sidefrom $195