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Staypineapple in the landmark Reliance Building, a pioneering 1890s glass skyscraper

Staypineapple (Reliance Building)

Stay in a National Historic Landmark that helped invent the skyscraper —
the glass-and-terra-cotta Reliance Building, a short walk from the Bean.

Reliance Building1890Burnham/Root/AtwoodChicago Landmark 1 W. Washington Street (32 N. State), in the Loop

Staypineapple, An Iconic Hotel, The Loop. Reliance Building, 1895, Burnham & Root, 1 W. Washington Street (32 N. State). Photo courtesy of Staypineapple, An Iconic Hotel, The Loop.

The restored historic staircase
The restored staircase of the landmark Reliance Building. Photo courtesy of Staypineapple, An Iconic Hotel, The Loop.
The Reliance Building at night
The landmark 1895 Reliance Building illuminated at night. Photo courtesy of Staypineapple, An Iconic Hotel, The Loop.
A signature yellow bike
A signature Staypineapple yellow bicycle. Photo courtesy of Staypineapple, An Iconic Hotel, The Loop.
A guest room with city views
A guest room with city views. Photo courtesy of Staypineapple, An Iconic Hotel, The Loop.
The lobby lounge
The lobby lounge. Photo courtesy of Staypineapple, An Iconic Hotel, The Loop.

Why this building matters

Completed in two stages — the base in 1890 under Burnham & Root and the soaring upper floors in 1895 to a design by Charles Atwood of D. H. Burnham & Co. — the Reliance Building wrapped its steel frame in glass and white glazed terra cotta, prefiguring the glass curtain wall by half a century. A celebrated restoration in the 1990s brought the long-neglected landmark back as a hotel; today it is Staypineapple, with its quirky, cheerful style inside a true Chicago School masterpiece.

Read more on Staypineapple's own history page → (booking directly with the hotel doesn't generate a referral fee that supports our preservation work — the button at right does)

What guests are saying

What guests love

  • Sleeping inside a genuine landmark of world architecture — the proto-modern skyscraper.
  • Original details like the ornate elevator lobbies and those famous expanses of glass.
  • A dead-center Loop location at State and Washington, two blocks from Millennium Park.

What to keep in mind

  • A 19th-century tower — rooms and windows vary
  • A busy State Street corner

Best for Architecture lovers who want to sleep inside one of the buildings that invented the modern skyscraper.

Summary of guest reviews. Sources: Staypineapple, An Iconic Hotel, The Loop (Reliance Building), Commission on Chicago Landmarks, Preservation Chicago. Photography courtesy of Staypineapple, An Iconic Hotel, The Loop, An Iconic Hotel, The Loop (Reliance Building), used with permission. Details may change over time.