Hotel Please
Staypineapple, an Iconic Hotel, The Loop Chicago

Staypineapple, an Iconic Hotel, The Loop Chicago

Chicago Loop, Chicago


Heritage Design Local
Central

Opened 1999   $$

Staypineapple, an Iconic Hotel, The Loop Chicago — vibe

Vibe

Chicago School architecture meets playful hospitality inside the 1895 Reliance Building, complete with original mosaic tile floors and wrought-iron elevator cages.

“Landmark skyscraper showcase”

Heritage

Occupies Daniel Burnham and Charles Atwood's landmark 1895 Reliance Building with preserved wrought-iron elevator cages.

Design

Restored Chicago School architecture paired with bright contemporary furnishings and original bay windows.

Local

Complimentary yellow cruiser bikes let guests explore the Loop, Millennium Park, and Lake Michigan.

Central

At State and Washington in the Loop, steps from the Theater District and Millennium Park.

Staypineapple, an Iconic Hotel, The Loop Chicago — rooms

Rooms

Expansive bay windows flood the spaces with natural light, complementing vintage glass transoms, historic mail slots, and plush dual-duvet bedding.

Staypineapple, an Iconic Hotel, The Loop Chicago — backstory

Backstory

Charles Atwood and Daniel Burnham completed the landmark Reliance Building in 1895, creating a pioneering precursor to modern glass curtain-wall skyscrapers.

Staypineapple, an Iconic Hotel, The Loop Chicago — eat & drink

Eat & drink

Atwood serves modern American dishes and craft cocktails, framed by floor-to-ceiling windows overlooking the bustling corner of State and Washington.

The neighborhood

The Chicago Theatre marquee and Millennium Park sit just steps away, easily explored on foot or via the hotel's yellow cruiser bikes.

The app

Hotel Please was drawn for the phone in your hand. This is the flat version of it.

Photography edge to edge, pinch to fill the screen.
Save it to a wishlist, and let whoever you’re travelling with vote on it.
Stamp the hotels you’ve stayed in. Your passport keeps the record.
Every hotel we rate, on one map.