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- New York City
  
  An Artful Hotel | Midtown
  
  With vibrant colors and the perfect touch of class, this brand new building is centrally located in Midtown Manhattan, steps from Times Square, Madison Square Garden, Hudson Yards, and the Theater District. It...
- Chicago
  
  An Iconic Hotel | The Loop
  
  Back in the day this hotel was an office building—now all of the original office doors (complete with vintage knobs and mail slots) are the portals to our rooms. Here, the historic touches of a 19th Cent...
- San Francisco
  
  An Elegant Hotel | Union Square
  
  Two parts glitz and glam, two parts elegant and comfortable—this jewel box hotel is a true gem. What’s more, it’s perfectly situated just minutes from famous Union Square, Moscone Center and ...
- Boston
  
  A Delightful Hotel | South End
  
  Thoughtfully located in Boston’s historic South End neighborhood, Staypineapple Boston offers a fun, comfortable stay in the middle of one of America’s oldest cities.
- Seattle
  
  The Maxwell Hotel | Seattle Center
  
  Just steps from the Space Needle and other top attractions, The Maxwell Hotel offers a colorful interior and all the modern conveniences.
  
  Hotel FIVE | Downtown
  
  Hotel FIVE’s fun and funky décor fits right in with the vibrant city around it. There’s no better jumping off point for exploration.
  
  Watertown Hotel | University District
  
  If open concept industrial is your speed, park yourself here. Concrete and wood accents anchor Watertown Hotel’s modern décor and it’s all just steps from the University of Washington campus...
  
  University Inn | University District
  
  If you’re into Mid-Century mod, make this your home base. Just steps from the University of Washington, University Inn is known for 1960s-style groovy décor and award-winning organic cuisine.
- Portland
  
  Hotel Rose | Downtown
  
  This colorful character may be a bit off-the-wall but it’s splashy style fits perfectly in an anything-but-dull town.
- San Diego
  
  Hotel Z | Gaslamp Quarter
  
  Hotel Z is perfectly located in the historic Gaslamp Quarter, San Diego’s epicenter for dining, shopping and entertainment. Get ready to have some fun.
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Our Hotels
- Destinations
- New York City
  
  An Artful Hotel | Midtown
  
  With vibrant colors and the perfect touch of class, this brand new building is centrally located in Midtown Manhattan, steps from Times Square, Madison Square Garden, Hudson Yards, and the Theater District. It...
- Chicago
  
  An Iconic Hotel | The Loop
  
  Back in the day this hotel was an office building—now all of the original office doors (complete with vintage knobs and mail slots) are the portals to our rooms. Here, the historic touches of a 19th Cent...
- San Francisco
  
  An Elegant Hotel | Union Square
  
  Two parts glitz and glam, two parts elegant and comfortable—this jewel box hotel is a true gem. What’s more, it’s perfectly situated just minutes from famous Union Square, Moscone Center and ...
- Boston
  
  A Delightful Hotel | South End
  
  Thoughtfully located in Boston’s historic South End neighborhood, Staypineapple Boston offers a fun, comfortable stay in the middle of one of America’s oldest cities.
- Seattle
  
  The Maxwell Hotel | Seattle Center
  
  Just steps from the Space Needle and other top attractions, The Maxwell Hotel offers a colorful interior and all the modern conveniences.
  
  Hotel FIVE | Downtown
  
  Hotel FIVE’s fun and funky décor fits right in with the vibrant city around it. There’s no better jumping off point for exploration.
  
  Watertown Hotel | University District
  
  If open concept industrial is your speed, park yourself here. Concrete and wood accents anchor Watertown Hotel’s modern décor and it’s all just steps from the University of Washington campus...
  
  University Inn | University District
  
  If you’re into Mid-Century mod, make this your home base. Just steps from the University of Washington, University Inn is known for 1960s-style groovy décor and award-winning organic cuisine.
- Portland
  
  Hotel Rose | Downtown
  
  This colorful character may be a bit off-the-wall but it’s splashy style fits perfectly in an anything-but-dull town.
- San Diego
  
  Hotel Z | Gaslamp Quarter
  
  Hotel Z is perfectly located in the historic Gaslamp Quarter, San Diego’s epicenter for dining, shopping and entertainment. Get ready to have some fun.
Why Pineapple
EatDrink Pineapple
Meet Pineapple
- Group Room Blocks
Save Pineapple

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New York City

An Artful Hotel | Midtown

Chicago

An Iconic Hotel | The Loop

San Francisco

An Elegant Hotel | Union Square

Boston

A Delightful Hotel | South End

The Maxwell Hotel | Seattle Center
Hotel FIVE | Downtown
Watertown Hotel | University District
University Inn | University District

Portland

Hotel Rose | Downtown

San Diego

Hotel Z | Gaslamp Quarter

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