STAYPINEAPPLE + WEAR BLUE: RUN TO REMEMBER

Help us support a great organization!

Surprise and DelightStaypineapple HotelsNovember 1, 2022Seattle, Portland, San Francisco, San Diego, Chicago, Boston, New York City

CORE MEMORIES: GROWING AMELIA VISITS PINEAPPLE LAND

Staypineapple guests Jane and Shane Harrington and daughter Amelia share their experiences at Watertown Hotel and their adventures at Staypineapple HQ.

CORE MemoriesStaypineapple HotelsOctober 19, 2022Seattle

DASH’S PINEAPPLE PUP COSTUME CONTEST

Win a free 2-night stay

Surprise and DelightStaypineapple HotelsOctober 3, 2022Seattle, Portland, San Francisco, San Diego, Chicago, Boston, New York City, Dog-Friendly

GOTTA GETAWAY AND PLAY SWEEPSTAKES

Thanks For Playing!

Surprise and DelightStaypineapple HotelsSeptember 21, 2022Seattle, Portland, San Francisco, San Diego, Chicago, Boston, New York City, Thanks for playing, Hotel Giveaway, Nintendo Switch

GUESS WHO’S COMING TO DINNER?

Old Forester + Staypineapple

Eat DrinkStaypineapple HotelsSeptember 1, 2022Atwood, Chicago, Sundays on State

CORE MEMORIES: RENDEZVOUS IN CHICAGO - CHELSEY GLATZ

I wanted to do something special since I’m a self-proclaimed “pineapple enthusiast.” A coworker saw a Staypineapple Chicago ad and sent it to me. I thought this is perfect; stay downtown for our anniversary.

CORE MemoriesStaypineapple HotelsJuly 28, 2022Chicago