Need a one-of-a-kind place to stay after your holiday party?

Hospitality RedefinedStaypineapple HotelsDecember 5, 2022Seattle, Portland, San Francisco, San Diego, Chicago, Boston, New York City

CONGRATULATIONS TO OUR WINNERS!

Thanks for playing

Surprise and DelightStaypineapple HotelsNovember 8, 2022Pineapple pups, Pineapple pup contest, Hotel Contest, Seattle, Portland, San Francisco, San Diego, Chicago, Boston, New York City, Dog-Friendly

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 MEMORY: 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 MEMORY: RENDEZVOUS IN CHICAGO

A long-distance relationship, pineapple onesies and a surprise proposal made for a memorable anniversary celebration at Staypineapple Chicago.

CORE MemoriesStaypineapple HotelsJuly 28, 2022Chicago

GET YOUR GAME ON WITH STAYPINEAPPLE!

Check out a Nintendo Switch™ – OLED Model system during your stay.

Hospitality Redefined, Surprise and DelightStaypineapple HotelsJuly 27, 2022Seattle, Portland, San Francisco, San Diego, Chicago, Boston, New York City

DON’T MISS SUNDAYS ON STATE!

Join in on the fun right outside the our front door!

Eat DrinkStaypineapple HotelsJuly 15, 2022Chicago, Sundays on State

GOTTA GETAWAY AND PLAY SWEEPSTAKES

Enter to win a 3-night stay + a Nintendo Switch™ Prize Pack!

Hospitality Redefined, Surprise and DelightStaypineapple HotelsJuly 11, 2022Seattle, Portland, San Francisco, San Diego, Chicago, Boston, New York City, Nintendo, OLED Model system, Mario Kart™ 8 Deluxe, Mario Strikers™: Battle League, Animal Crossing™: New Horizons, Sweepstakes, Hotel Sweepstakes

SHOW US YOUR PINEAPPLE SPIRIT GIVEAWAY!

Enter for a chance to win a two-night stay!

Surprise and DelightStaypineapple HotelsJune 17, 2022National Pineapple Day, #pineappleday2022, Hotel Giveaway, Instagram, Facebook, Twitter, Seattle, Portland, San Francisco, San Diego, Chicago, Boston, New York City