We’re extending wellness beyond our human guests to our furry friends, helping them feel calm, safe and cared for during every stay.
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Staypineapple Chicago was named one of the Best Boutique Hotels in the nation for a second year in a row!
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Samantha and her family took Dash – Staypineapple’s lovable husky mascot – on an unforgettable Alaskan adventure after adopting him during their stay at The Maxwell Hotel.
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Let the festivities begin! From music and food to art and culture, we’ve rounded up the best festivals happening near our locations throughout the year.
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Snap, share and celebrate Pineapple Day for a shot at winning sweet prizes!
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From iconic sights to historic gems, these are spots worth checking out near our locations
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Staypineapple hotels are on top once again — amazing guest reviews say it all!
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Catch all Storm games and enjoy special Friday night watch parties and events throughout the 2025 season
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Check out all the Pride celebrations in each Staypineapple city and start planning your trip!
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Read how we’re raising the bar on greener stays
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Dylon and his best friend had one dream: to see Paris Hilton DJ live in NYC. They dropped everything to make it happen — and with one spontaneous decision, they booked a stay at Staypineapple New York.
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We’ve partnered with Plufl, the world’s first dog bed for humans
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