FREQUENTLY ASKED QUESTIONS

The pineapple is a universal symbol of hospitality (and our favorite fruit, of course). For our founder Michelle, it also holds a personal meaning. Her dad lovingly called her his “little pineapple” when she was a girl. That nickname inspired the name Staypineapple and the warmth, welcome and sense of family we want every guest to feel. Our signature pineapple icon, found throughout our boutique hotels, is our way of saying your stay will be inviting, personalized and unforgettable.

We have locations in major U.S. cities such as New York, Chicago, San Francisco, Boston, Seattle and Portland. More locations are on the way, so keep your eyes peeled!

Let's set the record straight! Staypineapple hotels are family-friendly boutique hotels, making every stay comfortable and enjoyable for kids, adults and everyone in between.

Staypineapple customer service is just an email or phone call away at [email protected] or (866) 866-7977. One of our friendly team members will sweetly assist you!

While we don't have a traditional (and let's be real, boring) loyalty program, we have something ten times better. The CORE gives members the lowest rates at any Staypineapple hotel, plus instant savings, exclusive offers and special packages that make every stay sweeter. Learn more and join The CORE today! 

Whether it’s a wedding, family reunion or any reason to gather, Staypineapple offers group rates that make it easy for everyone to stay together. Just email [email protected] or call 1-866-866-7977 for more info and to book your group.

Booking direct with Staypineapple gets you the lowest rates you won't find on the big online travel sites. By skipping the high fees charged to us by "the usual suspects", we pass those savings straight to you! Even better? Join The CORE to unlock the lowest rates, exclusive offers and special packages — because who doesn’t love a sweet deal?

Our beds are insanely comfy thanks to the magic of our European-style double duvets! Part of our signature Naked Experience, there’s no fighting over the covers — you’ll snuggle into cozy, fresh, cuddly and luxurious sleep that guests can’t stop talking about. Warning: our beds may ruin all other beds for you!

The amenities included in your stay have you covered from check-in to check-out. Start with a complimentary CORE Welcome Drink, then enjoy some Afternoon Delights of pineapple cookies and coffee. Explore the city on our Pineapple Bikes and stay hydrated with our refillable PATH water bottles. End your day in cozy double duvets with our Naked Experience, then wake up refreshed with in-room coffee and tea. Do we even need to mention the high-speed WiFi and all your favorite streaming shows right on your TV? Yes, we've thought of everything so you don't have to.

Staypineapple is more than pet-friendly, we're pet-obsessed! Dogs, cats, pigs — you name it — we roll out the red carpet so your furry (or feathery) travel companion can enjoy the stay too. We also make it easy to save on your pet’s stay with our Pineapple Pup Package! Get 50% off the pet fee plus fun treats and goodies for your cuddly pal. 

We have no weight limits or breed restrictions at Staypineapple hotels! We welcome all pets, big and small, of all breeds and personalities. Every good boy or girl is a VIPP here: a Very Important Pineapple Pet!

Your pet will enjoy a collapsible water bowl, waste dispenser with bags and tasty treats (all of which you can take home!) plus a soft, comfy pet bed to use during your stay. They’ll also have access to our Pet Wellness Program, including a free trial of Zoundz, a sound therapy app for pets. And just in case, VEG ER for Pets emergency vet care is conveniently located near nearly every Staypineapple hotel.

Parking is available at select Staypineapple hotels, including Seattle, Portland and Chicago. For our locations without on-site parking, have no fear! Guests can easily use the SpotHero app to locate and reserve convenient parking nearby.

Visit Shoppineapple to snag everything from our Naked Experience bedding (perfect for bringing that cozy hotel magic home) to our colorful coffee mugs. Forgot to take Dash home, or know a dog lover who’d love him? You can adopt Dash too!

We love partnering with content creators and influencers who enjoy showcasing the unique experiences our Staypineapple locations have to offer. If you’re interested in sharing your Staypineapple adventure, fill out our collaboration request form, and if it’s a fit, we’ll be in touch!

Visit Shoppineapple to purchase a gift certificate and share the gift of travel — or save it for your own next Staypineapple escape (we won't tell!).

If you have questions about any of our individual Staypineapple hotels, please follow the link to the property FAQs page linked below:

• The Maxwell Hotel
• Hotel FIVE
• University Inn
• Watertown Hotel
• Hotel Rose
• Staypineapple San Francisco, An Elegant Hotel
• Staypineapple Chicago, An Iconic Hotel
• Staypineapple New York, An Artful Hotel
• Staypineapple Boston, A Delightful Hotel

Still have a question? Contact our team at [email protected] or call 1-866-866-7977