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Group girls riding hotel bicycles outside

Stay Comfortable. Staypineapple.

Staypineapple Boston

The next time you hit the road, we’ll make sure it’s an extra soft landing. At Staypineapple Boston we pride ourselves on offering only the very best creature comforts designed to make your stay the most comfortable, convenient, and enjoyable.

So when you Staypineapple, be sure to take advantage of all these delightful amenities.

THE NAKED EXPERIENCE

The Naked Experience, featuring double duvet European style bedding, comfy robes, and big fluffy towels, is easily the most comfortable you will ever be in a hotel. And it’s all crazy clean. So go ahead, get naked.

STREAMPINEAPPLE

Stream your favorite apps from your phone or tablet to the in room HDTV! Don’t worry, we won’t judge what it is or how late you stay up. Stream away!

SMOKE FREE

Our hotel is 100% smoke free. It may be legal in your house, but not ours. Sorry!

DOG FRIENDLY

We're not just dog friendly, we're dog obsessed (fee applies). Check out our Pineapple Pup Package for savings!

BEACH CRUISERS

Boston is a small, compact city with big attractions. That means all the city’s sites are just a few pedals away with our fun beach cruisers!

TROPHY ROOM

Enjoy a winning combination of craft cocktails, creative menus, and stellar service that make Trophy Room the place to be in Boston’s South End.

SURFPINEAPPLE

High-speed wireless Internet access on unlimited devices, so go ahead and use your computer, phone, and tablet anytime - all the time.

SELF PARK

Cobblestone. Hundreds of quirky little side streets. Tight parking spots. The best choice is to take the train or rideshare, but if you choose to drive, we’re happy to recommend a garage a few blocks away.

COZY ROBES

Signature lightweight robes (and slippers upon request!), so you don’t answer the door naked.

And More...

  • Large golf umbrella to stay dry on those rainy Boston days
  • Unlimited in-room Keurig® with custom blended coffee and tea
  • Stay connected with unlimited local and long distance phone calls - call anywhere
  • Unlimited in-room bottled Water
 

*Please Note: An amenity fee of $15 + tax per night is applied to all reservations.