The Best Places to Sit, Stay + Play with Your Pooch

Staypineapple, a Delightful Dog-Friendly Hotel in Boston

Staypineapple, a Delightful Dog-Friendly Hotel in Boston

Staypineapple offers a unique blend of luxury, comfort, and pawsome amenities that will make your stay tail-waggingly awesome. From the moment you and your furry friend walk through the doors, you’ll be greeted with a warm welcome and a vibrant atmosphere that celebrates the bond between humans and their four-legged companions.


A Tail-Wagging Experience for You and Your Pup

At Staypineapple, every aspect of your stay is designed to ensure both you and your pup have a blast. They’re all about making your furry friend feel like a VIP (Very Important Pup). From the moment you arrive, your dog will receive a personalized welcome package filled with treats, a cozy bed, and a selection of toys. Plus, their pet concierge is always ready to give you the scoop on nearby dog parks, grooming services, and pet-friendly dining spots.

The Pineapple Pup Package: Luxury for Your Furry Friend

Treats, beds, and bandanas, oh my! The hotel’s Pineapple Pup Package is the ultimate pampering experience for your four-legged companion. This exclusive package includes a variety of amenities and services tailored specifically for your pup’s comfort and enjoyment. Your pup will strut around in style with a fashionable bandana, showing off their status as a valued guest. And let’s not forget the plush dog bed, elevated food and water bowls, and a selection of gourmet dog treats that will make their taste buds go wild.

But wait, there’s more! The Pineapple Pup Package also offers a doggie room service menu fit for a furry foodie. From grilled chicken to savory beef stew, your pup will have a culinary adventure like no other. It’s a tail-wagging feast that will have them begging for seconds!

Dog-Friendly Fun Just Outside

Staypineapple goes above and beyond to ensure that you and your furry friend have access to a wide array of dog-friendly amenities. They’ve got a designated dog relief area complete with waste bags and disposal stations, making it super convenient for those quick potty breaks. And if your pup is bursting with energy, don’t worry! Staypineapple offers a complimentary dog walking service, so your furry friend can explore the city while you do your thing.

If you prefer to explore with your pup on your own, there’s also a curated list of nearby dog parks and trails, perfect for those who love long walks or off-leash playtime. And for the ultimate relaxation, they even offer in-room pet massages by certified pet massage therapists. It truly is a pup’s paradise!

Unleash Boston’s Dog-Friendly Delights

Boston is a city that loves dogs, and Staypineapple is the perfect base for your pawesome adventures. Take a leisurely stroll along the Freedom Trail, visit the iconic Boston Common, or have a picnic at one of the many dog-friendly parks. With Staypineapple’s central location, you and your pup can easily access all the tail-wagging attractions and activities that Boston has to offer.


Staypineapple is not just a hotel; it’s a haven for dog lovers seeking an unforgettable experience. From the Pineapple Pup Package to the pawsome amenities and the vibrant city of Boston, every aspect of your stay is designed to cater to both you and your furry friend. Whether you’re looking for a relaxing getaway or an adventure-filled city visit, Staypineapple is the perfect choice for a tail-waggingly awesome stay. Book your stay today and create memories that will make your pup’s tail wag for years to come!



Brandie Ahlgren is founder and editor of CityDog Magazine. She, and her team of dog-loving editors, dig up the best places for you to sit, stay and play with your four-legged friends. Brandie, 12-year-old boxer Thya and Mexican foster failure Pancho, reside in West Seattle and can often be found hanging out at Westcrest Dog Park.

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