Staypineapple, A Delightful Hotel, South End Boston

Fantastic, clean, updated hotel in the middle of the action. Our bed had 2 comforters so no middle of the night blanket wars. The staff is friendly and helpful, and for a room on the smaller side you can tell they went the extra mile to provide ample storage and surfaces. Room design is modern but impressive. They gave us a couple drink vouchers for the bar downstairs? Sold, haha: Will 100% be coming back!

I happened to discover this hotel on a recent trip to Boston and was delighted with my one night stay. This is perfect for a solo traveler (I stayed in a King room) but I do not recommend it for large groups due to the space (it's absolutely perfect for a party of one). The hotel lobby is connected to a tavern so lots of seating/waiting areas. It was 5 minutes walking from Back Bay Station where you can get the Orange line. Within 6 minutes walk there are shops, and restaurants. There is everything you need in the room (water bottle, robe, hair dryer) for a basic, comfortable short term stay). The staff are super friendly and helpful.

A friend and I booked our stay for a birthday evening celebration out in Boston. The service was absolutely wonderful! We were allowed an early check-in with no fuss, & had every need met & anticipated. While the room was small, it was just our launchpad for our outing & a place to sleep, so it was great for our needs. The location of the hotel can’t be beat and the on-site bar was fun to hang out in. We’ll definitely book again for a super easy Boston stay.

My husband and I had a great stay at Staypineapple Boston! The receptionist was very friendly and welcoming from the moment we arrived. The room was cute and quirky, with bright yellow accents, super soft sheets, and all the necessary toiletries — which smelled amazing with tropical scents. Such a fun, comfortable vibe. The bar downstairs is a perfect spot to finish your day with a drink or a quick bite to eat. The location is excellent — close to all the action, but still quiet enough to relax. The cleaning team did a wonderful job keeping everything spotless and were helpful in answering our questions. We’ll definitely be back soon. Highly recommend this hotel for its location, amenities, and price!

I really enjoyed my experience here...any hotel where there is a bucket of dog biscuits in the lobby is good by me. The best way I can describe it is that it is quirky with its own vibe. When I entered the room, I was greeted by a plush dog (which I took home for $25 - all proceeds go to local animal shelters) and a giant pillow that said "sleep with me" (which I did). It had quaint yellow and pineapple accents everywhere including on the ceiling; a pineapple stand which had USB ports in it; and the spare toilet paper roll which was wrapped in yellow and had green tissue paper coming out of the top. After a long day of travel, it put me in a really good mood. The room was clean and although small, had ample places to store my clothes in drawers under the bed. The folks at the front desk were very friendly and helpful with suggestions for local coffee shops. I highly recommend it.

Five stars for Staypineapple Boston! The location is unbeatable for exploring downtown. The hotel is exceptionally clean and has a really cool, modern aesthetic that stands out from other places I've stayed. Loved the quirky details and the friendly service. I’ll definitely be staying here again on my next trip to Boston.

StayPineapple is such a delight! We checked in late last night and the staff was so friendly and funny, made our process super quick. The room is just adorable; king size bed with TWO twin duvets, at first we were skeptical but once we snuggled in to the softest plushest blankets my partner and I instantly understood the European method of two comforters. No tugging, warm all night, and we still got to cuddle up together! The room itself size wise is exactly what you need for a stay, it’s practical and includes a few fun surprises to help maximize space! Slots under the bed to store suitcases, drawers that pull out to organize your items, and the cutest little rolling stool to make the bedside table a vanity. The bathroom is clean and gives you plenty of room to put your toiletries in. Water pressure is high and the temperature is delicious! We have a wonderful view of the city, for our first time in Boston we are so pleased and excited for the remainder of our stay! Highly recommend StayPineapple to anyone looking for a fun hotel experience :) #lesbianapproved

What a wonderful weekend at Stay Pineapple. The staff like Mitch were extremely friendly and helpful. The room was very clean, comfortable and was decorated for my birthday which was a delightful surprise! Loved the location- we walked everywhere! We will be back.