About Staypineapple, A Delightful Hotel, South End

Located in Boston's vibrant South End, Staypineapple, A Delightful Hotel offers a prime urban experience for travelers seeking convenience and comfort. This smoke-free boutique hotel provides easy access to the city's most iconic attractions. Complimentary bicycles available for guest use 56 modern guestrooms with premium bedding Bar and lounge for relaxation and refreshments

Amenities at Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End offers Complimentary coffee, Smoke-free property, Coffeemaker, Bathrobes, Hair dryer, Free bottled water, Free WiFi, Pets allowed, HDTV, Bicycle rentals, Bar/lounge, Coffee shop or cafe, Wedding services, Gift shop.

Location

Staypineapple, A Delightful Hotel, South End is located at 26 Chandler St, Boston.

Reviews and ratings

Staypineapple, A Delightful Hotel, South End has an average rating of 4.5 out of 5 based on 1137 guest reviews. It holds a 3-star Stars rating.

Rooms and accommodations at Staypineapple, A Delightful Hotel, South End

  • South End Corner King

    1 King Bed

    South End Corner King

  • Back Bay King

    1 King Bed

    Back Bay King

Image of Staypineapple, A Delightful Hotel, South End
Image of Staypineapple, A Delightful Hotel, South End
Image of Staypineapple, A Delightful Hotel, South End
Image of Staypineapple, A Delightful Hotel, South End

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Image of Staypineapple, A Delightful Hotel, South End

Rooms

Property Overview

Located in Boston's vibrant South End, Staypineapple, A Delightful Hotel offers a prime urban experience for travelers seeking convenience and comfort. This smoke-free boutique hotel provides easy access to the city's most iconic attractions.

  • Complimentary bicycles available for guest use
  • 56 modern guestrooms with premium bedding
  • Bar and lounge for relaxation and refreshments

Amenities

Food and drink

  • Complimentary coffee
  • Coffeemaker
  • Free bottled water
  • Bar/lounge
  • Coffee shop or cafe
  • Wedding services

Property services

  • Smoke-free property
  • Pets allowed
  • Gift shop

Bathroom

  • Bathrobes
  • Hair dryer

Internet access in public areas

  • Free WiFi

Media and electronics

  • HDTV

Activities

  • Bicycle rentals

Reviews

4.5
1137
Reviews

Staypineapple, South End offers a quirky, pineapple-themed hotel with a convenient location and several thoughtful amenities. Recent reviews highlight friendly staff and a welcoming atmosphere, though some guests have noted smaller room sizes and noise concerns due to its proximity to the hotel bar.

Friendly staffUnique decorConvenient locationFree bikesComplimentary water bottle
cleanliness4
location4.5
value3.5
service4.5
amenities4
A
Alon Marcus
23 days ago

I wouldn’t stay here again. There were some nice things about the hotel: the guy at the entrance from Argentina was very welcoming, the location was great, the free bikes were a nice touch, and the hotel generally tries to maintain cleanliness, with a pleasant smell throughout. Unfortunately, the problems outweighed the positives. My bedsheet was stained, and the heating didn’t work when it was around 0°C outside. When I asked to change rooms, I was given a fresh sheet to change myself, while the receptionist went to look for a portable heater. It was late, and when I discovered that the second sheet was also stained, I was too tired to keep dealing with it and just went to sleep. I expected a small room, but the bathroom was ridiculously cramped and uncomfortable to use, especially the sink and mirror. There was no chair, so if you wanted to relax or eat something, the bed was your only option. Even the water dispenser, which offers sparkling water, was only in the lobby. The pineapple-scented shower products also weren’t for me — they made me feel like I was showering in a cocktail rather than getting clean. For the price I paid, I felt I got only half the value. Some nice touches, but not enough to make me come back.

R
Ryan Okholm
24 days ago

We stayed here for our honeymoon and were not disappointed. Our room was not gigantic but a lot of thought went in to making the space comfortable and functional, and of course it had so much personality! But the staff, especially the gracious and welcoming front desk clerks, really made our stay exceptional by doing small kindnesses that added up to a lot of good service. Also, I believe it’s the general manager’s dog who is often on site who was there to greet us when we checked in, a very charming fellow! Made us wish we’d been able to fly our own pupper out to have him stay with us here.

V
Veronica Segovia
about 1 month ago

We arrived to StayPineapple and were welcomed by Mitchell. He has been amazing! The cute pineapple cookies are a nice touch. The free water in the refillable water bottle is also a nice extra perk. Seeing their mascot “Dash” on the bed was a cute touch. The rooms are smaller but perfect for 2 people. Our room was clean and the bed was comfy. The only thing that I would improve would be having some counter space in the bathroom. The customer service has been wonderful. Mitchell answered all of my questions and was always helpful and patient with all of my questions. Cynthia was wonderful too. We left in the mornings for our planned activities and she was helpful and a breath of fresh air. I would stay here again.

R
Robert Belcher
3 months ago

We had a great stay! Mitchell greeted us with a smile and got us checked in quickly. We were handed unexpected 2 free drink coupons for the bar attached to the lobby (Trophy Room). Room was perfect size, dual bedding, in-room ac with controller, free reusable water bottle, coffe and tea makert. On checkout day, the front desk held our bags for us securely while we enjoyed the day in Boston before coming back to pick them up. Great location, not more than 10 minutes walk to either subway or bus. Priced very competitively, especially assuming the amenities provided to us. We would stay again!

L
Lucy Jellicoe
3 months ago

Had a fantastic 3 day break in Boston, staying at the Stay pineapple hotel. Room was clean and tidy. Great amenities in room. Really comfortable bed. Loved the refillable water bottle. The adopt a dog cuddly toy was really cute. The complimentary arrival drink was a lovely touch too. Had an issue with the water being cut off by contractors next door, but the hotel were so helpful to get it resolved as soon as possible. The location was great too. A leisurely stroll to get downtown to the tea party ships and riverside. Would highly recommend staying here. Would definitely be back.

C
Catherine Arevalo
3 months ago

The room was excellent! The covers were not bulky but so warm, and the towels were great quality. The air conditioner unit in our room was powerful enough to withstand the intense heat wave and humidity from outside. The bed was also very comfortable and did not creak when getting in or out. We also loved the complimentary drink that they offered at their bar! The location is also very close to Newbury street where there are many shopping and food opportunities! Gabe at the front desk was incredibly helpful when checking in and out, and so friendly. Thank you Staypineapple for a lovely stay in Boston!

A
An Nguyen
4 months ago

I stayed here for 3 nights and had a great experience. The room was clean, compact, and comfortable. They provide coffee, tea, and refillable water, which I really appreciated. They don’t provide a toothbrush, toothpaste, or a comb, but I think that’s a nice way to reduce waste and help the environment. The bed was very comfortable, although the walls are a bit thin. I could hear noise from the lobby, but I didn’t hear anything from the room next door. The location is another big plus. It’s within walking distance of Boston Common and Chinatown, and it’s easy to catch a bus or train to get anywhere else in the city. Overall, it’s a comfortable hotel in a great location, and I’d definitely recommend it.

A
Ameaka Fatima
5 months ago

Lovely hotel with many quaint features and amazing perks. Bed was so comfortable with cozy robes and the coffee machine was special highlight for drip coffee. You get a drink on the house, free bicycle access to explore the city. And the service was so prompt and attentive. Mitchell especially was very responsive to many complaint about cable tv and got it resolved very quickly

R
Rebecca Gurzo
6 months ago

The room and bathroom are incredibly small. Bsically you have a bed and 2 night tables and not much else. There isn't a dresser or closet to put your clothes in. The bathroom doesn't have a vanity or anywhere to store your toiletries. Doing my makeup was incredibly difficult with nothing but a sink under me. The only place to put your clothes is on wall hooks or under-bed drawers. There isn't anywhere to sit other than the bed or the oddly stained ottoman, which I chose to stay away from - it gave me the ick. The only surface to put your items on is along the window. The staff was friendly and helpful, the "free" water bottle is a nice touch (this is probably covered by the resort fee they charge) and I did keep it. They also stored our luggage for the afternoon while we were tourists. The common hotel amenities are lacking, no blowdryer, no ironing board or iron, no little toiletries. They may have been available at the front desk but as I didn't need them, I didn't ask. The TV "satellite" kept cutting out and the selection of channels was sad. First hotel I've seen in a long time that didn't have any streaming options available. Overall, it's a cute hotel. Cool bar that was pretty full on a Friday night, nice safe area, but the lack of closet, dresser or bathroom counter make this hotel a bit overpriced. It was fine for one night, but if you're planning on staying more than that I would suggest somewhere else.

I
Ice Y.
6 months ago

Im writing this 3 years late so maybe things have changed, but I remember this being one of my favorite hotels I've ever stayed in. The pineapple theme is sooo cute, and the bed was very comfortable. Room was very clean. I stayed here in January 2023. Upon arrival I was greeted by this cute dog plush on my bed. I love small touches like that. I didn't have a pet with me, but I noticed there were water bowls and dog treats available throughout the hotel which I thought was sooo cute Room was spacious and comfortable. I love the ceiling accents in this hotel, the architecture is gorgeous Had breakfast one day at Staypineapple and it was yum. Also, they had these complimentary sugar cookies that look like pineapples in the lobby and they were so good. There's also a bar. I didn't get to try it but it looked nice from what I saw My stay at this hotel felt decently luxurious for the price. I got my room at a deal, it was around $550 for 3 nights which I think is relatively affordable for Boston Location is right next to one of the major train stations and is like a 10 minute walk to downtown Staff was sweet and accommodating. Next time I am in Boston I would stay here again

Map

Property Address
26 Chandler St
Boston
Property Contact
1-857-444-6111
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