Staypineapple, A Delightful Hotel, South End

Hotels
StayPineapple Hotels
8.5 (1583 reviews)
26 Chandler Street , Boston , us

Children allowed
Pets allowed

Facilities

WiFi available
Free WiFi
Non-smoking rooms
Air conditioning
24-hour front desk
Restaurant
Heating
Pets allowed
Lift / Elevator
Luggage storage
See all facilities

Review Highlights

Pros:
Friendly staff
Clean rooms
Great location
Fun amenities
Cons:
Noise issues
Small room sizes
Limited storage space

Categories

Cleanliness
8.14
Rooms were reported clean and spotless in several reviews, but some comments mentioned small bathrooms and noise which affected overall perception.
Service
9.11
Many guests praised the friendly and helpful staff, making service a standout aspect of their stay.
Location
8.65
The hotel's convenient location was frequently cited positively, making it easy to access various attractions.
Room Quality
7.6
Some reviews mentioned small rooms with limited storage; however, most emphasized cleanliness and comfort.
Amenities
8.63
Guests enjoyed the bar, free water refill station, and overall amenities available at the hotel.
Value for Money
9.09
Guests felt the pricing was reasonable for the quality and central location of the hotel.
Food and Beverage
8.14
Food received positive mentions for being tasty, though some reviews did not experience breakfast.
Overall Experience
8.61
Overall positive experiences were recorded, with many guests willing to return.
* This sentiment is summarized by AI based on user reviews.
Updated at: 2025-12-10 17:46

Property Description

Charming European-Style Boutique Hotel in Boston's South End

Modern Amenities: Each room at Staypineapple, South End boasts a flat-screen TV, iPod docking station, and a luxurious walk-in marble shower in the private bathroom.

Convenient Services: Guests can enjoy free WiFi, a work desk, and a direct line to the 24-hour front desk for any needs that may arise during their stay.

Prime Location: Situated in the historic South End, the hotel is just a short stroll away from renowned restaurants and attractions, including the vibrant Back Bay area and upscale shops on Newbury Street.

Ready to experience the perfect blend of comfort and sophistication? Book your stay at Staypineapple, South End now!

Important information:

Please note, guest must be a minimum of 18 years of age to check in.

Please note that, Reservations for 10 rooms or more need to be contracted as a Group with the hotel directly.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.
A deposit may be required at the property.

Check-in and check-out hours:
Check-out: 12:00 PM
Airport code: BOS

Property Policies

  • Groups

    When booking more than 8 rooms, different policies and additional supplements may apply.

  • Internet

    WiFi is available in all areas and is free of charge.

  • Parking

    No parking available.

  • Children and extra bed policy

    Children of any age are allowed.
    You haven't added any cots.
    You haven't added any extra beds.

  • Pets

    Pets are allowed. Charges may be applicable.

Location

Guest Reviews

8.5
Based on 1583 reviews
Cleanliness: 8.14
Service: 9.11
Location: 8.65
Room Quality: 7.6
Amenities: 8.63
Value for Money: 9.09
Food and Beverage: 8.14
Overall Experience: 8.61
A
Alexander couple de
9
2026-07-04 via Nuitee
L
Lesme Ascurra couple py
10
Estancia perfecta
Pros:

Todo muy limpio y ordenado

2026-07-01 via Nuitee
P
Parker solo_traveller us
6
2026-06-30 via Nuitee
M
Mary couple us
9
2026-06-29 via Nuitee
A
Amine solo_traveller ma
8
Pros:

Cosy

2026-06-29 via Nuitee
V
vichy Solo travel
8
Nice hotel, but smaller than expected for the US
Pros:

I was excited to stay at this hotel, on the basis that I'd had a wonderful experience at their SF location years ago. And it's not bad, it's just that it's not as great as I remembered it being.

Pros: Beds are very very comfortable. Transit access is pretty good, a few different lines are accessible within a few blocks' walk. They don't nickel and dime you for early/late checkout. The complimentary drink is a very nice and appreciated touch!

Cons: The hotel rooms feel very European - ie they're very small. It's well organized, but just a bit unexpected for the US.

Tips: The hotel is very close to the highway, and the windows are not well soundproofed. It's not loud - the highway traffic essentially acts like a white noise machine - but it's definitely there and if you're facing the highway you'll hear it.

2026-06-28 via Tripadvisor
N
Nkhetheni solo_traveller za
10
2026-06-28 via Nuitee
C
clive couple gb
3
Paid top price but didn’t receive top service or facilities, very disappointed
Pros:

Size of room and bed. The Trophy bar food was fantastic as were the bar staff

Cons:

Room 803 Air con was very noisy and lost two nights sleep, complained a few times and it was fixed the day before we were due to leave. Also, the double glazing must have an issue because the outside noise was also disturbing 24/7. No fridge in room and only one breakfast tea bag for a 4 night stay, asked reception for more but they could only supply green tes

2026-06-27 via Nuitee
M
M. Oguz solo_traveller tr
7
Pros:

It was very clean, considering the bed's size which was big enough the room was small. Coffee and tee services were very good.

Cons:

Check in at 16.00 our is something really bad. I can understand the difficulty of room changing facilities but it is too late to check in at 16.00. Especially if you are coming from a long distance.
The lobby was small, they let us leave our luggages which is good but you can't wait in the lobby especially in the checking out times. There were a restaurant just next to the hotel but I couldn't feel that I can wait and sit over there.

2026-06-26 via Nuitee
R
Ricardo solo_traveller pe
9
2026-06-26 via Nuitee
J
john solo_traveller us
9
Nice surprise, affordable, clean and good for a night or two.
Pros:

Bed, linens were excellent. location is great. Perfect place to have a stay in Boston, staff is kind and helpful, restaurant and bar attached. Everything you need for an efficient stay.

Cons:

Room is small, bathroom is smaller - all functional and worked fine. What would be nice is a sitting chair however. Given the size of room, it was not possible - but it is on par with a Citizen M, maybe better due to having restaurant and bar attached. Rooms are clean, but it's an old building and hallways seem a bit less than modern. Would recommend finding a way to improve hallways even in an old building. tigher carpeting on floor maybe, or different color scheme and lighting. Will stay here again so nothing is that negative. Just observations on what would be helpful and that is a chair versus a small stool.

2026-06-25 via Nuitee
H
Harry couple gb
9
Pros:

Friendly staff, comfortable bed

Cons:

They took $400 as a deposit which seems way too much and I still haven't got it hack. It made it tricky to afford some things while we were there

2026-06-25 via Nuitee
S
stewartmJ1159YR Family
10
Staypineapple
Pros:

Mitchell was very helpful in everything we asked for. Food was tasty and enjoyable. Came hot and fast.

2026-06-22 via Tripadvisor
C
Claire7193 Family
10
We had a fantastic stay.
Pros:

Stay Pineapple is a brilliant hotel. Very central and easy to get everywhere in Boston. We went for the World Cup and it is an easy walk to south station. You can also get the bus from the airport and it will drop you off close by.

We walked back late at night and it felt very safe.

The room its self was very comfortable with a huge bed and it was the perfect size for the two of us. The TV had a choice of lots of channels. It was also very quiet.

Mitchell at reception was very helpful along with everyone else that worked there.

I would highly recommend Staypineapple it also has a great pub under the hotel.

2026-06-21 via Tripadvisor
K
Katrin solo_traveller de
9
2026-06-19 via Nuitee
O
O2616NRkatrinh Business
10
Cute boutique hotel in great location
Pros:

Great location, cute rooms and nice stuff. In particular Mitchell from the reception by was very helpful.

2026-06-17 via Tripadvisor
M
Michelle solo_traveller us
6
It was a comfortable sleep and great location but there were a few elements that would not get me to come back. The pric
Pros:

The location was great and the bed and room was comfortable and the option for early check in was great.

Cons:

The bathroom smelled, the fire alarm kept going off at random at 7AM -8 AM of my stay and there was no offer for any kind of reimbursement for that disturbance. The room was right by the stairwell and the door to the stairs opening was so loud I was worried multiple times it was actually my own door that was opening.

2026-06-17 via Nuitee
D
Derrick solo_traveller us
8
2026-06-16 via Nuitee
S
Syed couple us
6
Uniquely interesting place to stay.
Pros:

Unique property with interesting theme of pineapples.

Cons:

The bare floor in the room necessitates wearing slippers but was not provided. Once I took off my shoes walking around the room was a filthy affair.

2026-06-16 via Nuitee
C
Christian solo_traveller gb
8
Nice stay in a great little hotel in a brilliant location
Pros:

It's a lovely little hotel in a great location, close to Common and city centre and easy access to metro lines about 7mins away.
Room was spacious and spotless, bed was comfy, staff were really nice.
A little on the pricey side but understandable considering the football's on.

2026-06-16 via Nuitee