Name: Staypineapple, A Delightful Hotel, South End
Address: 26 Chandler St, Boston, 02116, US

10/10

Exceptional

16 Jul 2026

Larry

Rooms and entire property smelled and was wonderfully clean. Staff were friendly. Location was great for us, and we really enjoyed our stay.

Partner

10/10

Exceptional

16 Jul 2026

Shannon

Beautifully styled and has one of the kindest, most helpful staff that I’ve ever dealt with. Great experience!

Self

10/10

Exceptional

14 Jul 2026

Ken

Awesome location reasonable price, very small room but all we needed.

Partner

10/10

Exceptional

13 Jul 2026

Kaylen

The room was so cute and esthetically pleasing. Was located only. 18 min walk to Back Bay and close by the train. Really enjoyed my stay!

Self

10/10

Exceptional

09 Jul 2026

Alison

I love this hotel chain and have stayed woth them a few times. Cozy.

Self

10/10

Exceptional

06 Jul 2026

Leyna

Room could be use a remodel.

The staff was friendly and helpful, but for the money, the room could look nicer.

Partner

10/10

Exceptional

03 Jul 2026

Christopher

Cute litlle place to stay!

Partner

8/10

Excellent

02 Jul 2026

Anthony

The room was nicely decorated, uniquely so with the “greeting dog” on the bed and wall light sconces.

Self

10/10

Exceptional

26 Jun 2026

Parnavi

Great location! Nice clean property with helpful staff!

Friends_and_family Family

4/10

Poor

25 Jun 2026

Walter

This might be the ideal place for some travelers, but for me and my wife, not so much. First the good: location is good (not in the heart of things but adjacent so only 10 -30 minutes walk to stuff you might want to see (Newberry Street, Boston Commons, Little Italy, Theatre District), and staff on site well excellent and very kind.

Now the bad: rooms very cheaply decorated and very small (190 square feet for standard), bathroom poorly designed with very small sink, no storage, etc., no refrigerator in room, only one bottle of water offered per stay (you can buy more), etc., etc.

I could accept this except for two things: price was higher than one would except for budget hotel (in my view) in a good location, AND they charged a $29.15 day amenities fee that got tacked on after we left. Called to ask about it and was told that since we booked through Hotels.com they added afterwards (so price not reflective of actual cost) and claimed it was to cover the cost of WiFi, my one bottle of water for 3 days, bikes that could be borrowed (that were never mentioned to us) and cleaning fee (though they don’t clean daily.

This might be a threat stay for some. Rooms were clean (although furnishings, bedding, etc. not top of line- but all serviceable, staff were great (although not well staffed and they were overworked I think— problem with toilet after 6pm and staff member said he was only one on duty and would come when he could — did but obviously long wait since busy.

Friends_and_family Family

10/10

Exceptional

25 Jun 2026

Janel

This is my first review. The Pineapple Hotel was so much fun with soooo much character. Couldn't help but SMILE the whole stay. And the bed....crazy comfy!! I stayed on the top floor and it was a quiet sleep. I would love to stay again!

Self

8/10

Excellent

19 Jun 2026

Paul

Great hotel with friendly staff from the moment of booking to leaving the hotel. Very comfortable bed and pillows!! Great location too!

Self

10/10

Exceptional

19 Jun 2026

Susan

We’ve stayed here many times. Like the amenities and staff.
Close to everything.
Recommend it highly!

Partner

8/10

Excellent

18 Jun 2026

robert

Great value for the price. Bathroom is a little small, but able to navigate my way around it. Staff was helpful and kind. The internet was a little glitchy. Close to Fenway and other popular landmarks in Boston. I would stay here again.

10/10

Exceptional

17 Jun 2026

Kathy

There’s no airport shuttle, but the hotel is clean. The staff is helpful and location cannot be beat!

Partner

8/10

Excellent

16 Jun 2026

Michael

.

10/10

Exceptional

13 Jun 2026

Kaylan

Worth staying

10/10

Exceptional

10 Jun 2026

Greg

We stayed here for a quick overnight as we had an early flight home. The room was small but well designed with everything that you need (and the most comfortable robes!). The front desk people were friendly and went out of their way to make sure our experience was great! They even called our rental car company to see if we could return the car at a closer location! Great experience!

Partner

10/10

Exceptional

09 Jun 2026

Eric

Great boutique hotel in a great location. You can walk to most tourist attractions.

Self

10/10

Exceptional

08 Jun 2026

julie

A great boutique hotel. Easy access to everything.

Self

8/10

Excellent

06 Jun 2026

Mark S

Xx

Partner

10/10

Exceptional

29 May 2026

Janine

Great hotel, clean, modern and close by to everything.

Self

10/10

Exceptional

29 May 2026

Ron

Rooms were very clean - well laid out but tight for more than one traveller - was a business trip so no issues for myself. Well situated centrally, bar was also lively - Pineapple motif and bright yellow accents were cute and whimsical - enjoyable stay and good choice.

Self

10/10

Exceptional

28 May 2026

Yukia

Great place to stay if you travel with dogs!
The staff, especially Mitchell, was very friendly and professional, and everyone was willing to help.
The room was clean and the housekeeping was well done.
Wi-fi was not very reliable except for the lobby/bar area, which was very disappointing but I’m sure they can easily improve. All in all, we would definitely go back to this hotel!

Friends_and_family Family

10/10

Exceptional

27 May 2026

John

In the center of Back Bay. Everything was within walking distance. Bar had all the concoctions and food. Friendly staff. Would stay there again.

Self

6/10

Pleasant

26 May 2026

Jenny

My bill was more than quote. No closet. No ice. No room for large bag.

Business

10/10

Exceptional

25 May 2026

Diego

Great place to stay in Boston. Closed to the subway!

Partner

10/10

Exceptional

22 May 2026

margaret

For such a small room all storage questions answered with good design. The coffee maker was a bit funky but worked perfectly.

Partner

10/10

Exceptional

17 May 2026

Diana

Great location, close to lots of restaurants and shopping. Bar and restaurant were good and convenient.

4/10

Poor

16 May 2026

Jesse

Overall I was pretty disappointed with this hotel, but I'll try to be fair.

Pros:
- Very comfortable bed, great thick comforters.
- Location close to a lot of good spots in Boston.
- Downstairs bar is cool.

Cons:
- No mini fridge. This to me is the biggest detractor, and would be easy for them to solve, so it blows my mind there isn't one. Too bad if you get leftovers from a restaurant or want cold water. I never would've thought to look for this in a listing, but I guess I'll be looking from now on. Big miss here.
- TV worked for me, but only around 10 channels out of 50 worked due to weak signal. TV didn't work at all for others in my party that booked at the same time.
- Insulation is very haphazard and shoddy. It sounds like the window is partially open when it's \"closed\". You can hear cars rushing by, and I was all the way in the 7th floor.
- Shower tiling was not done well, water pools at the edges, and nearly floods the room by the time it's high enough to reach the drain.
- Very small bathroom, accidentally hit my head on the sink getting up off the toilet, it's so close.
- Not much space for storage, felt pretty cramped.

I've had a great experience at other staypineapple hotels, seems this one in particular is pretty bad in my opinion.

Friends

10/10

Exceptional

15 May 2026

Rajarshi

Clean room and good amenities includd with room.

Self

10/10

Exceptional

14 May 2026

Jean

Lovely boutique hotel with a cozy vibe and updated amenitities. Location was perfect in the Back Bay / South End area of Boston. Close to many restaurants, concert halls, and shopping. Cobblestone streets in the area and an nice bar and cafe next store with a discount on drinks at the bar.

Amenities were plenty and the rooms were decorated in modern fun vibe. Rooms were on the smaller side but amenties were plentiful and very efficient as well as comfortable.

Highly recommend for a boutique hotel with amenities in a great area.

Self

10/10

Exceptional

14 May 2026

Janell

My husband & I had a great vacation stay here. The bedding, pillows, coffee machine & Tommy Bahama products were a nice touch. Every employee we encountered was kind, courteous & friendly. A special shout out to Gabe, he was outstanding and went above and beyond our expectations with his kindness! This location is great for walking & we always felt very safe. We also LOVED the still water station near the front desk and used it the entire time during our stay!!!

Partner

10/10

Exceptional

13 May 2026

Michael

Great place to stay in Boston. Convenient location, comfortable rooms.

Self

10/10

Exceptional

09 May 2026

John

The rooms were clean and functional
Location was convenient, about 6 minute walk to Backbay subway station, fifth stop is State st tourist area
Recommend Berkleyperks cafe for breakfast

Partner

10/10

Exceptional

08 May 2026

Christopher

What a cool place! Let’s start with the comforters. Scandinavian style individual duvets! The best ever!
Then the Trophy Room. What’s great bar!
It’s was my first trip to Boston. I love Boston and will book my nights here from now on!

10/10

Exceptional

06 May 2026

Charles

Hotel is clean. Staff is friendly and it has a restaurant/bar. Building is old and room was small, but everything has been updated. Overall good experience.

Partner

8/10

Excellent

05 May 2026

Robert

Conveniently located in walking distance to Amtrak and metro stations, the theatre district, and the start of the Freedom Trail,
lovely cafes and restaurants as well.

Friends_and_family Friends

6/10

Pleasant

04 May 2026

Frances

Positives: Clean room, nice bed (fairly firm mattress) with signature dual comforters, friendly staff, water bar downstairs. Fairly well situated, 15 min walk to many tourist sites.
Challenges: smallest bathroom ever. Sink is same size as the ones in airplane bathrooms (I’m not kidding). Very small room, barely any space to open 2 small suitcases. My husband and I are not large people at all and we were squished. Hotel is poorly insulated, doors slamming from guest rooms and the one into the hallway was earth shatteringly loud. Noise from window was as loud with it open as closed.

Partner

10/10

Exceptional

03 May 2026

Sean

small but well appointed room. great for shorter stays. Not a lot of extra space. Bed and pillows were comfy. I would go back. location was very convenient.

Partner

10/10

Exceptional

03 May 2026

Johannah

Lovely friendly great bar so many PINEAPPLES :)

10/10

Exceptional

01 May 2026

Manuel

clean and comfortable

Partner

10/10

Exceptional

30 Apr 2026

Edgar

I had a great experience staying at Staypineapple in the South End. The hotel has a really fun, unique vibe while still feeling clean and well put together. The rooms were cozy but thoughtfully designed, and the bed was honestly one of the most comfortable I’ve slept in.

The staff was friendly and welcoming, and the location made it easy to get around Boston and explore nearby restaurants and shops. Small touches like the complimentary coffee and overall atmosphere made the stay feel a little more special.

Would definitely stay here again and recommend it to anyone looking for something a bit different from a typical hotel.

10/10

Exceptional

29 Apr 2026

Yanira

Beautiful rooms

Partner

8/10

Excellent

28 Apr 2026

Tomiko

The hotel staff was friendly and professional. The hotel is located near the Back Bay train station, restaurants, and convenience stores. The room I stayed in is laid out in an efficient manner and styled in a friendly manner. The amenities in the room were perfect.

Self

10/10

Exceptional

21 Apr 2026

Tatania

Close to public transit and several walkable restaurants

Friends_and_family Family

10/10

Exceptional

17 Apr 2026

elizabeth

So fun!! Smaller boutique feel. But the staff was amazing. The theme was super cute. The restaurant was yummy. All good.

Friends_and_family Family

8/10

Excellent

16 Apr 2026

Debora

I like this property. Fantastic location for this solo female traveler and the staff is super friendly. The room was small (expected in a historic space) so there was no place to sit other than the bed and no other furniture. Even leaving my suitcase open during my 3 night stay was a challenge in the small room’s foot print.

What I really liked was the vibe and the amenities such a free refillable water bottle, real glasses and coffee cups in the room, and a bathrobe.

Self

2/10

Poor

16 Apr 2026

Darin

There was no heat I called the front desk upon check in they said the next day they would check the heat The next day came the guy said he fixed it. That night the heat never went the last two days no hot water. Never again I have stayed many times but the property is not being maintained

Self

10/10

Exceptional

12 Apr 2026

Laura

Accommodations and staff were above what I expected. Will absolutely be back.

10/10

Exceptional

12 Apr 2026

Shannon

Great location, very clean and staff were awesome

Self

10/10

Exceptional

10 Apr 2026

Cristina

Wonderful staff. Rooms are beautiful. Excellent location in a quiet neighborhood. It is next to a bar and at first I thought: oh no it’s going to be loud but it wasn’t at all.

Would definitely go back and stay again.

PS. Since it’s attached to a bar, you get a free coaster for a drink at the bar.

Friends_and_family Family

10/10

Exceptional

07 Apr 2026

Karina

Good location, great staff, clean rooms

Friends

2/10

Poor

01 Apr 2026

Gerald

Do not stay here! I booked for the weekend because I was going to PAX East and this was a massive mistake. The reviews seemed fine but when we got there the room with filthy, the blankets had stains, the tv was hanging off the wall slanted, the shower wouldn’t fully shut off so it kept leaking, and the heat was on so high the room had to be 85 degrees it was terrible.

We drove up from queens and my wife was so grossed out she dropped me off and actually drove back home the same day. When I got back later Friday night the room was unbearable from the heat I called the front desk and the guy was a dick telling me to open the window but one person physically couldn’t as it had 2 locks and was stuck. Then he tells me to find the thermostat which was basically hidden and it took many attempts to get the heat to actually shut off. When I got in bed I felt immediately itchy and had to sleep in my clothes with a hoodie over me like a hobo.

They have a bar on the first floor that was so loud I heard it until 2am all the way up on the 8th floor. There was also a party going on in one of the rooms all night. Not only was the tv hanging off the wall but none of the channels worked. When I got the email about parking it sent me to spot hero which listed there was a garage located on sit but when I got there the guy at the front desk said they don’t have a garage there and didn’t know why it showed up.

10/10

Exceptional

31 Mar 2026

John

everything great

Partner

4/10

Poor

31 Mar 2026

gina

Pros: The hotel has style and color. Staff were very helpful and accommodating. Blackout shade was great. Rooms come with water bottles that can be refilled with regular, bubbly or hot water. The price is reasonable and the location is convenient. There is a bar/restaurant on the first floor.

Cons: There is a bar/restaurant on the first floor. It stays open until 1 am on Friday and Saturday nights, and when I was there the noise was loud enough to keep me awake, even on the sixth floor, and when it closed, the noise continued outside for a little while. Also, the rooms and bathrooms are extremely small and cramped. There is no chair, only a small, round, discolored ottoman (no back), and no desk, just a strange little pull-down device which one would have to sit on the bed to use. There is very little room to put anything in either the rooms or the bathrooms, and the bathrooms had a slight mildewy smell. The hotel charges extra for amenites which are meager and usually included at other places, although when I protested this was waived.

Self

6/10

Pleasant

28 Mar 2026

Megan

Rooms are very very small. Bed was comfortable, but overall the room lacked surfaces to put anything on, especially noticeable in the bathroom with no sink counter or ledge to put even a toothbrush or toiletry bag. No closet, no table or chair, no useable mirrors, other than in the bathroom. No mini fridge or accessible ice. Shampoo was watered down to the point of being unusable, and the room’s temperature was hard to control-it was either very cold or very hot. Overall, there was not much care put into the property or rooms, though the decor was appealing. We do not care for the two separate bed comforters on the king, would prefer one big. The best part about this hotel is the location in Boston’s south end, easily walkable to Newbury street, Boston Common and the theatre district. If you want a no frills stay in a good location in Boston, this is it.

Partner

10/10

Exceptional

28 Mar 2026

Jill

The room was clean and with cute decor.

Friends_and_family Family

10/10

Exceptional

27 Mar 2026

Mariana

Me encantó.
Cómodo, bonito y con un gran servicio. El detalle de la botella de agua fue fantástico.

Friends

10/10

Exceptional

25 Mar 2026

Michael

nice hotel near back bay station

Self

8/10

Excellent

23 Mar 2026

Yuko

Great downtown location and affordable rates for budget travelers. The staff was great. The room (expesicially the barhtoom) was teeny-tiny.

Self

10/10

Exceptional

23 Mar 2026

Lisa

Clean room. Upbeat atmosphere. Good food at the bar downstairs.

10/10

Exceptional

20 Mar 2026

Matthew

Very clean and comfortable room. Smaller, but comfortable. Bed was very cozy and loved the robes. Good location we walked everywhere. Quite noisy at night from traffic outside. But would definitely stay again.

Partner

10/10

Exceptional

20 Mar 2026

Michael

Clean. Friendly and helpful staffs. Free water bottle.

10/10

Exceptional

15 Mar 2026

William

The room was clean, the staff was friendly and helpful, the bed was comfortable, and the location was within walking distance to many attractions. The only minor complaint I have is that the shower isn't great if you're over 6 feet tall.

Partner

10/10

Exceptional

15 Mar 2026

Althea

Great shopping and restaurant nearby

Self

10/10

Exceptional

14 Mar 2026

Shuheng

I had a wonderful experience checking in thanks to Mitchell at the front desk. Mitchell was extremely friendly, smiled throughout the whole interaction, and made my day after a long trip. It’s always nice to be welcomed by someone so positive and helpful. Great first impression of the hotel!

10/10

Exceptional

12 Mar 2026

Megan

The best!

10/10

Exceptional

11 Mar 2026

Shuheng

24h water supply with welcome drink. Exactly what I need

10/10

Exceptional

10 Mar 2026

Daniel

Lovely rooms, charming space, convenient to attractions.

Partner

2/10

Poor

10 Mar 2026

Krystal

We were coming from out of town. Checking in was fine. When we checked into our room it was 80 DEGREES!!! Turns out the heat was on. Air conditioning wasn't working. When we called the front desk, they said they completely shut off the AC during the winter and that we should open a window to have some breeze. We tried to open the window and the window was broken and wouldn't lock in place.

The hallway and the bathroom were a reasonable temperature so we found it hard to believe that the AC was turned off. Unfortunately we believe the AC was broken and the heat was the only thing working. (Side note: the window shades had multiple rips and tears, definitely something that should be replaced.)

My Husband and I could not stay under those conditions, we also believe that no other customer should be staying in a room that was 80 degrees.

We left 10-15 minutes within being in the room. We did not receive any type of compensation for somewhere we didn't stay.

We decided to stay at THE GODFREY HOTEL. Which we have stayed prior and it was AMAZING. When we told them about our experience with pineapple they upgraded our room! So if your looking for an amazing room with working air conditioning I would recommend The Godfrey hotel downtown Boston. The best staff and experience.

Expedia only gave us a $20 credit.....

Partner

10/10

Exceptional

09 Mar 2026

Janina

The beds were incredibly comfortable. We loved the individual duvets. The decor and ambiance were amazing. The staff was kind. The snack pack upgrade was very disappointing and sparse vs the picture. However, the overall experience was memorable.

10/10

Exceptional

09 Mar 2026

Neil

Thoroughly enjoyed my stay here. Excellent value.

8/10

Excellent

08 Mar 2026

Rafael

Boutique hotel in a very walkable area. Not a lot of food stores or restaurants, several parking garages ( but at the hotel)
The hotel has a bar restaurant. Surprisingly good food ( tried just two items)
Not a fan of the $30 resort fee. If price wise you are ok with that when included ( i paid $600 for 4 nights all taxes and resort fee included) it's not bad for Boston. Water provided. The keurig i didn't use. Needed to be cleaned. One night neighbors were loud but shut up once i knocked on their door, no issues. Building a tad old but not poor. Overall good stay.

Friends_and_family Friends

10/10

Exceptional

06 Mar 2026

vasilios

Making Pineapples Great Again

6/10

Pleasant

28 Feb 2026

Taisha

Nice area and the staff were really nice but when we checked the room the sheets had stains and so did the towels & robe.

Partner

6/10

Pleasant

28 Feb 2026

Lars

Very cute and well branded. Had to move rooms after the first toilet didnt work. Sadly they said the fixed it but hadnt. 2nd room we could not control the heat. Is an older quirky building which i get. The people were awesome and loved that the bar was an actual local hang out... if the room quirks are fixed i would gladly go back

6/10

Pleasant

24 Feb 2026

moonshine

There’s doesn’t seem to be any soundproofing I got stuck with noisy neighbors unfortunately otherwise the front desk staff was very friendly and informative

Self

6/10

Pleasant

21 Feb 2026

Jeanne

The bed was hard, the front desk makes no sense and was very awkward to use. The room was clean but you could hear the music from the bar upstairs on the second floor. It was just an ok place, I booked it based on the reviews and I can agree with it being clean but that's pretty m much it really. I also did NOT appreciate the stuffed dog in the bed, my dog immediately went right for it and I had to pay $30 for an over priced stuffed dog that clearly was worth only $10 at the most. They should or those stuffed animals where a dog cannot get to it and allow the visit to decide whether or not to buy it. I felt it was a very sneaky move on their end and again I didn't appreciate it at all. The good at the restaurant was really good, but I will not be staying here again based on the comfort level, the stuffed animal situation and the rooms are super tiny.

Partner

10/10

Exceptional

20 Feb 2026

Rod

Yes it was spotless and well organized.

Partner

10/10

Exceptional

16 Feb 2026

Simeng

the staff is excellent!

8/10

Excellent

16 Feb 2026

Karen

Great location cute bar. Room small but good use of space

Partner

6/10

Pleasant

12 Feb 2026

Jesse

Charged a $29 amenity fee that was not disclosed when I checked in. Heat was on way too high with no way to control it. The bathroom sink is tiny. I also did not appreciate when the man who checked me in made a remark how my name sounded like a martial arts movie star (I’m Chinese). I come to Boston frequently and have stayed at many local hotels and would not stay here again.

Leisure Self

10/10

Exceptional

09 Feb 2026

Joy

Loved this hotel. Convenient to everything, nice staff , rooms had everything you could need and the bed was very cozy. Loved the free reusable water bottle and the complimentary cocktail at the bar . Highly recommend

8/10

Excellent

05 Feb 2026

Mikita

Room was spotless but would be nice if they offer extra bottles of water

10/10

Exceptional

04 Feb 2026

Hortencia

Clean and great location. Wonderful service. Really enjoyed our stay and will return.

Partner

10/10

Exceptional

04 Feb 2026

Robert

The cleanliness of the entire property was above average, the friendliness was fantastic

Self

10/10

Exceptional

01 Feb 2026

Skyler

Everyone was very kind and accommodating! Rooms were so cozy and clean. Would definitely stay again.

10/10

Exceptional

01 Feb 2026

Fernando

Wonderful stay

10/10

Exceptional

25 Jan 2026

Aimee

Super cute room staff was great

Leisure Friends

10/10

Exceptional

25 Jan 2026

waileong

staff and room are great

Business

8/10

Excellent

23 Jan 2026

Lisa

Excellent customer service, free water/seltzer for water bottles, bar connected to hotel with great breakfast (weekend only), adorable room decor, comfy bed, nice size tv, small keurig inside room and staff let my daughter & I stay in lobby area until time to leave for airport. The only reason I gave 4 stars is bc the size of the bathroom. Stand-up shower plus spa shower head was lovely, but overall very small space. Tiny sink and def can’t have 2 ppl in space at one time except if 1 person in shower. Please don’t let that deter you from staying at hotel because it’s lovely. There is a $25 daily resort fee, make sure you set that side if on a budget. Back Bay T stop abt 8 min walk super close & 15 min from Prudential Center shopping. Thank you for wonderful stay!

Leisure Family_with_children

10/10

Exceptional

20 Jan 2026

Jan

We always enjoy the Staypineapple experience. Nice room, comfortable, clean and great service. Good location only a few minute walk to the Metro.

Leisure Partner

10/10

Exceptional

10 Jan 2026

Jan S

We've been to several Staypineapple hotels and they're always great. Clean rooms with comfortable beds and nice little extras that make the stay more pleasant.

Leisure Partner

10/10

Exceptional

06 Jan 2026

Theresa

clean, cute, great location, parking garage minutes away

10/10

Exceptional

05 Jan 2026

Dandre

The staff was absolutely amazing and met all needs.

Leisure Partner

10/10

Exceptional

02 Jan 2026

Jasmyn

Friendly and helpful staff, clean hotel and cute decor. Also, a great bar downstairs!

Leisure Partner

10/10

Exceptional

14 Dec 2025

John

Small but well layed out room. Small bathroom but very functional. Room was up to sate and very clean. Staff very friendly and helpful. Nice bar area.

10/10

Exceptional

01 Dec 2025

Kevin

In an extremely cute area - a short walk and you're in this beautiful neighborhood with great shops and food. The hotel staff were so incredibly nice. The room was very comfortable. The bathroom is a little small, but very clean and has a great shower. Would absolutely stay here again!

Leisure Partner

10/10

Exceptional

25 Nov 2025

James

Location

Business