Name: Staypineapple, A Delightful Hotel, South End
Address: 26 Chandler Street, Columbus, Boston, Massachusetts, United States of America, Boston, Suffolk County, US
Price range: US$251–US$959 per night
Rating: 8.55

What guests think

At Staypineapple, A Delightful Hotel, South End, travelers praise the friendly staff, walkable South End/Back Bay location, cozy rooms with very comfortable beds, and fun decor, while noting consistently small room and bathroom sizes and some street or bar noise.

Guests like the on-site bar/restaurant, free welcome drink and water refill station, but several dislike the daily amenity fee, lack of in-room fridge/microwave and no on-site parking. Cleanliness is generally strong, though a few report maintenance wear or isolated issues; occasional service miscommunications are also noted. Expect a compact, stylish boutique stay in a great, walkable area.

Facilities

Cleanliness

Rooms

Service

Location

Dining

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Facilities

On-site bar/restaurant is popular and there are small extras like a welcome drink, water refill station and loaner bikes. Many note no on-site parking or in-room fridge/microwave, limited dining hours, and added amenity fees.

Related guest reviews

8

Shaun

25 Sept 2025

·

Stayed 5 nights

Quirky little Hotel in a quiet residential area of South End. Reception staff were excellent, room was decked out in the Pineapple theme - very good. Bar on site - good but only used it once as we were here to explore. Back Bay T Station is 5 min walk & 3 stops to centre of Boston. I would recommend this hotel to anyone & everyone.

10

Roy

17 Aug 2025

·

Stayed 4 nights

The room had many thoughtful details that made the cozy room practical. The Staff was very helpful, even let us borrow an umbrella when in suddenly started raining at the time we had dinner reservations a few blocks away. We enjoyed using the bicycle. Late Check out time was nice to.

6

shelley

1 Sept 2025

·

Stayed 1 night

Rooms are very small, restaurant bar was just below our room and open til 1am-very loud, restaurant for breakfast has very limited menu and coffee is terrible.

6

Jon

18 May 2025

·

Stayed 3 nights

Overall it’s a nice boutique hotel and a good location for walking and transportation. The single biggest issue is with “resort fees” while this was refunded this time, it’s such a stain on the overall experience. If you are required to pay it, it should show in the total price initially.

8

Mike

31 Mar 2025

·

Stayed 3 nights

Now that I know there’s an automatic amenity upcharge of $25/night for wifi and extra towels you get for free at other brands, I will be better at comparing rates.

4

Tico

27 Aug 2025

·

Stayed 3 nights

The guest “amenity” charge is outrageous, especially at $24.95 per day. I used no amenities aside from the one water bottle that states it’s complimentary on the tag and the three coffee pods that were provided. I didn’t have housekeeping come into my room, so nothing was replenished, so what exactly am I being charged for at such a rate times three? What amenities? Quite frankly, $24.95 a day is exorbitant for what is "provided." And especially when all I had is the water and three coffee pods for all three days/nights. I would much rather pay for what I actually use than be charged for what I don't under the guise of friendly service/convenience. But it is what it is. Now I know not to stay at another one of thrse locations during my next travels. Very disappointing. Because I did like the hotel, but what I don't like is the pretense of"pineappley" service when it's just blatant highway robbery.

8

Kelly

18 Jun 2025

·

Stayed 12 nights

I stayed for 13 nights. Very friendly front desk staff, loved the bedding, location was great (a few blocks from Back Bay subway stop). The water bar was helpful, morning coffee always good, and loved the afternoon cookies. A dry cleaner right across the street that does wash and fold. Also great if you need a late check out (noon). The negatives- TINY rooms, no mini fridge/microwave, and shower had poor water pressure. Overall, a good stay at a good value- this was one of the more reasonably priced hotels. I would stay again!

6

Michele

15 Jun 2024

·

Stayed 1 night

Very small room. No closet just drawers under the bed and hooks on the wall. No on site parking. Either have to find something in the street or walk to a parking garage about 7 minutes away. Approximately $30 a day. Staff not at all helpful with directions. We got lost on the way back to the hotel. $20 a day amenity fee for which you get coffee, tea pods for Keurig, a water bottle you can fill in the lobby, (if more than 1 in the room I guess you share) and 2 “complimentary” drink coupons. Location not really near anything. Bar was great. Friendly bartender.

10

Lisa

9 Jul 2025

·

Stayed 2 nights

This place truly is delightful! The decor is charming, yellow accents and pineapple-y. The bedding is SO comfortable. I ended up not feeling well one day and didn’t mind staying in bed for half a day. The room was so cozy! The hotel doesn’t have a microwave or fridge for guests to use, either in rooms or communally, so be forewarned. The loaner bikes are a nice touch and come in handy for a quick ride along the River Charles.

6

Israel

14 Mar 2025

·

Stayed 3 nights

limited dining only lunch and dinner no breakfast limited amenities not good for business meetings

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Cleanliness

Rooms are generally very clean with comfortable linens and tidy spaces. A few guests mentioned worn areas or isolated issues like odors or a pest sighting.

Related guest reviews

10

Kenneth

24 Nov 2025

·

Stayed 3 nights

Staff were great and helpful. Room was clean. The umbrella came in big as I forgot to bring one for the one rainy day.

10

Kirsten

14 Oct 2023

·

This hotel was very clean, modern and convenient to walk to most things in the Boston area. Lots of great restaurants in the area and their restaurant was great too! Lovely staff and great little touches that make this hotel fun. And it was quiet. We were on the 6th floor but the street was quiet too. It is on the small side but very comfortable and clean. We just had a broken lotion dispenser but that was okay.

10

Nick

15 Aug 2025

·

Stayed 4 nights

We really enjoyed the stay here. Very clean, friendly staff, good location. Highly recommend.

10

Claudia

30 Jul 2025

·

Stayed 5 nights

Our stay at the Staypineapple was great, the hotel was clean and quaint, the staff was friendly and welcoming. The property itself was easy to find and was close to the T train. The area was walkable and had alot of options for food and drinks. The room was beautiful and clean. We really enjoyed our stay

10

Robert

5 May 2025

·

Stayed 2 nights

Wonderful, quaint hotel. Very nice location in residential, walkable city neighborhood. Staff is very friendly and helpful. Nice bar in the lobby that was not too loud. Only complaint was a single cockroach that visited our bathroom.

10

David

16 Aug 2025

·

Stayed 2 nights

Room was small but felt so good. Room was clean and staff was super friendly

4

Ali

8 Apr 2024

·

Stayed 2 nights

Never sent a complaint message before but here goes: Stayed weekend in a room that smelled like sewage. Despite alerting the staff within the first 10 mins of checking in and repeatedly asking for another room or someone to fix, it remained a problem. Instead of a nice weekend in Boston, we had a bad experience and rushed to check out on Sunday morning.

10

Jonathan

29 Jul 2025

·

Stayed 3 nights

Room was nice and clean. In a nice and safe location.

10

Maija

22 Nov 2025

·

Stayed 1 night

the room was very clean. bathroom is very small but shower was great and the towels were oversized, a big plus. bed was very comfy and came with 2 separate blankets which was amazing. the staff was friendly and helpful. i would definitely return

4

Madison

13 Mar 2025

·

Stayed 3 nights

This hotel needs a renovation. It was OK but pretty worn and not particularly clean. The robe had someone else's hair in it, and the sheets had random fluff on them.

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Rooms

Rooms are compact with minimal storage and tiny bathrooms, but beds are notably comfortable and decor is playful. Some guests reported noise from the street or bar and missed a fridge/microwave.

Related guest reviews

8

Stephanie

26 Sept 2024

·

Stayed 1 night

It is a cute themed boutique hotel. No small refrigerator, no hairdryer

8

Hannah

23 Sept 2024

·

Stayed 4 nights

Nice, walkable area in a quiet location. Easy to get to and from all the good neighborhoods. We walked all over the city and back multiple times. The bed, pillows and duvets were so comfortable. The room itself is small but thats okay with us. The bathroom is tiny so you can’t really get ready in there but the shower had good pressure and the water stays extra hot. It also is very much a one-person shower. The hotel is fine for people who are doing ALL of their drinking, snacking and dining off site. There is very little offered in the way of snacks/breakfast/coffee other than a Keurig and a vending machine on the main level. Just be aware of that if that’s one of the amenities you need at your hotel. Stay here if you are looking for an easy location and relaxed, helpful staff but look elsewhere if you want bonus space or amenities.

10

Mary

18 Jun 2025

·

Stayed 4 nights

Small room but they make the most of the space. Beds, pillows, linens, and towels comfortable. A/C is low noise. Hotel is on a culdesac so street noise is minimal, but did here the train once. Windows are not very sound proof, but didn't hear room neighbors. Close to many great restaurants, coffee and 7-11. Subway about a 12 minute walk. But walk is over cobblestone so beware of rolling luggage. Staff was friendly and helpful. Bar was handy, but didn't eat at the grill. Would recommend and stay here again.

2

Justin

27 Oct 2025

·

Stayed 4 nights

We checked in and checked out within 15 minutes. The photos make the rooms appear much larger. In reality they are very small. No closets, only wall hooks. Minimal space to walk around the bed. Drawers under the bed are the only storage. The bathroom has a tiny pedestal sink with no counter space at all. The photos do not show the bathrooms accurately. We were in town for a wedding and there was no practical way to get ready in that room. The front desk agent, Reshawn, was professional and very kind. Hotels dot com contacted the property and the hotel agreed to cancel the stay and refund the first night since we did not stay. After we left they declined to honor that commitment. Because of this reversal I am compelled to write this review to warn others that the hotel did not follow through on what it promised.

6

shelley

1 Sept 2025

·

Stayed 1 night

Rooms are very small, restaurant bar was just below our room and open til 1am-very loud, restaurant for breakfast has very limited menu and coffee is terrible.

8

Ron

8 Jul 2025

·

Stayed 4 nights

Room was too small, and noisy next to the stairs.

4

Sandheep

15 Jul 2023

·

Stayed 1 night

This place is tiny. Think tiny--and then prepare for it to be even smaller than that. No closet. The bathroom has a shelf over the sink so that you can't brush your teeth. Doors and walls are so thin that you can hear everyone slamming their doors on your floor. The hotel bar downstairs plays loud bassy music that you can hear easily from your room. Only opaque window covers--nothing sheer so you can get light in but still have some privacy. No parking facilities.

8

Kelly

18 Jun 2025

·

Stayed 12 nights

I stayed for 13 nights. Very friendly front desk staff, loved the bedding, location was great (a few blocks from Back Bay subway stop). The water bar was helpful, morning coffee always good, and loved the afternoon cookies. A dry cleaner right across the street that does wash and fold. Also great if you need a late check out (noon). The negatives- TINY rooms, no mini fridge/microwave, and shower had poor water pressure. Overall, a good stay at a good value- this was one of the more reasonably priced hotels. I would stay again!

8

Donald

29 Mar 2025

·

Stayed 3 nights

The hotel staff members were friendly and extremely helpful. The mattress and pillows were comfortable. We didn't like the system of separate duvets for each side of the bed, and the duvets slipped onto the floor during the night if you didn't lay perfectly still. We prefer a traditional system of a separate top sheet and bedspread that tuck into the bottom of the bed. Our sink drained very slowly and the auxiliary heater on the wall whined so loudly that we didn't use it. The other amenities, such as gifts of a water bottle and 2 drinks at the bar, in-room coffee, and afternoon cookies are nice touches. We wish we'd known when we booked that it has no parking for guests, but that may be typical of a middle-of-a-big-city boutique hotel.

10

Ryan

11 Jun 2025

·

Stayed 4 nights

Great location, friendly staff, and comfortable rooms. Yes, the rooms are smaller than average, but only if you're expecting American-style hotel rooms (which waste a lot of space). It was plenty spacious, and very comfortable.

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Service

Staff are frequently described as friendly, welcoming and helpful. There are occasional lapses, including miscommunication, delayed assistance, or an unfriendly interaction at the bar.

Related guest reviews

10

Philip

24 Nov 2025

·

Stayed 2 nights

Great location. Check-in staff was exceptional. Nice room.

10

Mitchell

10 Aug 2025

·

Stayed 3 nights

This was the single greatest stay of my life. The hotel is so cute and beautiful with lovely pineapple decor on the pillows, ceiling, and everywhere else (the attention to detail is superb) they offer you a complimentary drink upon check in, they provide you with a free metal recyclable water bottle, and a very comfortable and soft robe. However, The most important moment of my trip was the incredible house keeping staff! I was there to get married and couldn’t get dressed and leave until 3:30. Not only did the staff stay later to clean my room before I brought my bride back after the wedding, but they decorated the entire room with a sequined bed runner, balloons, confetti, decorations, and more. Every member of the front desk staff were so amazing and kind and helpful every step of the way! Thank you all so much from the bottom of my heart on behalf of myself and my bride!! She was so excited to enter the room and have one last wedding day surprise! We will be back (exclusively!) to the Pineapple! 🍍

10

Richard

28 Dec 2024

·

Stayed 1 night

Great check in experience Ashaun was friendly and knowledgable and gave some great suggestions

10

Tim

17 Aug 2025

·

Stayed 2 nights

Loved this property. A lot of detail has gone into the decor. Staff very welcoming.

6

Cara

4 Oct 2025

·

Stayed 1 night

Cleaned our room out before we checked out. Threw our stuff away that we had laid out to come back and get after breakfast. The desk even ask if we were leaving and we said no we were coming back after we ate

6

Jill

15 Nov 2025

·

Stayed 5 nights

Most of the staff was great, especially Cynthia! It would be great if there was food available more than between the hours of 4-11. The bar staff could also be a bit kinder to women who are staying in the hotel. Everyone was great with my dog but the communication was pretty poor. I was told that I was booked through Thursday night by one person and then had to scramble for somewhere to stay on my last night in town with less than an hour notice. The person who told me this wasn’t very kind and i got locked out of my room while my dog was in there. There was no one at the desk and it was all very stressful. Overall, it was okay but I would stay somewhere else next time.

10

Alice

12 Jun 2025

·

Stayed 5 nights

Great little hotel. Friendly, front desk service. Great location to walk to all the sights. Clean and comfy. Small but perfect for a couples stay.

10

Giovanna

17 Aug 2025

·

Stayed 3 nights

Friendly staff

6

Ipek

26 Jan 2025

·

Stayed 2 nights

StayPineapple has a "cute-hip" motif that is nice. Bright colors throughout; bar and grill on the first floor. Big problem: I was there on a very cold winter day, and the window was leaking cold air so badly that I had to stuff it with the extra pillows and the extra duvet. Upon letting the guest service supervisor know (not to do something about it right away, but to fix for future guests), he shrugged and said "well, it is a 100-year-old building." There are plenty of 100 year old buildings that don't have freezing air coming in. Also: a Wake-up call I requested for my final morning never came. The alarm on my phone worked, but this request was a backup. Not good. The person who checked me in was very friendly and helpful. This hotel should also be more transparent about the $25/day "amenity service" it charges. I found out about it upon check-in.

10

Susan

22 Oct 2025

·

Stayed 1 night

Wonderful staff service! Appreciated the amenities and super cute aesthetic of the property.

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Location

Highly walkable South End/Back Bay location close to public transport, dining and major sights. Many found the neighborhood safe and convenient for exploring.

Related guest reviews

8

Fullando

18 Jun 2025

·

Stayed 3 nights

This is very cute hotel nestled in a quiet residential area next to everything.

10

Wiley

9 Apr 2025

·

Stayed 5 nights

Great location with easy access to fun walkable neighborhoods and mass transit. Small rooms but as long as you know what to expect they’re entirely reasonable, with tasteful updates and nice amenities.

10

Clelia Maria

11 Aug 2025

·

Stayed 5 nights

Great location

10

Philip

24 Nov 2025

·

Stayed 2 nights

Great location. Check-in staff was exceptional. Nice room.

8

Walter

1 Jul 2025

·

Stayed 3 nights

Great option within walking distance to downtown

10

Derek

16 Aug 2025

·

Stayed 2 nights

Just thought was excellent location.

10

Kelley

12 Jun 2024

·

Stayed 2 nights

Great location- nice restaurant in lobby- great helpful staff. Would recommend!

10

Alice

12 Jun 2025

·

Stayed 5 nights

Great little hotel. Friendly, front desk service. Great location to walk to all the sights. Clean and comfy. Small but perfect for a couples stay.

10

Amy

25 May 2025

·

Stayed 3 nights

In a perfect location -- walking distance to everything we needed: Fenway Park, The Newbury, and The Prudential. The neighborhood is very quiet and so safe. The hotel room was spotless -- compact, with an extremely comfortable bed and lots of amenities. And all the staff were so friendly and helpful. There is also a restaurant/bar connected to the hotel with great food and friendly staff. We loved it all, and will definitely come back the next time we are in Boston!!

10

Caitlyn

25 May 2025

·

Stayed 3 nights

This hotel was in a wonderful location for getting around to the sites in Boston. It is definitely walkable to many things and close to a few T stops. Due to nature of the hotel being in a big city, the rooms and bathrooms are smaller but the Back Bay King worked perfectly for my husband and me. The theme and aesthetic are well executed. The robe was comfy and a nice addition while getting ready or winding down at night. The attached bar is nice to have as they do have food so on a rainy night we didn’t have to venture out. The front desk staff was nice and helpful when we had questions. They do allow you to store your bags if you arrive before check-in. I would definitely stay here again or another StayPineapple in a different city.

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Dining

The attached bar/restaurant is a highlight for many, with good drinks and food. Multiple reviews note limited or no breakfast and restricted hours.

Related guest reviews

10

Kirsten

14 Oct 2023

·

This hotel was very clean, modern and convenient to walk to most things in the Boston area. Lots of great restaurants in the area and their restaurant was great too! Lovely staff and great little touches that make this hotel fun. And it was quiet. We were on the 6th floor but the street was quiet too. It is on the small side but very comfortable and clean. We just had a broken lotion dispenser but that was okay.

10

Holly

30 Jun 2025

·

Stayed 3 nights

Both the staff at the hotel and the Trophy Room restaurant were absolutely amazing!! Beds were very comfortable and we liked the location

8

Rod

18 Nov 2025

·

Stayed 1 night

Really cute hotel and good restaurant. On a cool Boston night room was warm and comforting. Enjoyed our visit Would go back again.

10

Alison

24 Jul 2025

·

Stayed 2 nights

It was cute and quirky. Many extra touches. I wish the on-site bar/restaurant was open for lunch. But overall delightful!!

8

Karen

12 Jul 2025

·

Stayed 3 nights

Great staff and great location, convenient to trains and subway. Fun bar in the lobby connected to the hotel. Very comfy beds.

6

shelley

1 Sept 2025

·

Stayed 1 night

Rooms are very small, restaurant bar was just below our room and open til 1am-very loud, restaurant for breakfast has very limited menu and coffee is terrible.

10

Melissa

31 May 2025

·

Stayed 2 nights

We loved our stay here! The hotel is great & the bar was super fun! The location was great, an easy walk to wherever you want go!

8

Ty

26 Aug 2024

·

Stayed 1 night

wonderful hotel with great staff and a fantastic bar on the first floor. All guests get a free drink when they check in! The room itself was perfect for our weekend trip to Boston. The robes were soft and a must wear item during your stay.

10

Cyndie

13 Jun 2025

·

Stayed 6 nights

Food is great here... Rooms are super cute.

6

Israel

14 Mar 2025

·

Stayed 3 nights

limited dining only lunch and dinner no breakfast limited amenities not good for business meetings

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Month	Average price
January	US$88
February	US$84
March	US$153
April	US$249
May	US$258
June	US$299
July	US$256
August	US$207
September	US$315
October	US$336
November	US$191
December	US$118

Su	Mo	Tu	We	Th	Fr	Sa
				1 $457	2	3
4	5 $453	6 $611	7 $726	8 $522	9	10
11	12 $428	13 $486	14 $520	15 $565	16 $635	17 $611
18 $338	19 $451	20 $531	21 $553	22 $439	23 $460	24 $557
25 $326	26 $491	27 $318	28 $497	29 $379	30 $304	31 $314

Staypineapple, A Delightful Hotel, South End

Prices for Staypineapple, A Delightful Hotel, South End

Monthly average prices

About this property

Location

Room options

South End Corner King

Back Bay King

Guest reviews of Staypineapple, A Delightful Hotel, South End

Who stays here?

What guests think

Property policies

Check-in instructions

Good to know

Optional extras

FAQs about Staypineapple, A Delightful Hotel, South End

Prices for upcoming dates

Su	Mo	Tu	We	Th	Fr	Sa
		1	2	3	4	5
6	7	8	9	10	11	12
13	14	15	16	17 $959	18 $355	19
20 $251	21 $398	22	23	24	25	26
27 $436	28 $615	29	30 $397