8.5
Excellent
238 USD
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Staypineapple, A Delightful Hotel, South End in Boston

🌍
United States, Boston, 26 Chandler St
● Center: 1.5 km
🌞 Beach - 5 km
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Rooms and prices

2 guests
Adults2+
Children under 170+
Age7+
Age7+
Age7+
Age7+
Age7+
Age7+
Age7+
Age7+
Age7+
Age7+
Check availability
Back Bay Double room
Back Bay Double room
Wireless internet, air conditioning and shower
Beds:
256 USD
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deals
South End Corner Double room
South End Corner Double room
Air conditioning, shower and private bathroom
Beds:
288 USD
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deals

Description

In this hotel 56 rooms, 8 floors.

Policies and conditions

  • Child policies: Children can stay in some rooms of this hotel. Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.
  • Cribs and Extra Beds: For all room types, cribs cannot be added. Extra bed policies vary according to room type. Please refer to the relevant room type policy.
  • Pets: Pets are allowed on request Types of pets allowed: dogs Fee: Contact the property for details
  • Service animals: Service animals are allowed on request
  • Age Requirements: The main guest checking in must be at least 18 years old
  • Paying at the hotel: UnionPay, DinersClub, Visa, AmericanExpress, MasterCard
  • Check in time: 16:00. Check out time: 12:00.
2 guests
Adults2+
Children under 170+
Age7+
Age7+
Age7+
Age7+
Age7+
Age7+
Age7+
Age7+
Age7+
Age7+
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Services and facilities

General
  • Air conditioning
  • 24-hour reception
  • Elevator/lift
  • Smoke-free property
  • Heating
  • Ticket assistance
  • Fire Extinguisher
  • All Spaces Non-Smoking (public and private)
Rooms
  • Non-smoking rooms
  • Room service
  • Cable TV
  • Hairdryer
  • Flat-screen TV
  • Shower/Bathtub
  • Shower
  • Wardrobe/Closet
  • Bathrobe
  • Alarm clock
  • Toiletries
Accessibility
  • Accessibility features
  • Wheelchair Accessible
  • Wheelchair access to restaurant
Services and amenities
  • Concierge services
  • Dry-cleaning
  • Luggage storage
  • Telephone
  • Iron
Meals
  • Bar
  • Coffee/tea for guests
  • Restaurant
  • Bottled water
Internet
  • Free Wi-Fi
Transfer
  • Taxi booking
Languages Spoken
  • English
  • French
  • Multi-language staff
Tourist services
  • Tour assistance
Recreation
  • Free bicycle rental
  • Bike rental
Parking
  • No parking
Pool and beach
  • Beach/pool towels
Business
  • Fax and copy machine
Beauty and wellness
  • First Aid Kit
Kids
  • Babysitting and childcare
Pets
  • Pets allowed

The nearest beach is located on the distance of 4570 m. It takes 69 minutes To the beach!

Street view

Video: Staypineapple, A Delightful Hotel, South End

Map

Reviews

Cleanliness
Amenities
Location
Service
26.02.2026 sofiia
The hotel itself was clean, the bed was very comfortable, and the housekeeping staff was especially kind and attentive - we truly appreciated their work and hospitality.

However, we experienced a serious issue regarding the resort fee policy, which left us feeling confused and misled as international guests.

During online booking, the resort fee was listed as $25 per night, but important information about additional mandatory charges only appeared after payment was completed, when cancellation was no longer possible, wich is disappointing. Upon arrival, we were charged $200, which was later explained as $25 per person per night - something that was not clearly communicated during the booking process or at check-in. Initially, we believed this payment was a refundable deposit, as no clear explanation was provided.
What felt particularly unacceptable was the way additional fees appeared in multiple stages:
1. extra charges becoming visible only after payment and confirmation,
2. additional payments required again upon arrival at the hotel, and
3. further unexplained charges after checkout - in our case, an additional $16 was withdrawn without clear justification.
A staff member kindly explained that the resort fee includes Wi-Fi, water, and tea in the room, which we did use as they are standard services normally included in hotel stays worldwide. The fee also covered additional optional amenities such as bicycle parking and a complimentary alcoholic drink at the bar. However, we did not use these extra amenities, as they were not relevant to our stay. Since these services are optional by nature, it was unclear why guests are not given the choice to opt out instead of being required to pay for them regardless of usage.

Even more concerning is that these mandatory resort fees are presented as payment for comfort and amenities, yet the overall stay did not fully reflect this. The soundproofing in the hotel is very poor, and we could clearly hear the neighbour’s television. The manual heating system in our room also did not function properly. We chose not to report these issues at the time because we spent little time in the hotel and did not expect the final cost of the stay to become so high. In hindsight, considering the total amount paid, these comfort issues become more significant.

We strongly believe that all mandatory taxes and service fees should be transparently included in the total hotel price from the beginning. When fees continue to appear after payment, during check-in, and even after departure, guests understandably feel uncomfortable and misled.

Because the final amount paid was much higher than expected, we realized that for the same total price we could have chosen a better hotel without additional hidden fees - which we in fact did for our following stay.

We kindly ask the hotel to review these charges and consider a partial refund, as greater transparency and fairness in pricing would greatly improve trust and the overall guest experience
17.02.2026 Guest
This hotel is cute! 
18.01.2026 Guest
Location was central to Newbury St, Copley Square and not too far away to Boston Commons.

Rooms were decent but the windows did not do much to keep the noise out. So you would be hearing a lot of noise that may disrupt your sleep.

Toilet were a bit small so we'd need to balance out toiletries across various ledges and railings.

Also, the window of our room was broken so we couldn't lift the window.

The water pressure in the toilet were inconsistent.

Front desk was helpful to hold our bags before and after check-in and the free drinks for the rooms were neat.
17.11.2025 DD
bad price
30.08.2025 YI615
A very nice, clean hotel. It's very centrally located, about a 10-minute walk from the public garden. Despite this central location, it's a very quiet area with beautiful houses and streets nearby. It can get a bit noisy downstairs in the evenings, as the hotel bar is quite popular (even with non-guests).
24.08.2025 Guest
Conveniently located hotel located a few blocks from the commuter rail backbay station. Hotel staff were great and allowed us to check in early upon arrival and store our luggage at check out so we could further explore the city. The rooms are small, bedding is best for someone under 5’9, otherwise it was a great home base for a weekend trip to the city.
13.08.2025 Guest
This is a lovely thoughtful hotel and very comfortable beds. Loads of funky or slightly different amenities....that do make your holiday feel special and help out a lot.

Thank you for the great service and hope to stay again
22.04.2025 Guest
Love it. I come here for Boston Marathon. It is so convenient that I walk like turtle after race and arrive the hotel within 15 minutes. I can rest and take a nap immediately after race.
14.04.2025 Anonymous
The staff was nice. The room was so pretty.
14.04.2025 Anonimnyy
The staff was nice. The room was so pretty.
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Think about what you would like to know if you were looking for a review about a place to relax. Please describe in detail what you liked and what you didn't. What would you advise to other guests and to the hotel owner. The more fully you tell about the hotel, the easier it will be for other people to make a choice and they will be very grateful to you!

POIs near hotel

museum
New England Historic Genealogical Society (10 min)
Founded in 1845, this museum offers extensive genealogical resources.
memorial
Alexander Hamilton (11 min)
Granite statue of Alexander Hamilton, erected by Boston citizen Thomas Lee.
memorial
John Glover (11 min)
Bronze memorial honoring John Glover, a Revolutionary War soldier from Marblehead.
memorial
Marvin E. Goody Memorial (11 min)
A granite memorial dedicated in 1984 honoring Marvin E. Goody.
artwork
George Washington Statue (11 min)
This granite equestrian statue honors George Washington and is located in Boston's Public Garden.

Cafe and Restaurants near hotel

restaurant
Restaurant «The Brahmin» (4 min)
33 Stanhope St, Boston, MA 02116
Reviews
15.12.2017 Ray
Cool, funky vibe with great appetizers. We had a company holiday party there and everything went great!
21.11.2017 Brittany
Everything was bad. We made a reservation the morning of the dinner night, at 8pm for 13. We get there at 8 and had to wait 40 minutes. Then we sat down and was ready to order. We told the waitress we would like separate bills and she said they only allow 4 cards per table. So we ordered and get our food 40 minutes later, it was bad. She gave attitude and sass when some of the guests didn’t want to eat the food.
We brought a birthday cake to sing happy birthday and as we’re singing, the waitress drops the cake! (Candles lit) she said she was sorry and she feels embarrassed and after severing for 10 years that’s never happened. Then she leaves and she doesn’t come to our table for another 15 minutes. She was cleaning the other tables and setting up for closing. During all of this we did not see the manager (guy in red shirt) not once until we had to pay the bill. Which was very uncomfortable because he kept sharing at us as if we weren’t going to pay. He didn’t apologize for anything and didn’t greet us at we were leaving. This place was extremely unprofessional and I hope no one experiences what we did.
13.11.2017 Bob
Thought it was going to be a little nicer than it was. Seems like a nice after work spot though.
26.10.2017 Sky
Great location for drinks and dinner, friendly atmosphere. I have tried almost every appetizer on the menu and they were perfect.
22.10.2017 Olga
I've always had a great time here! If you get here before 11, there's usually no line, and there's never a cover. I've never had a problem with the bouncers or the bar staff. The crowd is great and nobody had been particularly sketchy or grope-y, which is more than I can say for other clubs in the area. The water station downstairs is a big plus!
restaurant
Beehive Restaurant (4 min)
541 Tremont St, Boston, MA 02116
Reviews
02.01.2018 Michael
Very nice ambiance and food for the price. However, the location has a fairly cramped seating arrangement. Perhaps this creates the most profitable environment for the restaurant, but my date and I had to readjust our seating position numerous times to accommodate busy foot traffic and an adjacent table being seated.
20.12.2017 Dan
Have to say the service was great. The starter of mussels were very good, but unfortunately our entries were lacking favor.
Had the hanger steak, it was cook well but had to add salt and pepper to enjoy it. The sides of sweet potatoes and arugula salad were just as bland and flavorless. I would probably choose another restaurant over this most the time. But the service and ambience will keep me from writing it off completely
05.12.2017 Aimee
The Beehive is a hip, fun place to enjoy good live music over dinner. The cocktail menu has a good selection and there is an extensive wine and beer list. The food is tasty with mostly generous portions but is certainly not the highlight of the establishment. Come for the drinks, atmosphere and live music.
26.11.2017 William
Perhaps one of the best weekend brunch spots in Boston. They offer a wide variety of food, but it is the atmosphere that sets the place apart. Head downstairs and bear a little to the right; you will find a set of tables and a stage with musicians playing jazz. That atmosphere is hard to.find in other places.
24.11.2017 Michaela
Went for the thanksgiving lunch. The place was a lot less “nice” than we had expected - the tables were small and I sat so close to another party that our arms kept touching while eating our meals and we could have easily listened to each other’s conversations.

The food was alright but not special or amazing. The squash soup was very good, but the main meal (typical tgiving dinner meal) or the vegetarian version were underwhelming. The proportions of meat to vegetables were uneven and not enough sauce to make the somewhat dry turkey less dry. It didn’t taste bad or anything, it was just less than what I expected. The dessert was drenched in heavy cream (mixed berry pastry) but tasted well.

The service, however, was excellent. Very friendly waitress and paid attention to our needs.
restaurant
Restaurant «Grill 23 & Bar» (4 min)
161 Berkeley St, Boston, MA 02116
Reviews
07.01.2018 Allison
Had the most delightful lobster with a side of buttermilk Mac N Cheese that I cannot recommend enough. The whole meal was an absolute delight and our server Tim was fantastic! Thanks for a great evening!
07.01.2018 Van
Delicious food that is very affordable for such high-quality meals. The steak is eye-rollingly good. Bread pudding and espresso are delicious desserts. The cranberry cider sorbet is the best sorbet I've ever had.
17.12.2017 Chelsey
Went here for my boyfriends company holiday party. This restaurant is beautiful and had convenient valet service. We ate in a private function room upstairs. It was quite loud, but had a lovely ambiance. The food was AMAZING. I had the rib eye. It was perfectly cooked. Our table ordered sides of Mac and cheese, mashed potatoes, asparagus and spinach. All phenomenal. Had the chocolate cake for dessert. To die for. 4 stars because the mixed drinks were inconsistent.
10.12.2017 B
We had dinner here on Thanksgiving. The restaurant was very busy. Overall the experience was OK. The server was nice, but the overall service was very slow. By the time our order was taken, at least half an hour passed by. A few people in our party ordered the Thanksgiving special, while other enjoyed the typical steak meal that you would get at these types of restaurants.
09.11.2017 Jill
Food and wine was excellent. Just wish I could have heard my dinner companions. It is very loud in there.

Frequently asked questions about Staypineapple, A Delightful Hotel, South End

How much does it cost to stay at Staypineapple, A Delightful Hotel, South End?

The cost of staying in Staypineapple, A Delightful Hotel, South End depends on the dates, rates, number of guests and other conditions. The minimum estimated price is 238 USD. Enter your dates to see the exact offer prices.

Is it far from Staypineapple, A Delightful Hotel, South End to the nearest beach?

It takes 69 minutes to reach to the nearest beach.

What are the check-in and check-out times at Staypineapple, A Delightful Hotel, South End?

Check-in at Staypineapple, A Delightful Hotel, South End is possible from 16:00, check-out is until 12:00.

Does Staypineapple, A Delightful Hotel, South End have a pool?

No, Staypineapple, A Delightful Hotel, South End does not have a pool for guests.

Are pets allowed at Staypineapple, A Delightful Hotel, South End?

Yes, pets are welcome at Staypineapple, A Delightful Hotel, South End, but we recommend calling ahead to confirm details (e.g., pet size, fees).

Does Staypineapple, A Delightful Hotel, South End serve breakfast?

No, Staypineapple, A Delightful Hotel, South End does not provide breakfast.

How to get to Staypineapple, A Delightful Hotel, South End from the nearest airport?

The nearest airport is Boston Logan International Airport, located about 15 mins from hotel by car (7.6 km) away.

What’s the cancellation policy at Staypineapple, A Delightful Hotel, South End?

The cancellation policy at Staypineapple, A Delightful Hotel, South End depends on your room type and booking terms.

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