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Staypineapple, A Delightful Hotel, South End

3.0 star property
Hotel with a 24-hour front desk, a short walk to Copley Square

Choose dates to view prices

Photo gallery for Staypineapple, A Delightful Hotel, South End

Interior
Premium bedding, down comforters, pillowtop beds, desk
Bar (on property)
Lobby sitting area
Reception

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Air conditioning
The current price is SAR 635
SAR 848 total
includes taxes & fees
13 Apr - 14 Apr

Room options

Available filters for rooms
Showing 2 of 2 rooms

View all photos for Back Bay King

Premium bedding, down comforters, pillowtop beds, desk

Back Bay King

Highlights

Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Premium bedding
Pillowtop bed
Down duvet
Bathrobes
Designer toiletries
  • Sleeps 2
  • 1 King Bed

View all photos for South End Corner King

Premium bedding, down comforters, pillowtop beds, desk

South End Corner King

Highlights

Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Premium bedding
Pillowtop bed
Down duvet
Bathrobes
Designer toiletries
  • Sleeps 2
  • 1 King Bed

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About the neighborhood

Map
26 Chandler St, Boston, MA, 02116

What's nearby

  • Copley Place - 7 min walk - 0.6 km
  • Copley Square - 9 min walk - 0.8 km
  • Boston Common - 13 min walk - 1.1 km
  • Northeastern University - 18 min walk - 1.5 km
  • Fenway Park - 5 min drive - 3.5 km

Getting around

  • Back Bay Station - 6 min walk
  • Arlington Station - 8 min walk
  • Boston, MA (BNH-Boston Harbor Seaplane Base) - 17 min drive

Restaurants

  • ‪Club Cafe - ‬3 min walk
  • ‪Grill 23 & Bar - ‬4 min walk
  • ‪Billy's Sub Shop - ‬1 min walk
  • ‪Greystone Cafe - ‬5 min walk
  • ‪Flour Bakery + Cafe - ‬5 min walk

About this property

Staypineapple, A Delightful Hotel, South End

Boutique hotel near Copley Square
Close to Copley Place and Newbury Street, Staypineapple, A Delightful Hotel, South End provides a bar, a restaurant, and more.
You'll also find perks like:
  • Free bicycle rentals, smoke-free premises, and tour/ticket assistance
  • Concierge services, multilingual staff, and coffee/tea in the lobby
  • An elevator, luggage storage, and a 24-hour front desk
  • Guest reviews give top marks for the helpful staff and location
Room features
All 56 rooms offer comforts such as premium bedding and laptop-friendly workspaces, in addition to thoughtful touches like air conditioning and bathrobes. Guest reviews speak positively of the clean rooms at the property.
Extra amenities include:
  • Hypo-allergenic bedding, pillowtop mattresses, and down comforters
  • Bathrooms with designer toiletries and showers
  • 50-inch flat-screen TVs with streaming services and cable channels
  • Coffee/tea makers, heating, and housekeeping

Languages

English, French, Spanish

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includes taxes & fees
13 Apr - 14 Apr
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Property amenities

Internet

  • Available in all rooms: Free internet

Parking and transportation

  • No onsite parking available

Food and drink

  • A bar/lounge
  • A restaurant
  • Coffee and tea in common areas

Restaurants on site

  • Trophy Room

Things to do

  • Free bicycle rentals

Conveniences

  • 24-hour front desk
  • Luggage storage

Guest services

  • Concierge services
  • Housekeeping (on request)
  • Multilingual staff
  • Proposal/romance packages
  • Tour and ticket assistance

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Elevator
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible concierge desk
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible registration desk

More

  • 1 building
  • 8 floors
  • Built in 1900
  • Smoke-free property

Room amenities

Bedroom

  • Down comforter
  • Hypo-allergenic bedding
  • Pillowtop mattress
  • Premium bedding

Bathroom

  • Bathrobes
  • Designer toiletries
  • Hair dryer
  • Private bathroom
  • Shower
  • Towels provided

Entertainment

  • 50-inch flat-screen TV with cable/satellite channels
  • iPod dock
  • Streaming services

Food and drink

  • Coffee/tea maker
  • Free bottled water

More

  • Air conditioning (climate-controlled)
  • Desk
  • Free local calls
  • Heating (climate-controlled)
  • Iron/ironing board on request
  • Laptop workspace
  • Phone

Policies

Check-in

Check-in start time: 4 PM; Check-in end time: midnight
Minimum check-in age: 18

Check-out

Check-out before noon
Contactless check-out available

Special check-in instructions

Front desk staff will greet guests on arrival at the property

Access methods

Staffed front desk

Pets

Pets allowed for an extra charge of USD 29.95 per pet, per night
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets
Specific rooms only, restrictions apply; pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation
Food and water bowls are available

Children and extra beds

Children are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Resort fee: USD 29.06 per accommodation, per night
The resort fee includes:
  • Additional inclusions
  • In-room bottled water
  • In-room coffee
  • Internet access
  • Sporting facilities or equipment

We have included all charges provided to us by the property.

Optional extras

  • Pet fee: USD 29.95 per pet, per night
  • Service animals are exempt from fees

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Tax ID - C0014880350
This property accepts credit cards; cash is not accepted
Cashless transactions are available
Safety features at this property include a smoke detector
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property

We should mention

This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly)

Property is also known as

Chandler Inn Hotel Boston
Chandler Boston
Staypineapple A Delightful Hotel South End
"Staypineapple A Delightful Hotel South End"
Staypineapple, A Delightful Hotel, South End Hotel
Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End Hotel Boston

Frequently asked questions

Is Staypineapple, A Delightful Hotel, South End pet-friendly?

Yes, this property allows dogs (limit 2 total). There's a fee of USD 29.95 per pet, per night. Service animals are exempt from fees.

How much is parking at Staypineapple, A Delightful Hotel, South End?

This property doesn't offer parking.

What time is check-in at Staypineapple, A Delightful Hotel, South End?

Check-in start time: 4 PM; Check-in end time: midnight.

What time is check-out at Staypineapple, A Delightful Hotel, South End?

Check-out is at noon.

Where is Staypineapple, A Delightful Hotel, South End located?

Located in South End, this boutique hotel is within a 10-minute walk of Copley Place, Copley Square, and Newbury Street. Boston Common and The Shops at Prudential Center are also within 15 minutes. Arlington Station is 8 minutes by foot and Tufts Medical Center Station is 9 minutes.

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Staypineapple, A Delightful Hotel, South End Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 498 out of 853 reviews
Rating 8 - Good. 241 out of 853 reviews
Rating 6 - Okay. 65 out of 853 reviews
Rating 4 - Poor. 30 out of 853 reviews
Rating 2 - Terrible. 19 out of 853 reviews

9.4/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.8/10

Property conditions & facilities

9.2/10

Eco-friendliness

Reviews

10/10 Excellent

Hayden

Liked: Cleanliness, staff & service, property conditions & facilities
Great stay!
Stayed 1 night in Mar 2025

10/10 Excellent

Domenic

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was such a cute hotel! Perfect stay for a few days in Boston. It was in a nice neighborhood and close to transport to explore the city. I would recommend this hotel to anyone.
Stayed 3 nights in Mar 2025

10/10 Excellent

Melany

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great hotel with a good location..Every staff member provided us and amazing service ;)))

10/10 Excellent

Wiley

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 5 nights in Apr 2025

10/10 Excellent

Lori

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
StayPineapple is a lovely quirky hotel located in downtown Boston. Very walkable with affordable dining options close by. The rooms are spic and span with modern upgrades and ever so comfortable beds. Plus, it is a phenomenal bargain in an expensive world.
Stayed 2 nights in Mar 2025

10/10 Excellent

Ryann

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great dtaff.
Stayed 1 night in Mar 2025

10/10 Excellent

Marc

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We found it to be a hugely pleasant surprise in all regards. Would seek it out again.
Stayed 3 nights in Mar 2025

10/10 Excellent

KellyJo

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This hotel was so cute! The staff was amazing everything was spotless, the bar and restaurant great.
Stayed 1 night in Feb 2025

10/10 Excellent

Kristine

Liked: Cleanliness, staff & service, property conditions & facilities
Super cute room. Definitely efficiency not much for storage so extended stays
Stayed 1 night in Mar 2025

10/10 Excellent

Shaylia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely loved my stay easy pretty clean
Stayed 1 night in Feb 2025

10/10 Excellent

Priscilla

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Love love such a cute hotel
Stayed 1 night in Jan 2025

10/10 Excellent

Luisa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Definitely a great place to stay at a great value, close to various T stations which make it really convenient if you are not driving. The rooms are gorgeous and comfortable. You get free refill of coffe and water as you please
Stayed 6 nights in Mar 2025

10/10 Excellent

Nathalie

perfect stay, perfect welcome
Stayed 1 night in Jan 2025

10/10 Excellent

Tracy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This hotel was in a great location. The town had many shopping and dining locations. The staff were very friendly and accommodating. I would stay here again when visiting the Boston area. The parking garage was less than a 10 minute walk and the property does offer a loading station to temporarily park your car so you aren’t hauling all your luggage.
Stayed 2 nights in Mar 2025

10/10 Excellent

Luzviminda D

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Convenience to public transportation especially since we took the Amtrak from NYC. Walking distance to places we liked to see - Boston Public Library, Boston Public Garden, Boston Common, Charles River Esplanade, cafes on Beacon Hill, Acorn Street, Cathedral of the Holy Cross and many more. Staff was very friendly and warm and even allowed us early check-in with complimentary drinks… also they’re dog-friendly.
Stayed 1 night in Mar 2025

10/10 Excellent

Marlon

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Free amenities, nice location close to Boston common and other restaurants. I thought customer service was great and the price was really really good.
Stayed 1 night in Feb 2025

6/10 Okay

Israel

Liked: Cleanliness, staff & service
limited dining only lunch and dinner no breakfast limited amenities not good for business meetings
Stayed 3 nights in Mar 2025

10/10 Excellent

KellyJo

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I found this cute hotel on accident. That staff was super helpful, the hotel was clean, and for a 25$ donation you can take home an adorable puppy stuffed animal and the proceeds go to animal rescues.
Stayed 1 night in Feb 2025

8/10 Good

Victoria

Liked: Staff & service, property conditions & facilities
Test
Stayed 1 night in Mar 2025

10/10 Excellent

Christie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved the hotel! Very convenient in a great and walkable area. Good amenities, clean, very nice design, great staff and bar & dining options. Highly recommend.
Stayed 4 nights in Feb 2025

8/10 Good

Mike

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 3 nights in Mar 2025

10/10 Excellent

James

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff were so friendly and this is the CUTEST little room! Delightful and convenient.
Stayed 1 night in Feb 2025

8/10 Good

Matthew

Liked: Staff & service
The details were unique and creative. Friendly staff. Beautiful area. Parking was a challenge.
Stayed 2 nights in Feb 2025

10/10 Excellent

Erick

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful decor, excellent Location. good customer Service. I will Definitely stay here again. Very Cutesy Boutique Hotel. highly recommend
Stayed 2 nights in Jan 2025

8/10 Good

Robert

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Nice place. Clean and comfortable and close to the public transportaion. Will stay again
Stayed 2 nights in Jan 2025