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

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Air conditioning
The current price is P10,850
P14,255 total
includes taxes & fees
Jun 30 - Jul 1

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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 - 8 min walk - 0.7 km
  • Newbury Street - 10 min walk - 0.8 km
  • Boston Common - 13 min walk - 1.1 km
  • Fenway Park - 2 min drive - 2.2 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
Jun 1 - Jun 2
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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 does it cost to stay at Staypineapple, A Delightful Hotel, South End?

As of May 30, 2025, prices found for a 1-night stay for 2 adults at Staypineapple, A Delightful Hotel, South End on Jun 30, 2025 start from P 10,849.99, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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. 538 out of 912 reviews
Rating 8 - Good. 251 out of 912 reviews
Rating 6 - Okay. 70 out of 912 reviews
Rating 4 - Poor. 32 out of 912 reviews
Rating 2 - Terrible. 21 out of 912 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

We loved this place close and convenient to most things in Boston all the little extras And the bed!
Stayed 3 nights in May 2025

10/10

This hotel is so cute! It was a great location to everything!
Stayed 3 nights in Apr 2025

10/10

Loved this quirky boutique hotel. It has great character, very clean, great walkable location. In south end - convenient to shopping and Fenway!
Stayed 1 night in Apr 2025

10/10

Very kind staff. Awesome bar connected and great food. Would stay again!
Stayed 1 night in Apr 2025

10/10

Absolutely amazing bedding - very comfortable! We will definitely stay again - very walkable to the Boston Commons, shopping, restaurants and theater. Staff were very nice and personable. A wonderful stay.
Stayed 2 nights in May 2025

10/10

Loved the decor and the bikes to ride around the city!
Stayed 1 night in May 2025

10/10

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!!
Stayed 3 nights in May 2025

10/10

Great stay!
Stayed 1 night in Mar 2025

10/10

Clean room with everything you need. Very affordable considering the great location.
Stayed 3 nights in Apr 2025

10/10

That was pretty good. staffs are all kind.
Stayed 3 nights in May 2025

10/10

Exceedingly good! We are so impressed with the concept and attention to detail in service and comfort. We will definitely choose Staypineapple when available.
Stayed 2 nights in May 2025

10/10

This property was so cozy and the staff was so welcoming! It was also in a great area for the marathon! Super happy and would return
Stayed 5 nights in Apr 2025

10/10

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

Cozy place. Essentials are met!
Stayed 3 nights in Apr 2025

10/10

Great hotel in south end , close to the subway station, attentive and helpful staff, comfortable hotel, comfortable bed and clean room
Stayed 5 nights in Apr 2025

10/10

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.
Stayed 2 nights in May 2025

10/10

They have the nicest staff imaginable! The beds are incredibly comfy- I can’t wait to go back! I’m blown away!
Stayed 1 night in Apr 2025

2/10

Very awful and unsafe place :(
Stayed 2 nights in May 2025

10/10

"Housekeeping only came every other day. However, the hotel and the service are good—well located and everyone is friendly. It's expensive, but I think it's one of the best options compared to other hotels."
Stayed 4 nights in May 2025

10/10

Great hotel with a good location..Every staff member provided us and amazing service ;)))

10/10

Such helpful staff!! And great with dogs
Stayed 1 night in Apr 2025

10/10

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

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

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

We found it to be a hugely pleasant surprise in all regards. Would seek it out again.
Stayed 3 nights in Mar 2025