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Staypineapple, A Delightful Hotel, South End

3.0 star property
Boutique hotel with restaurant, near Copley Square
your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for Staypineapple, A Delightful Hotel, South End

Interior
Premium bedding, down duvets, pillow-top beds, desk
Lobby sitting area
Bar (on property)
Staircase

Reviews

8.8 out of 10

Excellent

Popular amenities

  • 24/7 front desk
  • Bar
  • Pet-friendly
  • Air conditioning
  • Non-smoking
Main amenities
  • Housekeeping (on request)
  • Restaurants and bar/lounge
  • Free use of bicycles
  • 24-hour front desk
  • Coffee/tea in a common area
  • Multilingual staff
  • Concierge services
  • Luggage storage
  • Tour/ticket assistance
Feel at home
  • Private bathroom
  • Cable/satellite TV service
  • Coffee/tea maker
  • Lift
  • In-room climate control (air conditioning)
  • Premium bedding
The price is AU$330
includes taxes & fees
30 Nov - 1 Dec

Room options

Available filters for rooms
Showing 2 of 2 rooms

View all photos for Back Bay King

Premium bedding, down duvets, pillow-top beds, desk

Back Bay King

Highlights

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

View all photos for South End Corner King

Premium bedding, down duvets, pillow-top beds, desk

South End Corner King

Highlights

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

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Pet-friendly
Parking available
Free WiFi
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8.6 out of 10, Excellent, (2026)
The price is AU$156
includes taxes & fees
8 Dec - 9 Dec
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About the area

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

  • Logan International Airport (BOS) - 7 min drive
  • Boston, MA (BNH-Boston Harbor Seaplane Base) - 17 min drive
  • Beverly, MA (BVY-Beverly Municipal) - 33 min drive
  • Norwood, MA (OWD-Norwood Memorial) - 35 min drive
  • Bedford, MA (BED-Laurence G. Hanscom Field) - 35 min drive
  • Lawrence, MA (LWM-Lawrence Municipal) - 36 min drive
  • Portsmouth, NH (PSM-Portsmouth Intl.) - 72 min drive
  • Back Bay Station - 6 min walk
  • South Station - 21 min walk
  • Boston Ruggles Station - 25 min walk
  • Arlington Station - 8 min walk
  • Tufts Medical Center Station - 9 min walk
  • Copley Station - 10 min walk

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

Staypineapple, A Delightful Hotel, South End puts you in a great location, within a short 10-minute walk of Copley Square and Copley Place. For a bite to eat, guests can visit Trophy Room, which serves American cuisine and is open for dinner. Other highlights at this boutique hotel include a bar/lounge and free bike rentals. Fellow travellers love the helpful staff and location. Public transportation is only a short walk: Arlington Station is 8 minutes and Tufts Medical Center Station is 9 minutes.

Languages

English, French, Spanish

At a glance

Hotel size

  • 56 rooms
  • Arranged over 8 floors

Arriving/Leaving

  • Check-in start time: 4 PM; check-in end time: midnight
  • Minimum check-in age – 18
  • Check-out time is noon
  • Contactless check-out

Restrictions related to your trip

  • Check COVID-19 restrictions

Special check-in instructions

  • Front desk staff will greet guests on arrival

Required at check-in

  • Credit card, debit card or cash deposit required for incidental charges
  • Government-issued photo ID may be required
  • Minimum check-in age is 18

Children

  • No cots (infant beds)

Pets

  • Pets allowed (dogs only, 2 total)*
  • Service animals welcome
  • Specific rooms only, restrictions apply*
  • Food and water bowls available

Parking

  • No on-site parking

Other information

  • Smoke-free property

Property amenities

Food and drink

  • Restaurant
  • Bar/lounge
  • Coffee/tea in a common area

Services

  • 24-hour front desk
  • Concierge services
  • Tour/ticket assistance
  • Luggage storage
  • Multilingual staff
  • Free bike hire
  • Romance packages

Facilities

  • 1 building/tower
  • Built in 1900

Accessibility

  • Lift
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible concierge desk
  • Wheelchair-accessible registration desk

Room amenities

Be entertained

  • IPod docking station
  • 50-inch flat-screen TV
  • Satellite TV channels
  • Streaming services

Home comfort

  • Climate-controlled air conditioning and heating
  • Coffee/tea maker
  • Dressing gowns
  • Iron/ironing board (on request)

Sleep well

  • Hypo-allergenic bedding
  • Down duvet
  • Premium bedding
  • Pillow-top mattress

Freshen up

  • Private bathroom
  • Shower only
  • Designer toiletries
  • Hairdryer
  • Towels

Stay connected

  • Desk
  • Free local calls

Food and drink

  • Free bottled water

More

  • Housekeeping (on request)

Special features

Dining

Trophy Room – This restaurant specialises in American cuisine and serves brunch and dinner. Guests can enjoy drinks at the bar.

Fees & policies

Mandatory fees

You'll be asked to pay the following charges by the property at check-in or checkout. Fees may include applicable taxes:
  • Resort fee: USD 29.06 per accommodation, per night
  • Resort fee inclusions:
    • Additional inclusions
    • In-room bottled water
    • In-room coffee
    • Internet access (may be limited)
    • Sporting facilities or equipment

Pets

  • Service animals exempt from fees
  • Pets are allowed for an extra charge of USD 29.95 per pet, per night

Policies

This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).
This property accepts credit cards. Cash is not accepted.
Cashless transactions are available.
State tax ID – C0014880350
Please note that cultural norms and guest policies may differ by country and by property. The policies listed are provided by the property.

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

Does Staypineapple, A Delightful Hotel, South End offer free cancellation for a full refund?
Yes, Staypineapple, A Delightful Hotel, South End does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in, depending on the property's cancellation policy. Just make sure that you check this property's cancellation policy for the exact terms and conditions.
Are pets allowed at Staypineapple, A Delightful Hotel, South End?
Yes, dogs are welcome, with a limit of 2 total. There's a charge of USD 29.95 per pet, per night. Service animals are exempt from fees. Food and water bowls are available.
Is parking offered on site at Staypineapple, A Delightful Hotel, South End?
Sorry, there's no on-site parking at Staypineapple, A Delightful Hotel, South End.
What are the check-in and check-out times at Staypineapple, A Delightful Hotel, South End?
Check-in start time: 4 PM; check-in end time: midnight. Check-out time is noon. Contactless check-out is available.
Is there an on-site casino at Staypineapple, A Delightful Hotel, South End?
No, this hotel doesn't have a casino, but Encore Boston Harbor (9-min drive) is nearby.
What is there to do at Staypineapple, A Delightful Hotel, South End and nearby?
Have fun during the warmer months with activities such as cycling.
Are there restaurants at or near Staypineapple, A Delightful Hotel, South End?
Yes, Trophy Room offers American cuisine.
What's the area around Staypineapple, A Delightful Hotel, South End like?
Staypineapple, A Delightful Hotel, South End is in South End, a short 7-minute drive from Logan International Airport (BOS) and 9 minutes' walk from Copley Square. Travellers say that the hotel is in a great location.

Staypineapple, A Delightful Hotel, South End Reviews

Reviews

8.8

Excellent

9.2/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.6/10

Property conditions & facilities

9.0/10

Eco-friendliness

Reviews

8/10 Very good

Grant, 2-night trip
Verified Hotels.com guest review

10/10 Exceptional

Daniel, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

So much comfort
The most comfortable beds i have ever slept in.
Renee, 1-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Easy to walk to places. Nice room and bed was comfortable. I would stay here again.
Jennifer, 3-night trip with friends
Verified Hotels.com guest review

10/10 Exceptional

Rhonda, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Fantastic Stay
Great service, the staff was very welcoming and helpful. We stayed there while getting our daughter moved into the dorms. Walkable, lots to do around the area, and quieter than where we usually stay in Back Bay.
Diana, 3-night trip
Verified Hotels.com guest review

6/10 Good

Ok but needs some more updates
The rooms are tiny but nicely decorated -my hairdryer was in rough shape. The building is in need of some updates. The elevators are old and dated. For the price, I was expecting more.
Juliana, 2-night trip
Verified Hotels.com guest review

4/10 Fair

We chose this hotel based on location. We wanted to be between the South End and Back Bay neighborhoods. The location is great but unfortunately the location is the only positive thing about this hotel. The front desk is a mess. Laptops strewn along the sides and often times left with no staff presence. The elevators were dirty and slow. The room was small (bed was comfortable) but the door knob on the bathroom was loose and the sink in the bathroom was also loose. The biggest concern is that we had a random stranger knock on our door, even though we had the “do not disturb” sign on our door. When we asked how he got up to the floor without being identified by the front desk he said he just walked up the stairs. When I went down to inquire as to how this could happen there was no staff at the front desk. I wouldn’t recommend this hotel and will not return and I would definitely encourage them to put better safety systems in place and I would caution any single travelers to inquire about safety prior to booking. All in all a disappointing stay.
Michael, 2-night trip
Verified Hotels.com guest review

8/10 Very good

Barry, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

trisha, 1-night trip
Verified Expedia guest review

10/10 Exceptional

Great area; easy to get to transit.
Marilyn, 4-night family trip
Verified Expedia guest review

8/10 Very good

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.
Ty, 1-night trip
Verified Expedia guest review

8/10 Very good

Teeny tiny
The king room is small - similar to a cruise ship. No closet. Luggage storage under the bed. The bathroom was SMALL. If you take a hot shower keep the door closed or the smoke detector will go off. True story. Other than that, same as other Staypineapple locations. Nice bar with some food options off lobby.
Robert, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Amazing stay, will be back!
Cristian, 2-night business trip
Verified Expedia guest review

10/10 Exceptional

Agustina, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Great place
John, 4-night family trip
Verified Expedia guest review

8/10 Very good

Nice hotel, but tiny rooms.
The hotel’s decoration is fun and the bed is comfortable. However, the rooms are very small and the bathroom is VERY tiny, it was impossible to wash my face without splashing water everywhere because the sink was so small. Housekeeping in the hotel is only offered every-other day, which I think should no longer be the case so far after the pandemic. The saving grace for the hotel is the wonderful staff; everyone I interacted with were friendly, welcoming, and helpful. The location of the hotel is also good.
5-night business trip
Verified Hotels.com guest review

4/10 Fair

Fiona, 3-night trip
Verified Expedia guest review

10/10 Exceptional

Loved the pineapple theme. So clean and fresh. Courteous and fun staff.
Nan, 1-night trip with friends
Verified Expedia guest review

8/10 Very good

Lovely Boutique hotel in heart of city
Lovely boutique type hotel - pleasant difference to the Hiltons of this world. Ideal position to walk around the city walk . Room on the small side (not untypical of Boston) with super comfortable bed. Boston is generally expensive for hotels and Staypineapple is no different especially when one adds taxes etc!!
David, 1-night trip
Verified Hotels.com guest review

6/10 Good

Raj, 3-night trip
Verified Expedia guest review

8/10 Very good

Erica, 4-night trip
Verified Expedia guest review

10/10 Exceptional

Jesse, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Cute boutique hotel. Great service with nice touches, like complimentary waters & happy hour cocktail
Anne, 1-night trip
Verified Expedia guest review

10/10 Exceptional

Mitcheline, 1-night trip
Verified Expedia guest review