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Staypineapple, A Delightful Hotel, South End

3.0 star property

Photo gallery for Staypineapple, A Delightful Hotel, South End

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

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Air conditioning

Explore the area

View map
26 Chandler St, Boston, MA, 02116
  • Place, Copley Square
    ‪8 min walk‬
  • Place, Boston Common
    ‪13 min walk‬
  • Place, Fenway Park
    ‪2 min drive‬
  • Airport, Boston, MA (BOS-Logan Intl.)
    ‪5 min drive‬

Room options

View all photos for Back Bay King

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

Back Bay King

9.0 out of 10
Wonderful
(46 reviews)
  • 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

8.6 out of 10
Excellent
(8 reviews)
  • Sleeps 2
  • 1 King Bed

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About the area

Boston

With a stay at Staypineapple, A Delightful Hotel, South End, you'll be centrally located in Boston, a 9-minute walk from Copley Square and 13 minutes by foot from Boston Common. .This boutique hotel is 1.7 mi (2.7 km) from New England Aquarium and 1.9 mi (3.1 km) from TD Garden.

What's nearby

  • Copley Square - 8 min walk - 0.7 km
  • Boston Common - 13 min walk - 1.1 km
  • Fenway Park - 2 min drive - 2.2 km
  • New England Aquarium - 2 min drive - 2.2 km
  • TD Garden - 4 min drive - 3.6 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
  • ‪The Friendly Toast - ‬4 min walk
  • ‪Berkeley Perk Cafe - ‬1 min walk
  • ‪Trophy Room - ‬1 min walk
  • ‪Billy's Sub Shop - ‬1 min walk

About this property

Staypineapple, A Delightful Hotel, South End

Hotel with a restaurant, a quick walk to Copley Square
Staypineapple, A Delightful Hotel, South End offers 56 accommodations with iPod docking stations and complimentary bottled water. Pillowtop beds feature down comforters and premium bedding. 50-inch flat-screen televisions come with satellite channels.

Bathrooms include showers, bathrobes, designer toiletries, and complimentary toiletries. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include coffee/tea makers and hair dryers. Hypo-allergenic bedding and irons/ironing boards can be requested. Housekeeping is provided on request.

Recreational amenities at the hotel include complimentary bicycles.
Make yourself at home in one of the 56 guestrooms featuring iPod docking stations and flat-screen televisions. Your pillowtop bed comes with down comforters and premium bedding. Satellite television is provided for your entertainment. Private bathrooms with showers feature designer toiletries and hair dryers.
This smoke-free hotel features complimentary bicycles on site.
Enjoy a satisfying meal at Trophy Room serving guests of Staypineapple, A Delightful Hotel, South End. Quench your thirst with your favorite drink at the bar/lounge.
Featured amenities include a 24-hour front desk, multilingual staff, and luggage storage.
Trophy Room - This restaurant specializes in American cuisine and serves brunch and dinner. Guests can enjoy drinks at the bar.

Property amenities

Internet

  • Available in all rooms: Free internet

Parking and transport

  • No on-site 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
  • 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.
  • Lift
  • 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

  • Designer toiletries
  • Dressing gowns
  • 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

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

Reviews

Staypineapple, A Delightful Hotel, South End Reviews

8.8

Excellent

9.4/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.8/10

Property conditions & facilities

9.2/10

Eco-friendliness
Rating 10 - Excellent. 608 out of 1017 reviews
Rating 8 - Good. 275 out of 1017 reviews
Rating 6 - Okay. 74 out of 1017 reviews
Rating 4 - Poor. 36 out of 1017 reviews
Rating 2 - Terrible. 24 out of 1017 reviews

Reviews

4/10 Poor

Douglas

Stayed 1 night in Jun 2025

8/10 Good

Jade

Business traveller
Liked: Cleanliness, staff & service, amenities
Super nice staff! Like the free water bottle for fill ups. Like the area / food abundant. But room super small and lots of noise from street and thin windows/walls.
Stayed 4 nights in Jun 2025

8/10 Good

Simon

Business traveller
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
I was in town for a conference.
Stayed 4 nights in Jun 2025

10/10 Excellent

Carrie

Business traveller, Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
had a wonderful experience. Very cozy and comfortable love the ambience like The Restaurant was attached to it totally recommend.
Stayed 4 nights in May 2025

10/10 Excellent

Mary

Travelled with partner, Travelled with group
Liked: Cleanliness, amenities, property conditions & facilities
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.
Stayed 4 nights in Jun 2025

8/10 Good

Kelly

Liked: Cleanliness, staff & service, property conditions & facilities
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!
Stayed 12 nights in Jun 2025

8/10 Good

Fullando

Liked: Cleanliness, staff & service, amenities
This is very cute hotel nestled in a quiet residential area next to everything.
Stayed 3 nights in Jun 2025

10/10 Excellent

Gina, KANSAS CITY

Stayed 4 nights in Jun 2025

10/10 Excellent

Cyndie

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Food is great here... Rooms are super cute.
Stayed 6 nights in Jun 2025

8/10 Good

Chris

Liked: Cleanliness, property conditions & facilities
Stayed 3 nights in Jun 2025

10/10 Excellent

Raven

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My first Staypineapple hotel and now I’m in love!
Stayed 3 nights in May 2025

10/10 Excellent

Alice

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
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.
Stayed 5 nights in Jun 2025

8/10 Good

DAVID

Stayed 3 nights in Jun 2025

10/10 Excellent

Ryan

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
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.
Stayed 4 nights in May 2025

10/10 Excellent

shiva

Liked: Cleanliness, property conditions & facilities
Stayed 2 nights in Jun 2025

8/10 Good

Namthip

Travelled with family, Business traveller
Liked: Cleanliness, amenities
Stayed 3 nights in May 2025

10/10 Excellent

Violeta

Travelled with partner, Travelled with group
Liked: Cleanliness, amenities, property conditions & facilities
Very cute room, stayed a couple nights and everything was pleasant. Close to many good restaurants and cafes. Staff was excellent. I would recommend to a single or couple, short walk to the train and bus lines. Bring your water bottle, they have a refill station in the lobby.
Stayed 4 nights in Jun 2025

10/10 Excellent

Hector

Stayed 2 nights in Jun 2025

10/10 Excellent

Federica

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 4 nights in Jun 2025

10/10 Excellent

Elizabeth

Travelled with family
Liked: Cleanliness
Very comfortable beds!!! Maintenance fixed a clogged sink right away. Run vibes in the bar downstairs.
Stayed 2 nights in May 2025

10/10 Excellent

mark

Stayed 1 night in Jun 2025

10/10 Excellent

Nicole

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everyone that worked there was incredibly kind. It was my husbands birthday and they made a towel cake for him with balloons and a little party hat on their plushie mascot. The bar was great, especially because you get a free welcome drink which is awesome! Would 100% recommend. Walkable, good options near by. I also recommend Barcelona, it’s a tapas bar near by, went 2 times in the 4 days I was there!! 100/100!
Stayed 3 nights in Apr 2025

8/10 Good

Emily

Liked: Staff & service, room comfort
Stayed 3 nights in Apr 2025

10/10 Excellent

JANET

Travelled with family
Liked: Cleanliness, staff & service, room comfort
Stayed 4 nights in May 2025

6/10 Okay

Sukhjit

Liked: Cleanliness, property conditions & facilities
Stayed 6 nights in May 2025