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Staypineapple, A Delightful Hotel, South End

3.0 star property
Hotel with a restaurant, a short walk to Copley Square

Photo gallery for Staypineapple, A Delightful Hotel, South End

Interior
Lobby sitting area
Reception
Premium bedding, down duvets, pillow-top beds, desk
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 AU$283
includes taxes & fees
6 July - 7 July

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Room options

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Showing 2 of 2 rooms

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

Back Bay King

8.8 out of 10
Excellent
(34 reviews)

Highlights

Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Down duvet
Premium bedding
Pillow-top bed
Private bathroom
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

8.8 out of 10
Excellent
(6 reviews)

Highlights

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

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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 - 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
  • ‪Clerys - ‬5 min walk

About this property

Staypineapple, A Delightful Hotel, South End

Boutique hotel near Copley Place
Close to Copley Square and Boston Common, Staypineapple, A Delightful Hotel, South End provides a bar, a restaurant and more.
You'll also find perks such as:
  • Free bike hire, luggage storage and smoke-free property
  • Concierge services, a lift and a 24-hour front desk
  • Coffee/tea in reception, multilingual staff and tour/ticket information
  • Guest reviews speak highly of the helpful staff and location
Room features
All 56 rooms feature comforts, such as premium bedding and laptop-friendly workspaces, in addition to thoughtful touches, such as air conditioning and bathrobes. Guest reviews speak positively of the cleanliness rooms at the property.
Other amenities include:
  • Hypo-allergenic bedding, pillowtop mattresses and down duvets
  • 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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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
  • 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.
  • 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

Special check-in instructions

Front desk staff will greet guests on arrival at the property

Access methods

Staffed front desk

Pets

Pets are 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 on 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.
Cots (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

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 22 June 2025, prices found for a 1-night stay for 2 adults at Staypineapple, A Delightful Hotel, South End on 6 July 2025 start from AU$237.78, including 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?

Checkout 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. 554 out of 936 reviews
Rating 8 - Good. 257 out of 936 reviews
Rating 6 - Okay. 71 out of 936 reviews
Rating 4 - Poor. 32 out of 936 reviews
Rating 2 - Terrible. 22 out of 936 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

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

Melissa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved our stay here! The hotel is great & the bar was super fun! The location was great, an easy walk to wherever you want go!
Stayed 2 nights in May 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

Lisa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Fun hotel with unique decor. Would stay there again
Stayed 2 nights in May 2025

10/10 Excellent

Carrie

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

Tara

Liked: Amenities, property conditions & facilities
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 Excellent

Patrick

Liked: Cleanliness, staff & service, property conditions & facilities
Great area.
Stayed 3 nights in May 2025

10/10 Excellent

Caitlin

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This hotel is so cute! It was a great location to everything!
Stayed 3 nights in Apr 2025

10/10 Excellent

Linda

Liked: Cleanliness, staff & service, property conditions & facilities
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 Excellent

Barbara

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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 Excellent

Violeta

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

8/10 Good

Jade

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

10/10 Excellent

Hayden

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

10/10 Excellent

Elizabeth

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

8/10 Good

Nikki

Liked: Cleanliness, amenities, property conditions & facilities
This place does not skimp on the pineapple theme. Very kitchy, fun and unique. They definitely set the expectation that the room was small, but it seemed spacious enough, especially for just one night. The location is great.
Stayed 1 night in May 2025

10/10 Excellent

Amy

Liked: Cleanliness, amenities, property conditions & facilities
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 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

Jessika

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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 Excellent

BOKYUN

Liked: Amenities, property conditions & facilities
That was pretty good. staffs are all kind.
Stayed 3 nights in May 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

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, property conditions & facilities
Cozy place. Essentials are met!
Stayed 3 nights in Apr 2025

10/10 Excellent

Susana

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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

4/10 Poor

Bethlehem

Meh
Stayed 3 nights in May 2025

10/10 Excellent

samantha

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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