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Staypineapple, A Delightful Hotel, South End

3.0 star property
Hotel with a restaurant, 9-minute walk to Copley Square

Photo gallery for Staypineapple, A Delightful Hotel, South End

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

Reviews

8.8 out of 10
Excellent

Popular amenities

  • 24/7 front desk
  • Bar
  • Air conditioning
The current price is AU$231
includes taxes & fees
25 Nov - 26 Nov

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 South End Corner King

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

South End Corner King

8.6 out of 10
Excellent
(8 reviews)

Highlights

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

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)

Highlights

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

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About the area

Boston

Staypineapple, A Delightful Hotel, South End places you in the centre of Boston, within just a 15-minute stroll of Copley Square and Boston Common. Highlights at this boutique hotel include a restaurant and a bar/lounge. .The restaurant, Trophy Room, serves American cuisine and is open for brunch and dinner. Other amenities include coffee/tea in a common area and free use of bicycles. Bring your pet along and take advantage of this property's pet-friendly amenities, such as food and water bowls. .With a stay at this 3-property class South End hotel, you'll be 2.5 km (1.5 mi) from Fenway Park and 2.6 km (1.6 mi) from New England Aquarium.

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
  • ‪Billy's Sub Shop - ‬1 min walk
  • ‪Trophy Room - ‬1 min walk

About this property

Staypineapple, A Delightful Hotel, South End

Hotel with a restaurant, 9-minute walk to Copley Square
There's a restaurant on site. You can enjoy a drink at the bar/lounge. Multilingual staff, tour/ticket assistance, and coffee/tea in common area are also featured at the business-friendly Staypineapple, A Delightful Hotel, South End.

This 3-star Boston hotel is smoke free.

  • 1 building
  • 56 guestrooms or units
  • 8 levels
  • Built in 1900
  • Coffee in lobby
  • Front desk (24 hours)
  • Staff members are multilingual
  • Storage area for luggage
  • Tour and ticket information
  • Concierge
  • Lift
  • No smoking on site
  • Water dispenser
  • Bar or lounge
  • Dining venue
Staypineapple, A Delightful Hotel, South End offers 56 accommodations with iPod docking stations and complimentary bottles of water. Pillowtop beds feature down duvets and premium bedding. 50-inch flat-screen televisions come with satellite channels.

Bathrooms include a shower, bathrobes, designer toiletries and complimentary toiletries. Business-friendly amenities include desks and telephones; free local calls are provided (restrictions may apply). Additionally, rooms include coffee/tea makers and a hairdryer. Hypo-allergenic bedding and an iron/ironing board can be requested. Housekeeping is provided on request.

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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
  • Water dispenser

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
  • No plastic water bottles
  • Smoke-free property
  • Water dispenser usage encouraged

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: USD 29.95 per pet, per night
  • Only dogs are allowed
  • Maximum 2 pets
  • Food and water bowls are available
  • Certain rooms only, restrictions apply
  • You can request a pet-friendly room by reaching out to the property at the number on the booking confirmation
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Cots (infant beds) are not available.

Payment types

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • 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've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

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

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. No on-site parking is available. The tax ID number is C0014880350. This property accepts Visa, Mastercard, American Express, Discover, Diners Club and Union Pay. Cash is not accepted. For guests' safety, the property includes a smoke detector in all accommodation. Cashless payment methods are available for all transactions.

We should mention

  • Pets are welcome in certain rooms only; other restrictions apply (please see the Fees section for related charges). To make arrangements for your pet, contact the property directly at the number on your booking confirmation.
  • 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

What is the cancellation policy at Staypineapple, A Delightful Hotel, South End?

Staypineapple, A Delightful Hotel, South End offers free cancellation on select room rates. Check out the cancellation policy for more info.

How much does it cost to stay at Staypineapple, A Delightful Hotel, South End?

As of 5 Nov 2025, prices found for a 1-night stay for 2 adults at Staypineapple, A Delightful Hotel, South End on 25 Nov 2025 start from AU$186.54, 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.

Are there any beaches close to Staypineapple, A Delightful Hotel, South End?

Yep, Staypineapple, A Delightful Hotel, South End is a short 8-minute walk from Carson Beach.

What makes Staypineapple, A Delightful Hotel, South End a romantic place to stay?

A lounge bar, plus pillowtop beds in the guestrooms, help set the scene for a romantic weekend at Staypineapple, A Delightful Hotel, South End.

Is there a free airport shuttle available at Staypineapple, A Delightful Hotel, South End?

No, Staypineapple, A Delightful Hotel, South End does not offer an airport shuttle service.

Is there a bar or restaurant at Staypineapple, A Delightful Hotel, South End?

Yep, they've got a lounge bar and an onsite restaurant that serves American cuisine. Pre dinner cocktails anyone?

What time are check-in & check-out at Staypineapple, A Delightful Hotel, South End?

Check-in begins at 4 PM. Check-out time is noon.

Are pets allowed at Staypineapple, A Delightful Hotel, South End?

Dogs are welcome at Staypineapple, A Delightful Hotel, South End, with food and water bowls on offer. Just so you know, there's a limit of 2 pets.

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. 610 out of 1007 reviews
Rating 8 - Good. 264 out of 1007 reviews
Rating 6 - Okay. 73 out of 1007 reviews
Rating 4 - Poor. 36 out of 1007 reviews
Rating 2 - Terrible. 24 out of 1007 reviews

Reviews

10/10 Excellent

Mark

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Worked out really well from 3 days in Boston
Stayed 3 nights in Aug 2025

10/10 Excellent

Laura

Liked: Cleanliness, staff & service, property conditions & facilities
Super cute boutique hotel, staff were incredibly friendly and helpful. Rooms were small but cozy, the separate duvets were a great touch. Would definitely return!
Stayed 3 nights in Jul 2025

8/10 Good

Michael

Liked: Cleanliness, staff & service, property conditions & facilities
nice place to stay but the bedding was odd
Stayed 2 nights in Jul 2025

4/10 Poor

Charles

Business traveller, Travelled with partner
Disliked: Amenities, property conditions & facilities
The bed not having a sheet was weird. Only a comforter to sleep with caused me to sweat through the night. The room was too small and the furniture odd. I got charged 25 dollars for "amenities" (hidden cost) and I don't know about you all, but I am sick of hidden costs. I will never stay at this hotel again.
Stayed 1 night in Jul 2025

2/10 Terrible

Verified traveller

Liked: Cleanliness, property conditions & facilities, room comfort
Disliked: Staff & service

Skip it.

The hotel was nice, clean, and a good value.We had a HUGE issue with payments. Four different employees lied about the charges. We are over- charged and refunded, charged again for items we were told would not be charged. I had to ask four times for a receipt. We experienced very shady business processes and communication.
Stayed 3 nights in Jul 2025

10/10 Excellent

Claudia

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our stay at the Staypineapple was great, the hotel was clean and quaint, the staff was friendly and welcoming. The property itself was easy to find and was close to the T train. The area was walkable and had alot of options for food and drinks. The room was beautiful and clean. We really enjoyed our stay
Stayed 5 nights in Jul 2025

10/10 Excellent

Gayle, Savannah

Travelled with family, Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a great little hotel.
Stayed 4 nights in Jul 2025

8/10 Good

Jack

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

A fun, friendly and comfortable hotel

A quirky hotel in a great location. Our bed was really comfortable and the staff were very friendly. It was nice to be given a refillable bottle on arrival that could be topped up with icy cold still or sparkling water in reception, along with two vouchers for further drinks from the fridge in reception. We had a fantastic stay!
Stayed 4 nights in Jul 2025

10/10 Excellent

Jonathan

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was nice and clean. In a nice and safe location.
Stayed 3 nights in Jul 2025

6/10 Okay

Christina

Stayed 2 nights in Jul 2025

4/10 Poor

Anne

Liked: Cleanliness
Disliked: Staff & service, property conditions & facilities
Although there are many very cute touches to this property and it was well cleaned but it was not in any way worth its high cost. Cold air blowed on us all night from the mini-split. The room felt VERY DAMP throughout the stay. There are no closets, upper sheet, and no counter in the bathroom. Two of the three front desk persons were not particularly friendly. Matter of fact we felt like a bother just to ask basic questions. The amnities fee is really ridiculous. The food service and bonus treats are not available until 4pm when one is likely out and about. The hair products were not good and to get ice one had to go down 6 floors and ask the front desk.
Stayed 3 nights in Jul 2025

10/10 Excellent

Alison

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was cute and quirky. Many extra touches. I wish the on-site bar/restaurant was open for lunch. But overall delightful!!
Stayed 2 nights in Jul 2025

10/10 Excellent

Rajesh

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great value for the price
Stayed 2 nights in Jul 2025

10/10 Excellent

Brigid

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It’s in a nice location and the hotel is really cute. Severe able to walk to our event at the Wang and felt safe. The staff was very nice and there was a cute dog in residence.
Stayed 1 night in Jun 2025

10/10 Excellent

Ronny

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jul 2025

10/10 Excellent

Shannon

Travelled with partner, Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very quaint, fun hotel. Staff was very friendly, accomodating, and helpful. The room was compact, but comfortable, very European design. The pineapple theme throughout was fantastic. The towels, linens, etc were great quality. I would definitely stay again.
Stayed 2 nights in Jul 2025

10/10 Excellent

Stephanie

Liked: Amenities, property conditions & facilities
Stayed 4 nights in May 2025

10/10 Excellent

Diane

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 5 nights in Jul 2025

8/10 Good

Justin, Round Lake

Liked: Cleanliness, staff & service, property conditions & facilities
Rooms are small. People are nice .
Stayed 3 nights in Jul 2025

10/10 Excellent

Nollie

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

8/10 Good

Karen

Travelled with family
Liked: Cleanliness, amenities
Great staff and great location, convenient to trains and subway. Fun bar in the lobby connected to the hotel. Very comfy beds.
Stayed 3 nights in Jul 2025

4/10 Poor

Karine

Business traveller
Stayed 3 nights in Jun 2025

10/10 Excellent

Lisa

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

I was indeed delighted!

This place truly is delightful! The decor is charming, yellow accents and pineapple-y. The bedding is SO comfortable. I ended up not feeling well one day and didn’t mind staying in bed for half a day. The room was so cozy! The hotel doesn’t have a microwave or fridge for guests to use, either in rooms or communally, so be forewarned. The loaner bikes are a nice touch and come in handy for a quick ride along the River Charles.
Stayed 2 nights in Jul 2025

8/10 Good

Ron

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Not staying here again for the price.

Room was too small, and noisy next to the stairs.
Stayed 4 nights in Jun 2025

10/10 Excellent

Kristi

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