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Staypineapple, A Delightful Hotel, South End

Property class: 3

Photo gallery for Staypineapple, A Delightful Hotel, South End

A brick building with a green door and a covered outdoor seating area.
A restaurant interior with a bar area, green chairs, a patterned floor, and large windows.
A lobby with a checkered floor, a green fireplace, and modern seating.
A lobby with a checkered marble floor, a reception desk, and two bicycles.
A restaurant with a checkered floor, green upholstered seating, and a bar area.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Air-conditioning
  • Bar
  • 24/7 front desk
The current price is AU$189
includes taxes & fees
14 Dec - 15 Dec

Explore the area

View map
26 Chandler St, Boston, MA, 02116
  • Place, Copley Square
    ‪6 min walk‬
  • Place, Newbury Street
    ‪8 min walk‬
  • Place, Boston Common
    ‪10 min walk‬
  • Airport, Boston, MA (BOS-Logan Intl.)
    ‪4 min drive‬

Room options

View all photos for South End Corner King

A neatly arranged hotel room with a bed, a television, a small table, and a yellow suitcase.

South End Corner King

8.8 out of 10
Excellent
(9 reviews)
  • 18 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Back Bay King

A hotel room with a bed, a nightstand, a lamp, a suitcase, and a window with a view.

Back Bay King

9.2 out of 10
Wonderful
(52 reviews)
  • 18 sq m
  • Sleeps 2
  • 1 King Bed

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About the area

Boston

Staypineapple, A Delightful Hotel, South End puts you in the heart of Boston, within just a 10-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 2.4 km (1.5 mi) from Boston University and 2.5 km (1.6 mi) from Fenway Park.

What's nearby

  • Copley Square - 6 min walk - 0.6 km
  • Newbury Street - 8 min walk - 0.7 km
  • Boston Public Garden - 8 min walk - 0.7 km
  • Copley Place - 8 min walk - 0.7 km
  • Boston Common - 10 min walk - 0.8 km

Getting around

  • Back Bay Station - 5 min walk
  • Arlington Station - 8 min walk
  • Boston, MA (BNH-Boston Harbor Seaplane Base) - 16 min drive

Restaurants

  • ‪The Friendly Toast - ‬4 min walk
  • ‪Club Café - ‬3 min walk
  • ‪Grill 23 & Bar - ‬4 min walk
  • ‪Flour Bakery + Cafe - ‬5 min walk
  • ‪Barcelona Wine Bar - ‬4 min walk

About this property

Staypineapple, A Delightful Hotel, South End

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
  • Fireplace in lobby
  • Lift
  • No smoking on site
  • Water dispenser
  • Bar or lounge
  • Dining venue
Staypineapple, A Delightful Hotel, South End offers 56 accommodations with complimentary bottles of water and coffee/tea makers. 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). Hypo-allergenic bedding and an iron/ironing board can be requested. Housekeeping is provided on request.

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  • Free Wi-Fi
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The price is AU$179
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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
  • Wheelchair-accessible restaurant

More

  • 1 building
  • 8 floors
  • Built in 1900
  • Fireplace in lobby
  • No plastic water bottles
  • Reusable cups
  • Smoking not allowed
  • 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
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • 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
Information provided by the property may be translated using automated translation tools

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.
  • Cots (infant beds) are not available.

Payment types

  • American Express
  • Diners Club
  • Discover
  • Mastercard
  • Visa

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

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 13 Nov 2026, prices found for a 1-night stay for 2 adults at Staypineapple, A Delightful Hotel, South End on 14 Dec 2026 start from AU$189, 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?

The closest beach to Staypineapple, A Delightful Hotel, South End is Revere Beach (9.2 km).

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.

Staypineapple, A Delightful Hotel, South End Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 671 out of 1000 reviews
Rating 8 - Good. 206 out of 1000 reviews
Rating 6 - Okay. 72 out of 1000 reviews
Rating 4 - Poor. 29 out of 1000 reviews
Rating 2 - Terrible. 22 out of 1000 reviews

9.4/10

Cleanliness

9.4/10

Staff & service

8.6/10

Amenities

9.0/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A wonderful place, I'm glad we stayed there for my stay in Boston.
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place in boston
Stayed 7 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Awesome location reasonable price, very small room but all we needed.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Cute little hotel near the Theater District.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Cute litlle place to stay!
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We LOVED this hotel. It is adorable, in a great area, and the staff members are very sweet. We will definitely be back!
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is such a fun and funky hotel with a great vibe! We loved it.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Rooms and entire property smelled and was wonderfully clean. Staff were friendly. Location was great for us, and we really enjoyed our stay.
Stayed 5 nights in Jul 2026
Verified review

8/10 Good

Liked: Staff & service, amenities
Overall pretty good value. Staff make up for hotel being just ok.
Stayed 1 night in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great hotel, clean, modern and close by to everything.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay in Boston. Convenient location, comfortable rooms.
Stayed 3 nights in Apr 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great hotel with friendly staff from the moment of booking to leaving the hotel. Very comfortable bed and pillows!! Great location too!
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was so cute and esthetically pleasing. Was located only. 18 min walk to Back Bay and close by the train. Really enjoyed my stay!
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great boutique hotel in a great location. You can walk to most tourist attractions.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I love this hotel chain and have stayed woth them a few times. Cozy.
Stayed 3 nights in Jul 2026
Verified review

6/10 Okay

Liked: Staff & service, amenities
The staff were very friendly and the room was nice and cozy. However the faucet in the bathroom was partially broken and the shower head pressure wasn’t great. Overall it was an good experience
Stayed 4 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautifully styled and has one of the kindest, most helpful staff that I’ve ever dealt with. Great experience!
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location, close to lots of restaurants and shopping. Bar and restaurant were good and convenient.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The most comfortable bed. Clean room.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay in Boston. Closed to the subway!
Stayed 8 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We discovered this hotel after our daughter moved to Boston and have stayed here at least a half dozen times. It is more affordable than the average downtown hotel but also better than average. Nice amenities, like quality bedding, towels, etc., and lots of special Stay Pineapple touches. The location is great in the walkable and vibrant South End and a short walk to trains. Highly recommend.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Great location, very clean and staff were awesome
Stayed 6 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A great boutique hotel. Easy access to everything.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Good location, great staff, clean rooms
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
There’s no airport shuttle, but the hotel is clean. The staff is helpful and location cannot be beat!
Stayed 1 night in Jun 2026