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Staypineapple, A Delightful Hotel, South End

3.0 star property
Hotel with a 24-hour front desk, a short walk to Copley Square

Photo gallery for Staypineapple, A Delightful Hotel, South End

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

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Air conditioning
The current price is NZ$404
includes taxes & fees
27 May - 28 May

Explore the area

Map
26 Chandler St, Boston, MA, 02116
  • Copley Square
    ‪9 min walk‬
  • Boston Common
    ‪13 min walk‬
  • Fenway Park
    ‪5 min drive‬
  • Boston, MA (BOS-Logan Intl.)
    ‪7 min drive‬

Room options

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
Premium bedding
Pillow-top bed
Down duvet
Bathrobes
Designer toiletries
  • 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
Premium bedding
Pillow-top bed
Down duvet
Bathrobes
Designer toiletries
  • Sleeps 2
  • 1 King Bed

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26 May - 27 May
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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 popular attractions like Copley Square and Copley Place. 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. .Attractions within a 15-minute walk of this 3-property class South End hotel include Boston Common and Newbury Street.

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

  • 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
  • ‪Flour Bakery + Cafe - ‬5 min walk

About this property

Staypineapple, A Delightful Hotel, South End

Hotel with a 24-hour front desk, a short 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
  • 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.

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: 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 17 May 2025, prices found for a 1-night stay for 2 adults at Staypineapple, A Delightful Hotel, South End on 27 May 2025 start from NZ$354.42, 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?

Romance packages and a lounge bar, as well as pillowtop beds in the guestrooms, all 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

8.8

Excellent

Rating 10 - Excellent. 527 out of 894 reviews
Rating 8 - Good. 248 out of 894 reviews
Rating 6 - Okay. 68 out of 894 reviews
Rating 4 - Poor. 31 out of 894 reviews
Rating 2 - Terrible. 20 out of 894 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

10/10 Excellent

Ken

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jan 2025

10/10 Excellent

John

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Feb 2025

10/10 Excellent

MADHU

Business traveller
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Feb 2025

10/10 Excellent

Michael

Stayed 2 nights in Feb 2025

10/10 Excellent

Siu Hong

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

10/10 Excellent

James

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff were so friendly and this is the CUTEST little room! Delightful and convenient.
Stayed 1 night in Feb 2025

8/10 Good

Gretchen

Travelled with group
Liked: Cleanliness, staff & service, amenities
The theme was very cute and the room was cozy. Staff was friendly and hospitable. The bathroom however was way too small for any sized human being. There is no accessible parking apart of or near the hotel which is a huge inconvenience in the middle of Boston.
Stayed 1 night in Feb 2025

10/10 Excellent

Christie

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved the hotel! Very convenient in a great and walkable area. Good amenities, clean, very nice design, great staff and bar & dining options. Highly recommend.
Stayed 4 nights in Feb 2025

10/10 Excellent

Alexander

Stayed 1 night in Feb 2025

8/10 Good

Cristian

Business traveller
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was my second time staying at the Stay Pineapple in Boston. It's a fine hotel, but it might not be for a light sleeper like myself. The restaurant downstairs is convenient, and the area around the hotel is the best in Boston. If you can get a good deal, this is a great place to stay if you're looking to be near the south end. If things like road noise (or the CPAP machine in the room next door) are going to keep you up, there are probably better options.
Stayed 2 nights in Jan 2025

10/10 Excellent

Beka

Liked: Cleanliness, staff & service
Stayed 2 nights in Feb 2025

10/10 Excellent

Thomas

Decent.
Stayed 1 night in Jan 2025

10/10 Excellent

Erick, Rego Park

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful decor, excellent Location. good customer Service. I will Definitely stay here again. Very Cutesy Boutique Hotel. highly recommend
Stayed 2 nights in Jan 2025

10/10 Excellent

akia

Stayed 1 night in Jan 2025

10/10 Excellent

Jason

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jan 2025

10/10 Excellent

Priscilla

Business traveller
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Love love such a cute hotel
Stayed 1 night in Jan 2025

10/10 Excellent

David

Stayed 1 night in Jan 2025

10/10 Excellent

Matthew

Stayed 1 night in Jan 2025

10/10 Excellent

Lindsey

Liked: Cleanliness, property conditions & facilities
Stayed 1 night in Jan 2025

6/10 Okay

Ipek

Liked: Cleanliness, staff & service
Disliked: Room comfort

Some Good, Some Bad

StayPineapple has a "cute-hip" motif that is nice. Bright colors throughout; bar and grill on the first floor. Big problem: I was there on a very cold winter day, and the window was leaking cold air so badly that I had to stuff it with the extra pillows and the extra duvet. Upon letting the guest service supervisor know (not to do something about it right away, but to fix for future guests), he shrugged and said "well, it is a 100-year-old building." There are plenty of 100 year old buildings that don't have freezing air coming in. Also: a Wake-up call I requested for my final morning never came. The alarm on my phone worked, but this request was a backup. Not good. The person who checked me in was very friendly and helpful. This hotel should also be more transparent about the $25/day "amenity service" it charges. I found out about it upon check-in.
Stayed 2 nights in Jan 2025

10/10 Excellent

Nathalie

Travelled with partner
perfect stay, perfect welcome
Stayed 1 night in Jan 2025

10/10 Excellent

Verified traveller

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

Cute

Cute ! Courteous staff, quick check-in. Attached restaurant/bar was really nice. The bartender was an absolute pleasure. It's a short walk to Newbury Street (about 17 mins). To piggy back on every other post, the room was super small. No chair just a stool/ottoman thing. You have to sit on the bed or stand I guess. Overall nice perfect for a couple. DO NOT BRING KIDS, not enough space for them to "be". We would definitely stay again.
Stayed 2 nights in Jan 2025

10/10 Excellent

Elizabeth

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jan 2025

10/10 Excellent

Devin

Stayed 1 night in Dec 2024

10/10 Excellent

Jenae, Coopersville

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Such an adorable property. Friendly staff and we even met Dakota the Bernese Mountain Dog puppy who was napping in the front. Seems like a very dog-friendly hotel and I love that you can adopt the plush doggo in the rooms!
Stayed 1 night in Jan 2025