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Staypineapple, A Delightful Hotel, South End

3.0 star property
Unwind in style at this charming boutique hotel where warm hospitality meets vibrant city living.

Choose dates to view prices

Photo gallery for Staypineapple, A Delightful Hotel, South End

Interior
Lobby sitting area
Bar (on property)
Reception
Premium bedding, down comforters, pillowtop beds, desk

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Pet friendly
  • Air conditioning
The current price is P5,776
P8,421 total
includes taxes & fees
Feb 10 - Feb 11

Room options

Available filters for rooms
Showing 2 of 2 rooms

View all photos for Back Bay King

Premium bedding, down comforters, pillowtop beds, desk

Back Bay King

Highlights

Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Pillowtop bed
Down duvet
Premium bedding
Designer toiletries
Private bathroom
  • Sleeps 2
  • 1 King Bed

View all photos for South End Corner King

Premium bedding, down comforters, pillowtop beds, desk

South End Corner King

Highlights

Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Pillowtop bed
Down duvet
Premium bedding
Designer toiletries
Private bathroom
  • Sleeps 2
  • 1 King Bed

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  • Free WiFi
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8.8 out of 10, Excellent, 1,899 reviews
The price is P4,991
P5,812 total
includes taxes & fees
Feb 9 - Feb 10
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About the neighborhood

Map
26 Chandler St, Boston, MA, 02116

What's nearby

  • Copley Place - 7 min walk
  • Copley Square - 9 min walk
  • Boston Common - 13 min walk
  • Northeastern University - 18 min walk
  • Fenway Park - 5 min drive

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

Boutique hotel near Copley Square
Close to Copley Place and Newbury Street, Staypineapple, A Delightful Hotel, South End provides a bar, a restaurant, and more.
You'll also find perks like:
  • Free bicycle rentals, smoke-free premises, and a 24-hour front desk
  • Luggage storage, multilingual staff, and an elevator
  • Tour/ticket assistance, concierge services, and coffee/tea in the lobby
  • Guest reviews give top marks for the helpful staff and location
Room features
All 56 rooms offer comforts such as premium bedding and laptop-friendly workspaces, in addition to thoughtful touches like air conditioning and bathrobes. Guest reviews speak positively of the clean rooms at the property.
Extra amenities include:
  • Hypo-allergenic bedding, pillowtop mattresses, and down comforters
  • 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

Property amenities

Internet

  • Available in all rooms: Free internet

Parking and transportation

  • No onsite 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.
  • Elevator
  • 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

  • Bathrobes
  • Designer toiletries
  • 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

Property 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
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 Feb 6, 2025, prices found for a 1-night stay for 2 adults at Staypineapple, A Delightful Hotel, South End on Feb 10, 2025 start from P 5,775.56, excluding 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?

Check-out 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.

Staypineapple, A Delightful Hotel, South End Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 445 out of 781 reviews
Rating 8 - Good. 227 out of 781 reviews
Rating 6 - Okay. 61 out of 781 reviews
Rating 4 - Poor. 29 out of 781 reviews
Rating 2 - Terrible. 19 out of 781 reviews

9.4/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.8/10

Property conditions & facilities

9.0/10

Eco-friendliness

Reviews

8/10 Good

Cristian

Business traveler
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

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

Priscilla

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

10/10 Excellent

Lindsey

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

10/10 Excellent

Nathalie

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

10/10 Excellent

Jenae, Coopersville

Traveled 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

8/10 Good

Thomas

Stayed 1 night in Jan 2025

10/10 Excellent

Maria

Liked: Staff & service, property conditions & facilities
Great experience!
Stayed 1 night in Jan 2025

10/10 Excellent

Leonardo

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The hotel is located in a very accessible area very close to the public garden and the Boston Common as well as many restaurants and places of interest. perfect location! It is a safe area to walk at anytime of the day. I enjoyed my stay very much!
Stayed 3 nights in Jan 2025

8/10 Good

Moussa

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Small room but was perfect for a 1 day visit to boston good location staff was nice i enjoyed it
Stayed 2 nights in Dec 2024

10/10 Excellent

Riya

Stayed 1 night in Jan 2025

10/10 Excellent

alin

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

10/10 Excellent

Jessica

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I absolutely loved staying here. Super clean, comfortable, pleasant. And affordable. Upon check in you receive complimentary drink at the bar, non alcoholic too. A complimentary water bottle that is stainless steel and holds water. Super cute. The entrance is so nice, and there was a puppy there to greet us!!! I wish i lived here. Ugh. Fantastic. Will definitely recommend and stay again. I think its my new favorite place to stay in Boston. Near all the restaurants and shops. Already went to Sweeney's to get food and prudential to get truffles!!! Yesssss.
Stayed 1 night in Jan 2025

10/10 Excellent

sarthi

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

10/10 Excellent

alin

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

4/10 Poor

Raymond

Disliked: Staff & service, amenities, property conditions & facilities
Small room and not worth the price. Not close to downtown and not much around the area. Worst thing is the charge a 29$ per night amenities fee when there's absolutely no amenities in the hotel. Staff wasn't very nice and helpful either.
Stayed 2 nights in Dec 2024

2/10 Terrible

Seth

Disliked: Staff & service
Stayed 2 nights in Dec 2024

10/10 Excellent

Vyacheslav, Tulsa

Stayed 1 night in Dec 2024

10/10 Excellent

Kate

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved our stay! The hotel had a very convenient water bottle refil station that we took full advantage of. The complimentary welcome drink was wonderful as well. The staff was so helpful and I loved the fact that housekeeping only came at the end of the stay. We loved the privacy factor.
Stayed 2 nights in Dec 2024

10/10 Excellent

Kevin

Stayed 2 nights in Dec 2024

10/10 Excellent

Youhanna

Traveled with family and small children, Traveled with group, Traveled with pets, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent service, clean
Stayed 1 night in Dec 2024

10/10 Excellent

Richard

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Great check in experience Ashaun was friendly and knowledgable and gave some great suggestions
Stayed 1 night in Dec 2024

10/10 Excellent

Pregana

Traveled with partner
Liked: Amenities
Good experience
Stayed 1 night in Dec 2024

10/10 Excellent

Susan

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Dec 2024