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Staypineapple, A Delightful Hotel, South End

3.0 star property
VIP Access

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Photo gallery for Staypineapple, A Delightful Hotel, South End

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

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Air conditioning

Explore the area

Map
26 Chandler St, Boston, MA, 02116
  • Copley Square
    ‪8 min walk‬
  • Boston Common
    ‪13 min walk‬
  • Fenway Park
    ‪2 min drive‬
  • Boston, MA (BOS-Logan Intl.)
    ‪5 min drive‬
VIP Access
Curated for quality and service, VIP Access stays consistently receive our highest guest ratings.
  • Expect exceptional service
  • Extra savings and perks for BONUS+ members
Learn more about VIP AccessOpens in a new window

Room options

View all photos for Back Bay King

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

Back Bay King

  • 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

  • Sleeps 2
  • 1 King Bed

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About this property

Staypineapple, A Delightful Hotel, South End

Hotel with a restaurant, a short walk to Copley Square
This smoke-free hotel features a restaurant, a bar/lounge and coffee/tea in a common area. Additionally, free use of bicycles, concierge services and a 24-hour front desk are on-site. Housekeeping is available on request.
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.

Recreational amenities at the hotel include complimentary bicycles.
Our customers tell us that they can't get enough of the helpful staff at Staypineapple, A Delightful Hotel, South End. During your stay, you're just a quick walk from Copley Square. You'll find features such as a restaurant, a bar and concierge services. This property offers pet-friendly amenities, such as food and water bowls.
  • Enjoy American cuisine while dining at Trophy Room
  • Services include a concierge, tour or ticket assistance and luggage storage
  • On-site recreation includes complimentary bicycles
  • Guests have great things to say about the helpful staff and the location
  • Within a 10-minute walk of Copley Square and Copley Place
  • Dogs welcome for a fee (restrictions apply)
  • Pet-friendly amenities are available, including food and water bowls
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.

Trophy Room – This restaurant specialises in American cuisine and serves brunch and dinner. Guests can enjoy drinks at the bar.

Languages

English, French, Spanish

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 at the property

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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
Front desk staff will greet guests on arrival at the property.

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

Staypineapple, A Delightful Hotel, South End Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 541 out of 918 reviews
Rating 8 - Good. 252 out of 918 reviews
Rating 6 - Okay. 71 out of 918 reviews
Rating 4 - Poor. 32 out of 918 reviews
Rating 2 - Terrible. 22 out of 918 reviews

9.2/10

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

FULVIO

Stayed 1 night in Mar 2025

10/10 Excellent

Shaylia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely loved my stay easy pretty clean
Stayed 1 night in Feb 2025

10/10 Excellent

Nicholas, FRIDLEY

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
.
Stayed 4 nights in Feb 2025

10/10 Excellent

Hayden

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

10/10 Excellent

Joel

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

6/10 Okay

Ugur Yigit

Liked: Staff & service
Stayed 2 nights in Feb 2025

10/10 Excellent

Leah

Liked: Cleanliness
Stayed 4 nights in Feb 2025

10/10 Excellent

KellyJo

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I found this cute hotel on accident. That staff was super helpful, the hotel was clean, and for a 25$ donation you can take home an adorable puppy stuffed animal and the proceeds go to animal rescues.
Stayed 1 night in Feb 2025

10/10 Excellent

Marlon

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Free amenities, nice location close to Boston common and other restaurants. I thought customer service was great and the price was really really good.
Stayed 1 night in Feb 2025

10/10 Excellent

CARA, Stoneham

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

10/10 Excellent

Tamar

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

10/10 Excellent

Carl

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The most comfortable hotel I’ve ever stayed in!
Stayed 4 nights in Feb 2025

10/10 Excellent

Mark

Stayed 1 night in Feb 2025

10/10 Excellent

Nelson

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Feb 2025

8/10 Good

Richard

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

10/10 Excellent

Melany

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great hotel with a good location..Every staff member provided us and amazing service ;)))

10/10 Excellent

KellyJo

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This hotel was so cute! The staff was amazing everything was spotless, the bar and restaurant great.
Stayed 1 night in Feb 2025

8/10 Good

Matthew

Travelled with partner
Liked: Staff & service
The details were unique and creative. Friendly staff. Beautiful area. Parking was a challenge.
Stayed 2 nights in Feb 2025

6/10 Okay

Keosha

Travelled with family, Travelled with family and small children
Liked: Cleanliness, property conditions & facilities
Okay this hotel was a good stay for someone who plans on going out for most of their stay & just needs a warm place to shower and sleep. Very modern looking everywhere which I absolutely loved. I didn’t really get to experience the staff to speak on them but during check-in/out, they were pleasant and straight to the point. My issue is, There is no parking, no microwave or refrigerator which made it difficult for us to eat any of our food. I’m guessing they’d prefer their guest to eat at their bar. During check-in We were offered coffee and cookies at the bar which equated to 2 complimentary drinks disc that they hand out, you could choose either from the bar or non alcoholic drinks from the cooler they’ve got by the desk. Decent choices but overall I would’ve preferred the microwave and refrigerator. Simply because I was there for my daughter’s birthday and all the stuff that needed to be refrigerated had to go in the trash including her birthday cake. All the stuff we ordered we couldn’t eat because it was cold so overall we wasted more money than anything staying here. However the beds were cozy, the blankets were a little “worn” they didn’t look very hotelyyy. More like an old blanket from home. I would stay there again for a day but not more than that. This hotel gets a 7/10 from me!
Stayed 2 nights in Jan 2025

10/10 Excellent

Verified traveller

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

Clean and convenient

Clean room, convenient location, friendly staff
Stayed 2 nights in Feb 2025

10/10 Excellent

David

Stayed 1 night in Feb 2025

10/10 Excellent

Jason

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

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