See all properties

Staypineapple, A Delightful Hotel, South End

3.0 star property
VIP Access

Choose dates to view prices

Photo gallery for Staypineapple, A Delightful Hotel, South End

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

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Air-conditioning
  • Bar
  • 24/7 front desk

Explore the area

View in a 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.)
    ‪6 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 South End Corner King

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

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

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

Back Bay King

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

Similar properties

Lobby sitting area
The Revolution Hotel
South End
  • Pet-friendly
  • Free Wi-Fi
  • Restaurant
  • Air-conditioning
4.5 out of 5, Wonderful, 2,604 reviews
The price is €126
includes taxes & fees
25 May - 26 May
The Revolution Hotel

About this property

Staypineapple, A Delightful Hotel, South End

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 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.

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 Boston Common
  • 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.

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.
  • Hardwood flooring in room
  • 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
  • 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
  • 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.
  • 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.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

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

9.0

Wonderful

Rating 10 - Excellent. 646 out of 1002 reviews
Rating 8 - Good. 227 out of 1002 reviews
Rating 6 - Okay. 71 out of 1002 reviews
Rating 4 - Poor. 31 out of 1002 reviews
Rating 2 - Terrible. 27 out of 1002 reviews

9.4/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

8.8/10

Property conditions & facilities

Reviews

6/10 Okay

Jesse, New York

Liked: Cleanliness
Disliked: Amenities, property conditions & facilities
Charged a $29 amenity fee that was not disclosed when I checked in. Heat was on way too high with no way to control it. The bathroom sink is tiny. I also did not appreciate when the man who checked me in made a remark how my name sounded like a martial arts movie star (I’m Chinese). I come to Boston frequently and have stayed at many local hotels and would not stay here again.
Stayed 1 night in Feb 2026

10/10 Excellent

Joy

Liked: Cleanliness, amenities, property conditions & facilities
Loved this hotel. Convenient to everything, nice staff , rooms had everything you could need and the bed was very cozy. Loved the free reusable water bottle and the complimentary cocktail at the bar . Highly recommend
Stayed 2 nights in Feb 2026

10/10 Excellent

Rebecca

Stayed 1 night in Feb 2026

10/10 Excellent

Kenneth

Stayed 1 night in Feb 2026

8/10 Good

Mikita

Liked: Cleanliness, amenities, property conditions & facilities
Room was spotless but would be nice if they offer extra bottles of water
Stayed 5 nights in Jan 2026

10/10 Excellent

Hortencia

Liked: Cleanliness, staff & service, amenities
Clean and great location. Wonderful service. Really enjoyed our stay and will return.
Stayed 3 nights in Nov 2025

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities
The cleanliness of the entire property was above average, the friendliness was fantastic
Stayed 1 night in Feb 2026

10/10 Excellent

Jillian

Stayed 2 nights in Jan 2026

10/10 Excellent

Skyler

Liked: Cleanliness, amenities, property conditions & facilities
Everyone was very kind and accommodating! Rooms were so cozy and clean. Would definitely stay again.
Stayed 1 night in Jan 2026

10/10 Excellent

Fernando

Wonderful stay
Stayed 1 night in Jan 2026

10/10 Excellent

Faigy

Stayed 3 nights in Jan 2026

10/10 Excellent

Chantel, Bronx

Stayed 1 night in Jan 2026

10/10 Excellent

Geraldine

Stayed 1 night in Jan 2026

10/10 Excellent

Aimee

Travelled with group
Liked: Cleanliness, amenities, property conditions & facilities
Super cute room staff was great
Stayed 1 night in Jan 2026

10/10 Excellent

waileong

Business traveller
Liked: Cleanliness, staff & service, amenities
staff and room are great
Stayed 2 nights in Jan 2026

8/10 Good

Lisa, North Bethesda

Travelled with family and small children
Liked: Cleanliness, amenities, property conditions & facilities
Excellent customer service, free water/seltzer for water bottles, bar connected to hotel with great breakfast (weekend only), adorable room decor, comfy bed, nice size tv, small keurig inside room and staff let my daughter & I stay in lobby area until time to leave for airport. The only reason I gave 4 stars is bc the size of the bathroom. Stand-up shower plus spa shower head was lovely, but overall very small space. Tiny sink and def can’t have 2 ppl in space at one time except if 1 person in shower. Please don’t let that deter you from staying at hotel because it’s lovely. There is a $25 daily resort fee, make sure you set that side if on a budget. Back Bay T stop abt 8 min walk super close & 15 min from Prudential Center shopping. Thank you for wonderful stay!
Stayed 3 nights in Jan 2026

10/10 Excellent

Brian

Stayed 1 night in Jan 2026

10/10 Excellent

Melissa

Stayed 1 night in Jan 2026

10/10 Excellent

Jan, Vancouver

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We always enjoy the Staypineapple experience. Nice room, comfortable, clean and great service. Good location only a few minute walk to the Metro.
Stayed 1 night in Jan 2026

10/10 Excellent

Jan S, Vancouver

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
We've been to several Staypineapple hotels and they're always great. Clean rooms with comfortable beds and nice little extras that make the stay more pleasant.
Stayed 1 night in Jan 2026

10/10 Excellent

Theresa

Liked: Cleanliness, staff & service, amenities
clean, cute, great location, parking garage minutes away
Stayed 1 night in Jan 2026

10/10 Excellent

Paola

Stayed 1 night in Jan 2026

10/10 Excellent

Dandre

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was absolutely amazing and met all needs.
Stayed 2 nights in Jan 2026

10/10 Excellent

Jasmyn

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Friendly and helpful staff, clean hotel and cute decor. Also, a great bar downstairs!
Stayed 3 nights in Dec 2025

8/10 Good

Jorge

Stayed 5 nights in Dec 2025