Skip to Main Content.
List your propertySupportTrips
Member discount illustration

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Sign in
Learn about Expedia Rewards
Feedback

Staypineapple, A Delightful Hotel, South End

3.0 star property
Hotel with a restaurant, a quick walk to Copley Square
Hotel with a restaurant, a quick walk to Copley Square

Choose dates to view prices

Photo gallery for Staypineapple, A Delightful Hotel, South End

Interior
Premium bedding, down duvets, pillow-top beds, desk
Lobby sitting area
Bar (on property)
Reception
In the heart of South End, Staypineapple, A Delightful Hotel, South End offers a haven of relaxation. With a bar and restaurant on site, you can unwind with your favorite drink or meal. Explore the nearby Copley Place and Newbury Street on two wheels with free bicycle rentals or get insider tips from the multilingual staff.
VIP Access

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • Pet-friendly
  • 24/7 front desk
  • Air conditioning
  • Restaurant
The current price is RM837
RM1,097 total
includes taxes & fees
1 Sept - 2 Sept

Get more when you're a member

  • Save 15% or more on select VIP Access properties when you reach Silver tier or higher
  • Experience top-rated quality and exceptional service
  • Get an in-stay perk at select properties, plus free room upgrades, early check-in, and late check-out when available

Room options

Available filters for rooms
Showing 2 of 2 rooms

View all photos for Back Bay King

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

Back Bay King

9.0 out of 10
Wonderful
(42 reviews)

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

8.4 out of 10
Very good
(7 reviews)

Highlights

Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Premium bedding
Pillow-top bed
Down duvet
Bathrobes
Designer toiletries
  • Sleeps 2
  • 1 King Bed

You may also like

Ad
4 restaurants, breakfast served

Omni Boston Hotel at the Seaport

Seaport District
  • Pool
  • Hot tub
  • Spa
  • Pet-friendly
9.2 out of 10, Wonderful, 3,878 reviews
The price is RM843
RM1,154 total
includes taxes & fees
1 Sept - 2 Sept
Omni Boston Hotel at the Seaport
Mod logo
Sign in to view eligible discounts and perks. More rewards for more adventures!
Sign inSign up, it's free

About the area

Located in South End, a neighbourhood in Boston, Staypineapple, A Delightful Hotel, South End is near the airport and near a metro station. Boston Harbor and Boston Marathon Finish Line are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit New England Aquarium and Museum of Science. Looking to enjoy an event or a match? See what's going on at TD Garden or Fenway Park.
Visit our Boston travel guideOpens in a new window
Map
26 Chandler St, Boston, MA, 02116

What's nearby

  • Copley Square - 8 min walk - 0.7 km
  • Boston Common - 13 min walk - 1.1 km
  • Fenway Park - 2 min drive - 2.2 km
  • New England Aquarium - 2 min drive - 2.2 km
  • TD Garden - 4 min drive - 3.6 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
  • ‪The Friendly Toast - ‬4 min walk
  • ‪Billy's Sub Shop - ‬1 min walk
  • ‪Trophy Room - ‬1 min walk

About this property

Staypineapple, A Delightful Hotel, South End

Boutique hotel near Copley Square
Located close to Boston Common and Fenway Park, Staypineapple, A Delightful Hotel, South End provides a bar and a restaurant.
You'll also find perks such as:
  • Free bike hire, smoke-free property and tour/ticket information
  • A 24-hour front desk, coffee/tea in reception and luggage storage
  • Multilingual staff, concierge services and a lift
  • Guest reviews speak highly of the helpful staff and location
Room features
All 56 rooms feature comforts, such as premium bedding and laptop-friendly workspaces, in addition to thoughtful touches, such as air conditioning and bathrobes. Guest reviews speak positively of the cleanliness rooms at the property.
Other amenities include:
  • Hypo-allergenic bedding, pillowtop mattresses and down duvets
  • 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 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
  • 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 are 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 on 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.
Cots (infant beds) are not available

Payment types at the property

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
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

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. Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Staypineapple, A Delightful Hotel, South End?

As of 27 Aug 2025, prices found for a 1-night stay for 2 adults at Staypineapple, A Delightful Hotel, South End on 1 Sept 2025 start from RM 837.29, 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?

Checkout is at noon.

Where is Staypineapple, A Delightful Hotel, South End located?

Located in South End, this boutique hotel is within a 15-minute walk of Copley Square and Boston Common. Fenway Park and New England Aquarium are also within 2 mi (3 km). Arlington Station is 8 minutes by foot and Tufts Medical Center Station is 9 minutes.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Staypineapple, A Delightful Hotel, South End Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 594 out of 1001 reviews
Rating 8 - Good. 273 out of 1001 reviews
Rating 6 - Okay. 75 out of 1001 reviews
Rating 4 - Poor. 36 out of 1001 reviews
Rating 2 - Terrible. 23 out of 1001 reviews

9.4/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

8.8/10

Property conditions & facilities

9.2/10

Eco-friendliness

Reviews

10/10 Excellent

Gayle

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a great little hotel.
Stayed 4 nights in Jul 2025

10/10 Excellent

Clelia Maria

Liked: Cleanliness, staff & service, property conditions & facilities
Great location
Stayed 5 nights in Jul 2025

10/10 Excellent

Nick

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We really enjoyed the stay here. Very clean, friendly staff, good location. Highly recommend.
Stayed 4 nights in Jul 2025

10/10 Excellent

Derek

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Just thought was excellent location.
Stayed 2 nights in Aug 2025

8/10 Good

Hailey

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was nice
Stayed 3 nights in Aug 2025

10/10 Excellent

Nick

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Fantastic spot for the price, it was super clean and cute! Only downside is no parking, but there was plenty of spots near it to park at. 10/10 experience and staff was super nice
Stayed 1 night in Aug 2025

10/10 Excellent

Giovanna

Liked: Cleanliness, staff & service, property conditions & facilities
Friendly staff
Stayed 3 nights in Aug 2025

10/10 Excellent

Tim

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved this property. A lot of detail has gone into the decor. Staff very welcoming.
Stayed 2 nights in Aug 2025

8/10 Good

Michael

Liked: Cleanliness, staff & service, property conditions & facilities
nice place to stay but the bedding was odd
Stayed 2 nights in Jul 2025

10/10 Excellent

Jonathan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was nice and clean. In a nice and safe location.
Stayed 3 nights in Jul 2025

10/10 Excellent

Mark

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Worked out really well from 3 days in Boston
Stayed 3 nights in Aug 2025

10/10 Excellent

Rajesh

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great value for the price
Stayed 2 nights in Jul 2025

10/10 Excellent

Laura

Liked: Cleanliness, staff & service, property conditions & facilities
Super cute boutique hotel, staff were incredibly friendly and helpful. Rooms were small but cozy, the separate duvets were a great touch. Would definitely return!
Stayed 3 nights in Jul 2025

8/10 Good

Walter

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great option within walking distance to downtown
Stayed 3 nights in Jun 2025

8/10 Good

Fullando

Liked: Cleanliness, staff & service, amenities
This is very cute hotel nestled in a quiet residential area next to everything.
Stayed 3 nights in Jun 2025

10/10 Excellent

Claudia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our stay at the Staypineapple was great, the hotel was clean and quaint, the staff was friendly and welcoming. The property itself was easy to find and was close to the T train. The area was walkable and had alot of options for food and drinks. The room was beautiful and clean. We really enjoyed our stay
Stayed 5 nights in Jul 2025

10/10 Excellent

Brigid

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It’s in a nice location and the hotel is really cute. Severe able to walk to our event at the Wang and felt safe. The staff was very nice and there was a cute dog in residence.
Stayed 1 night in Jun 2025

10/10 Excellent

Melissa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved our stay here! The hotel is great & the bar was super fun! The location was great, an easy walk to wherever you want go!
Stayed 2 nights in May 2025

8/10 Good

Karen

Liked: Cleanliness, amenities
Great staff and great location, convenient to trains and subway. Fun bar in the lobby connected to the hotel. Very comfy beds.
Stayed 3 nights in Jul 2025

10/10 Excellent

Roy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room had many thoughtful details that made the cozy room practical. The Staff was very helpful, even let us borrow an umbrella when in suddenly started raining at the time we had dinner reservations a few blocks away. We enjoyed using the bicycle. Late Check out time was nice to.
Stayed 4 nights in Aug 2025

10/10 Excellent

Lisa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Fun hotel with unique decor. Would stay there again
Stayed 2 nights in May 2025

10/10 Excellent

Tara

Liked: Amenities, property conditions & facilities
We loved this place close and convenient to most things in Boston all the little extras And the bed!
Stayed 3 nights in May 2025

10/10 Excellent

Raven

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My first Staypineapple hotel and now I’m in love!
Stayed 3 nights in May 2025

10/10 Excellent

Shannon

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very quaint, fun hotel. Staff was very friendly, accomodating, and helpful. The room was compact, but comfortable, very European design. The pineapple theme throughout was fantastic. The towels, linens, etc were great quality. I would definitely stay again.
Stayed 2 nights in Jul 2025

10/10 Excellent

Jill

Liked: Cleanliness, amenities, property conditions & facilities
Friendly, knowledgeable and accommodating staff. A very cute room!!
Stayed 3 nights in Jun 2025