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Staypineapple, A Delightful Hotel, South End

3.0 star property
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 comforters, pillowtop beds, desk
Bar (on property)
Reception
Lobby sitting area
Staypineapple, A Delightful Hotel in South End offers a relaxing spot after exploring Boston. Enjoy the on-site bar and restaurant, free bike rentals to visit Copley Place and Newbury Street, and multilingual staff for local insights and authentic experiences.
VIP Access

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Air conditioning
The current price is ₩345,336
₩443,018 total
includes taxes & fees
Nov 6 - Nov 7

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Room options

Check availability for these dates

Tonight
Oct 6 - Oct 7
Check availability for tonight Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
Check availability for tomorrow Oct 7 - Oct 8
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Showing 2 of 2 rooms

View all photos for South End Corner King

Premium bedding, down comforters, pillowtop beds, desk

South End Corner King

8.6 out of 10
Excellent
(8 reviews)

Highlights

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

View all photos for Back Bay King

Premium bedding, down comforters, pillowtop beds, desk

Back Bay King

9.0 out of 10
Wonderful
(46 reviews)

Highlights

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

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About the neighborhood

Located in South End, a neighborhood 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 game? 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
  • ‪The Friendly Toast - ‬4 min walk
  • ‪Berkeley Perk Cafe - ‬1 min walk
  • ‪Trophy Room - ‬1 min walk
  • ‪Billy's Sub Shop - ‬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 like:
  • Free bicycle rentals, a 24-hour front desk, and tour/ticket assistance
  • Luggage storage, multilingual staff, and smoke-free premises
  • An elevator, 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

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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
  • 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
  • Smoking not allowed

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
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 Oct 6, 2025, prices found for a 1-night stay for 2 adults at Staypineapple, A Delightful Hotel, South End on Nov 6, 2025 start from ₩345,336, 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 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.

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Reviews

Staypineapple, A Delightful Hotel, South End Reviews

8.8

Excellent

9.4

Cleanliness

9.0

Location

9.2

Staff & service

9.2

Eco-friendliness

8.8

Property conditions & facilities
Rating 10 - Excellent. 604 out of 1005 reviews
Rating 8 - Good. 269 out of 1005 reviews
Rating 6 - Okay. 72 out of 1005 reviews
Rating 4 - Poor. 36 out of 1005 reviews
Rating 2 - Terrible. 24 out of 1005 reviews

Reviews

8/10 Good

steven louis

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent staff, incredible location for walking around town.
Stayed 3 nights in Sep 2025

10/10 Excellent

Ashley

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The perfect location! Super comfy beds.
Stayed 2 nights in Sep 2025

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

Kenneth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff were great. Location was excellent. Bed was comfortable. Coffee machine worked. One lightbulb didn’t.
Stayed 3 nights in Oct 2025

10/10 Excellent

Derek

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

10/10 Excellent

Randall

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Enjoyed the onsite bar and other amenities. Room was comfortable. Bathroom was very tiny, but manageable. Very walkable to shopping and dining options. Decor was very nice. Would recommend.
Stayed 4 nights in Sep 2025

10/10 Excellent

KAREN

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
They gave us an early check-in without asking they provided really cute tin bottles of water with a pineapple logo. They also promote dog adoption, which is really great.
Stayed 2 nights in Sep 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

Marybeth

Liked: Cleanliness, staff & service, property conditions & facilities
Room was cozy
Stayed 2 nights in Aug 2025

10/10 Excellent

Steven

Liked: Cleanliness, staff & service, property conditions & facilities
Very interesting hotel, very quiky but lovely room. Very clean. Awesome, helpful staff. Would highly recommend
Stayed 1 night in Sep 2025

10/10 Excellent

Giovanna

Liked: Cleanliness, staff & service, property conditions & facilities
Friendly staff
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

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

Rebecca

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very unique. Truly delightful experience!
Stayed 2 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

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

Rajesh

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

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

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

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

James

Liked: Cleanliness, staff & service
Disliked: Amenities, property conditions & facilities
Tiny toilet
Stayed 4 nights in Sep 2025