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Staypineapple, A Delightful Hotel, South End

3.0 star property
Hotel with a 24-hour front desk, a short walk to Copley Square

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

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Pet-friendly
  • Air conditioning
The current price is €200
includes taxes & fees
17 Apr - 18 Apr

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

Highlights

Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Premium bedding
Pillow-top bed
Down duvet
Private bathroom
Bathrobes
  • 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

Highlights

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

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About the area

Map
26 Chandler St, Boston, MA, 02116

What's nearby

  • Copley Place - 7 min walk - 0.6 km
  • Copley Square - 9 min walk - 0.8 km
  • Boston Common - 13 min walk - 1.1 km
  • Northeastern University - 18 min walk - 1.5 km
  • Fenway Park - 5 min drive - 3.5 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
  • ‪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 such as:
  • Free bike hire, tour/ticket information and luggage storage
  • A lift, smoke-free property and coffee/tea in reception
  • Concierge services, multilingual staff and a 24-hour front desk
  • 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

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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

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
LIST_ALT

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

MONETIZATION_ON

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

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

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 31 Mar 2025, prices found for a 1-night stay for 2 adults at Staypineapple, A Delightful Hotel, South End on 17 Apr 2025 start from €172.76, including 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 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.

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Staypineapple, A Delightful Hotel, South End Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 483 out of 830 reviews
Rating 8 - Good. 234 out of 830 reviews
Rating 6 - Okay. 64 out of 830 reviews
Rating 4 - Poor. 30 out of 830 reviews
Rating 2 - Terrible. 19 out of 830 reviews

9.4/10

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

Hayden

Great stay!
Stayed 1 night in Mar 2025

10/10 Excellent

Melany

Great hotel with a good location..Every staff member provided us and amazing service ;)))

10/10 Excellent

Lori

StayPineapple is a lovely quirky hotel located in downtown Boston. Very walkable with affordable dining options close by. The rooms are spic and span with modern upgrades and ever so comfortable beds. Plus, it is a phenomenal bargain in an expensive world.
Stayed 2 nights in Mar 2025

10/10 Excellent

KellyJo

This hotel was so cute! The staff was amazing everything was spotless, the bar and restaurant great.
Stayed 1 night in Feb 2025

10/10 Excellent

Shaylia

Absolutely loved my stay easy pretty clean
Stayed 1 night in Feb 2025

10/10 Excellent

Luisa

Definitely a great place to stay at a great value, close to various T stations which make it really convenient if you are not driving. The rooms are gorgeous and comfortable. You get free refill of coffe and water as you please
Stayed 6 nights in Mar 2025

10/10 Excellent

Priscilla

Love love such a cute hotel
Stayed 1 night in Jan 2025

10/10 Excellent

Nathalie

perfect stay, perfect welcome
Stayed 1 night in Jan 2025

10/10 Excellent

Tracy

This hotel was in a great location. The town had many shopping and dining locations. The staff were very friendly and accommodating. I would stay here again when visiting the Boston area. The parking garage was less than a 10 minute walk and the property does offer a loading station to temporarily park your car so you aren’t hauling all your luggage.
Stayed 2 nights in Mar 2025

10/10 Excellent

Luzviminda D

Convenience to public transportation especially since we took the Amtrak from NYC. Walking distance to places we liked to see - Boston Public Library, Boston Public Garden, Boston Common, Charles River Esplanade, cafes on Beacon Hill, Acorn Street, Cathedral of the Holy Cross and many more. Staff was very friendly and warm and even allowed us early check-in with complimentary drinks… also they’re dog-friendly.
Stayed 1 night in Mar 2025

10/10 Excellent

Marlon

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

6/10 Okay

Israel

limited dining only lunch and dinner no breakfast limited amenities not good for business meetings
Stayed 3 nights in Mar 2025

10/10 Excellent

KellyJo

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

Christie

Loved the hotel! Very convenient in a great and walkable area. Good amenities, clean, very nice design, great staff and bar & dining options. Highly recommend.
Stayed 4 nights in Feb 2025

10/10 Excellent

James

The staff were so friendly and this is the CUTEST little room! Delightful and convenient.
Stayed 1 night in Feb 2025

8/10 Good

Matthew

The details were unique and creative. Friendly staff. Beautiful area. Parking was a challenge.
Stayed 2 nights in Feb 2025

10/10 Excellent

Erick

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

Leonardo

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

10/10 Excellent

Maria

Great experience!
Stayed 1 night in Jan 2025

8/10 Good

Moussa

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

Jenae

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

10/10 Excellent

Royce

Great location. Room is smaller than normal but had everything we needed. Check in staff was very friendly.
Stayed 1 night in Dec 2024

10/10 Excellent

Thomas

Decent.
Stayed 1 night in Jan 2025

8/10 Good

Gretchen

The theme was very cute and the room was cozy. Staff was friendly and hospitable. The bathroom however was way too small for any sized human being. There is no accessible parking apart of or near the hotel which is a huge inconvenience in the middle of Boston.
Stayed 1 night in Feb 2025

10/10 Excellent

Youhanna

Excellent service, clean
Stayed 1 night in Dec 2024