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Staypineapple, A Delightful Hotel, South End

3.0 star property
Boutique hotel with restaurant, near Copley Square

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your current months are February, 2025 and March, 2025.
February 2025
March 2025

Photo gallery for Staypineapple, A Delightful Hotel, South End

Exterior of a cozy, inviting restaurant with a rustic charm, featuring a wooden facade, large windows, and a welcoming entrance. | Staypineapple, A Delightful Hotel, South End
Elegant interior with a green fireplace, black and white checkered floor, and a cozy seating area. | Staypineapple, A Delightful Hotel, South End
Elegant foyer with a striking black and white checkered floor, a staircase with a pineapple design, and a modern chandelier. | Staypineapple, A Delightful Hotel, South End
Modern bedroom with a large window, a yellow cabinet, and a white bedspread. Perfect for a cozy getaway. | Staypineapple, A Delightful Hotel, South End
Elegant bar with dark wood floors, patterned tiles, and stylish bar stools awaits guests. | Staypineapple, A Delightful Hotel, South End

Reviews

8.8 out of 10
Excellent

Popular amenities

  • 24/7 front desk
  • Bar
  • Pet friendly
  • Air conditioning
  • Non-smoking
Main amenities
  • Housekeeping (on request)
  • Restaurant and bar/lounge
  • Free use of bicycles
  • 24-hour front desk
  • Coffee/tea in a common area
  • Multilingual staff
  • Concierge services
  • Luggage storage
  • Tour/ticket assistance
Feel at home
  • Private bathroom
  • Cable/satellite TV service
  • Coffee/tea maker
  • Elevator
  • In-room climate control (air conditioning)
  • Premium bedding
The price is $144
includes taxes & fees
$124 per night
Jan 29 - Jan 30

Room options

Available filters for rooms
Showing 2 of 2 rooms

View all photos for Back Bay King

Premium bedding, down comforters, pillowtop beds, desk

Back Bay King

Highlights

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

View all photos for South End Corner King

Premium bedding, down comforters, pillowtop beds, desk

South End Corner King

Highlights

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

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8.8 out of 10, Excellent, (1884)
The price is $111
includes taxes & fees
$95 per night
Feb 11 - Feb 12
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About the neighborhood

Map
26 Chandler St, Boston, MA, 02116

What's nearby

  • Copley Square - 9 min walk
  • Boston Common - 13 min walk
  • Hynes Convention Center - 17 min walk
  • Northeastern University - 18 min walk
  • Fenway Park - 5 min drive

Getting around

  • Logan International Airport (BOS) - 7 min drive
  • Boston, MA (BNH-Boston Harbor Seaplane Base) - 17 min drive
  • Beverly, MA (BVY-Beverly Municipal) - 33 min drive
  • Norwood, MA (OWD-Norwood Memorial) - 35 min drive
  • Bedford, MA (BED-Laurence G. Hanscom Field) - 35 min drive
  • Lawrence, MA (LWM-Lawrence Municipal) - 36 min drive
  • Portsmouth, NH (PSM-Portsmouth Intl.) - 72 min drive
  • Back Bay Station - 6 min walk
  • South Station - 21 min walk
  • Boston Ruggles Station - 25 min walk
  • Arlington Station - 8 min walk
  • Tufts Medical Center Station - 9 min walk
  • Copley Station - 10 min walk

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

Staypineapple, A Delightful Hotel, South End puts you in a great location, within just a 10-minute walk of Copley Square and Copley Place. For a bite to eat, guests can check out Trophy Room, which serves American cuisine and is open for dinner. Other highlights at this boutique hotel include a bar/lounge and free bike rentals. Fellow travelers love the helpful staff and location. Public transportation is just a short walk: Arlington Station is 8 minutes and Tufts Medical Center Station is 9 minutes.

Languages

English, French, Spanish

At a glance

DONE

Hotel size

    • 56 rooms
    • Arranged over 8 floors
DONE

Arriving/Leaving

    • Check-in start time: 4 PM; Check-in end time: midnight
    • Minimum check-in age: 18
    • Check-out time is noon
    • Contactless check-out available
DONE

Special check-in instructions

    • Front desk staff will greet guests on arrival at the property
DONE

Required at check-in

    • Credit card, debit card, or cash deposit required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 18
DONE

Children

    • No cribs (infant beds)
DONE

Pets

    • Pets allowed (dogs only, 2 total)*
    • Service animals welcome
    • Specific rooms only, restrictions apply*
    • Food and water bowls available
LOCAL_PARKING

Parking

    • No onsite parking
DONE

Other information

    • Smoke-free property

Property amenities

Food and drink

  • Restaurant
  • Bar/lounge
  • Coffee/tea in a common area

Services

  • 24-hour front desk
  • Concierge services
  • Tour/ticket assistance
  • Luggage storage
  • Multilingual staff
  • Free bicycle rentals
  • Romance packages

Facilities

  • 1 building/tower
  • Built in 1900

Accessibility

  • Elevator
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible concierge desk
  • Wheelchair-accessible registration desk

Room amenities

Be entertained

  • IPod docking station
  • 50-inch flat-screen TV
  • Satellite TV channels
  • Streaming services

Home comfort

  • Climate-controlled air conditioning and heating
  • Coffee/tea maker
  • Bathrobes
  • Iron/ironing board (on request)

Sleep well

  • Hypo-allergenic bedding
  • Down comforter
  • Premium bedding
  • Pillowtop mattress

Freshen up

  • Private bathroom
  • Shower only
  • Designer toiletries
  • Hair dryer
  • Towels

Stay connected

  • Desk
  • Free local calls

Food and drink

  • Free bottled water

More

  • Housekeeping (on request)

Special features

Dining

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

Fees & policies

Mandatory fees

You'll be asked to pay the following charges by the property at check-in or check-out. Fees may include applicable taxes:
  • Resort fee: USD 29.06 per accommodation, per night
  • Resort fee inclusions:
    • Additional inclusions
    • In-room bottled water
    • In-room coffee
    • Internet access (may be limited)
    • Sporting facilities or equipment

Pets

  • Service animals exempt from fees
  • Pets are allowed for an extra charge of USD 29.95 per pet, per night

Policies

This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).
This property accepts credit cards. Cash is not accepted.
Cashless transactions are available.
State tax ID - C0014880350
Please note that cultural norms and guest policies may differ by country and by property. The policies listed are provided by the property.

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

Does Staypineapple, A Delightful Hotel, South End offer free cancellation for a full refund?
Yes, Staypineapple, A Delightful Hotel, South End does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.
Are pets allowed at Staypineapple, A Delightful Hotel, South End?
Yes, dogs are welcome, with a limit of 2 total. There's a charge of USD 29.95 per pet, per night. Service animals are exempt from fees. Food and water bowls are available.
Is parking offered on site at Staypineapple, A Delightful Hotel, South End?
Sorry, there's no onsite parking at Staypineapple, A Delightful Hotel, South End.
What are the check-in and check-out times at Staypineapple, A Delightful Hotel, South End?
Check-in start time: 4 PM; Check-in end time: midnight. Check-out time is noon. Contactless check-out is available.
Is there an onsite casino at Staypineapple, A Delightful Hotel, South End?
No, this hotel doesn't have a casino, but Encore Boston Harbor (9-min drive) is nearby.
What is there to do at Staypineapple, A Delightful Hotel, South End and nearby?
Have fun during the warmer months with activities such as cycling.
Are there restaurants at or near Staypineapple, A Delightful Hotel, South End?
Yes, Trophy Room offers American cuisine.
What's the area around Staypineapple, A Delightful Hotel, South End like?
Staypineapple, A Delightful Hotel, South End is in South End, a short 7-minute drive from Logan International Airport (BOS) and 9 minutes' walk from Copley Square. Travelers say that the hotel is in a great location.

Reviews

8.8

Excellent

9.4/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.8/10

Property conditions & facilities

9.0/10

Eco-friendliness

Reviews

6/10 Good

Some Good, Some Bad
StayPineapple has a "cute-hip" motif that is nice. Bright colors throughout; bar and grill on the first floor. Big problem: I was there on a very cold winter day, and the window was leaking cold air so badly that I had to stuff it with the extra pillows and the extra duvet. Upon letting the guest service supervisor know (not to do something about it right away, but to fix for future guests), he shrugged and said "well, it is a 100-year-old building." There are plenty of 100 year old buildings that don't have freezing air coming in. Also: a Wake-up call I requested for my final morning never came. The alarm on my phone worked, but this request was a backup. Not good. The person who checked me in was very friendly and helpful. This hotel should also be more transparent about the $25/day "amenity service" it charges. I found out about it upon check-in.
Ipek, 2-night trip
Verified Hotels.com guest review

10/10 Exceptional

Cute
Cute ! Courteous staff, quick check-in. Attached restaurant/bar was really nice. The bartender was an absolute pleasure. It's a short walk to Newbury Street (about 17 mins). To piggy back on every other post, the room was super small. No chair just a stool/ottoman thing. You have to sit on the bed or stand I guess. Overall nice perfect for a couple. DO NOT BRING KIDS, not enough space for them to "be". We would definitely stay again.
2-night trip
Verified Hotels.com guest review

10/10 Exceptional

Elizabeth, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Shannon, 2-night trip
Verified Hotels.com guest review

10/10 Exceptional

One night only!
Great for the night. Uber easily accessed. Parking wasn’t too hard. Food and drinks were amazing. Room was nice and cost. Would go back!
Shana, 1-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Michael, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Kian, 4-night trip
Verified Hotels.com guest review

8/10 Very Good

Nice place. Clean and comfortable and close to the public transportaion. Will stay again
Robert, 2-night trip
Verified Hotels.com guest review

10/10 Exceptional

Happy Pineapple
Definitely would return. Very pleasant staff, clean room and everything in it. Reusable bottle was awesome. Thanks soo much. I did forget mine, so was perfect.
Elisabeth, 1-night business trip
Verified Hotels.com guest review

10/10 Exceptional

Mehdi, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Susanna, 2-night trip
Verified Hotels.com guest review

8/10 Very Good

Andrew, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Mara, 2-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Go pineapple
Very clean very well done with excellent special attributes. We Watching will use them again when I have to go to Boston.
Michael, 1-night trip
Verified Hotels.com guest review

8/10 Very Good

Grant, 2-night trip
Verified Hotels.com guest review

10/10 Exceptional

Daniel, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

So much comfort
The most comfortable beds i have ever slept in.
Renee, 1-night family trip
Verified Hotels.com guest review

8/10 Very Good

Nice people. Nice hotel with a retro taste.
Angelo, 1-night business trip
Verified Expedia guest review

10/10 Exceptional

Katherine, 1-night trip
Verified Expedia guest review

8/10 Very Good

The StayPineapple is a great stay in a great location. The hotel itself is clean and updated, the staff is efficient and friendly. I would stay here again.
Lisa, 2-night trip
Verified Expedia guest review

8/10 Very Good

PC, 1-night trip
Verified Expedia guest review

10/10 Exceptional

We had a great time staying here! Everyone so friendly and the place was very clean!
Tracey, 1-night romance trip
Verified Expedia guest review

8/10 Very Good

Great location. Rooms were nothing special and a little small. You can tell it’s an older property. Excellent service.
Alaric, 4-night romance trip
Verified Expedia guest review

10/10 Exceptional

Easy to walk to places. Nice room and bed was comfortable. I would stay here again.
Jennifer, 3-night trip with friends
Verified Hotels.com guest review

8/10 Very Good

Jacalyn, 1-night trip
Verified Expedia guest review