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Staypineapple, A Delightful Hotel, South End

3.0 star property
3-star boutique hotel near Copley Square

Choose dates to view prices

Photo gallery for Staypineapple, A Delightful Hotel, South End

Interior
Lobby sitting area
Premium bedding, down comforters, pillowtop beds, desk
Bar (on property)
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, Copley Place
    ‪6 min walk‬
  • Place, Boston Common
    ‪10 min walk‬
  • Airport, Boston, MA (BOS-Logan Intl.)
    ‪4 min drive‬

Room options

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)
  • 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
(47 reviews)
  • Sleeps 2
  • 1 King Bed

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Exterior

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4.6 out of 5, Wonderful, 1,190 reviews
The price is CA $202
CA $235 total
includes taxes & fees
Feb 15 - Feb 16
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About the area

Boston

Heart of Boston.Within a 10-minute walk of this South End hotel, you'll find Copley Square and Boston Common. Boston University and Fenway Park are also within 2 miles (3 km).

What's nearby

  • Copley Square - 6 min walk - 0.6 km
  • Copley Place - 6 min walk - 0.6 km
  • Newbury Street - 8 min walk - 0.7 km
  • Boston Common - 10 min walk - 0.8 km
  • The Shops at Prudential Center - 10 min walk - 0.9 km

Getting around

  • Back Bay Station - 7 min walk
  • Arlington Station - 8 min walk
  • Boston, MA (BNH-Boston Harbor Seaplane Base) - 16 min drive

Restaurants

  • ‪The Friendly Toast - ‬4 min walk
  • ‪Club Café - ‬4 min walk
  • ‪Grill 23 & Bar - ‬4 min walk
  • ‪Billy's Sub Shop - ‬1 min walk
  • ‪The Banks Seafood and Steak - ‬6 min walk

About this property

Staypineapple, A Delightful Hotel, South End

3-star boutique hotel near Copley Square
There's a restaurant on site. You can enjoy a drink at the bar/lounge. Multilingual staff, tour/ticket assistance, and coffee/tea in a common area are also featured at the business-friendly Staypineapple, A Delightful Hotel, South End.

This 3-star Boston hotel is smoke free.

  • 1 building
  • 56 guestrooms or units
  • 8 levels
  • Built in 1900
  • Coffee in lobby
  • Front desk (24 hours)
  • Staff is multilingual
  • Storage area for luggage
  • Tour and ticket information
  • Concierge
  • Elevator
  • No smoking on site
  • Water dispenser
  • Bar or lounge
  • Dining venue
Staypineapple, A Delightful Hotel, South End offers 56 accommodations with complimentary bottled water and coffee/tea makers. Pillowtop beds feature down comforters and premium bedding. 50-inch flat-screen televisions come with satellite channels.

Bathrooms include showers, bathrobes, designer toiletries, and complimentary toiletries. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Hypo-allergenic bedding and irons/ironing boards can be requested. Housekeeping is provided on request.

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  • Free WiFi
  • Restaurant
  • Air conditioning
  • Parking available
4.3 out of 5, Excellent, 3,946 reviews
The price is CA $109
CA $126 total
includes taxes & fees
Feb 25 - Feb 26
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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

Things to do

  • Free bicycle rentals

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

Room amenities

Entertainment

  • 50-inch flat-screen TV with cable/satellite channels
  • iPod dock
  • Streaming services

Bedroom

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

Bathroom

  • Bathrobes
  • Designer toiletries
  • Hair dryer
  • Private bathroom
  • Shower
  • Towels provided

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
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.
  • Cribs (infant beds) are not available.

Property payment types

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

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. No onsite parking is available. The tax ID number is C0014880350. This property accepts Visa, Mastercard, American Express, Discover, Diners Club, and Union Pay. Cash is not accepted. For guests' safety, the property includes a smoke detector in each accommodation. Cashless payment methods are available for all transactions.

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. 628 out of 1001 reviews
Rating 8 - Good. 249 out of 1001 reviews
Rating 6 - Okay. 69 out of 1001 reviews
Rating 4 - Poor. 32 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

Reviews

10/10 Excellent

Yamel

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
Staff courteous. Very pretty room!
Stayed 1 night in Nov 2025

6/10 Okay

Jill

Travelled with family
Liked: Cleanliness
Disliked: Amenities
Most of the staff was great, especially Cynthia! It would be great if there was food available more than between the hours of 4-11. The bar staff could also be a bit kinder to women who are staying in the hotel. Everyone was great with my dog but the communication was pretty poor. I was told that I was booked through Thursday night by one person and then had to scramble for somewhere to stay on my last night in town with less than an hour notice. The person who told me this wasn’t very kind and i got locked out of my room while my dog was in there. There was no one at the desk and it was all very stressful. Overall, it was okay but I would stay somewhere else next time.
Stayed 5 nights in Nov 2025

10/10 Excellent

Joseph

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice
Stayed 1 night in Nov 2025

10/10 Excellent

Bianca

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Previously stayed prior to it being changed to Staypineapple. Love the renovations and new look. Beds were comfy and completely dog friendly. Staff are friendly and helpful. Plan on staying there again. Enjoyed my stay.
Stayed 4 nights in Oct 2025

8/10 Good

jeanne

Liked: Cleanliness, property conditions & facilities
Disliked: Amenities
Clean and quiet. Small room, but good for a solo stay. Very nice linens. Do NOT appreciate the unwaivable, nonnegotiable amenity fee ($25 per day!!). Just be transparent and add this to the room rate--cut out the subterfuge!
Stayed 3 nights in Oct 2025

10/10 Excellent

Kristine

Stayed 2 nights in Oct 2025

10/10 Excellent

Dana

Stayed 1 night in Oct 2025

10/10 Excellent

John

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay
Stayed 2 nights in Oct 2025

2/10 Terrible

Justin

Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort
We checked in and checked out within 15 minutes. The photos make the rooms appear much larger. In reality they are very small. No closets, only wall hooks. Minimal space to walk around the bed. Drawers under the bed are the only storage. The bathroom has a tiny pedestal sink with no counter space at all. The photos do not show the bathrooms accurately. We were in town for a wedding and there was no practical way to get ready in that room. The front desk agent, Reshawn, was professional and very kind. Hotels dot com contacted the property and the hotel agreed to cancel the stay and refund the first night since we did not stay. After we left they declined to honor that commitment. Because of this reversal I am compelled to write this review to warn others that the hotel did not follow through on what it promised.
Stayed 4 nights in Oct 2025

6/10 Okay

Eric

Stayed 3 nights in Oct 2025

10/10 Excellent

Susan

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Wonderful staff service! Appreciated the amenities and super cute aesthetic of the property.
Stayed 1 night in Oct 2025

10/10 Excellent

Karen

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay when in Boston
Stayed 2 nights in Oct 2025

10/10 Excellent

Katelynn

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

4/10 Poor

akemi

Business traveller
Liked: Cleanliness
Disliked: Staff & service, amenities, property conditions & facilities
It’s terrible that the hotel rate doesn’t include amenities. The quality of the amenities isn’t even that good, yet they don’t give you the option to refuse them. they’re forced to pay for amenities. Absolutely awful.
Stayed 2 nights in Oct 2025

10/10 Excellent

Lorenia

Stayed 4 nights in Oct 2025

10/10 Excellent

Cathy

Travelled with partner, Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Breakfast only available on weekends. Room clean but bathroom small. Nice helpful staff. Bar-good options. Dinner opens at 4pm. Great location
Stayed 3 nights in Oct 2025

10/10 Excellent

Brian

Business traveller
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The bar was just OK. A good selection the f beer but the liquor options were not large. It a serviceable bar, but probably not one I'd choose outside of it being convenient to my room. Everything else was excellent.
Stayed 2 nights in Oct 2025

10/10 Excellent

Genesse

Liked: Cleanliness, staff & service, property conditions & facilities
It was such a cozy place to stay. Would def stay here again
Stayed 3 nights in Oct 2025

10/10 Excellent

JEAN-CHRISTOPHE

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Nice little hotel located in Back Bay. Friendly staff and nicely decorated rooms
Stayed 3 nights in Oct 2025

10/10 Excellent

Loren

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Cute room, kind staff, great location.
Stayed 3 nights in Sep 2025

10/10 Excellent

Gretchen

Business traveller
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 4 nights in Sep 2025

10/10 Excellent

Shai

Stayed 2 nights in Sep 2025

10/10 Excellent

Steve

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Lovely hotel in Boston . Great welcoming and helpful staff and quirky, bright rooms . Great location - metro system nearby but we walked everywhere . Great bar and restaurant too
Stayed 3 nights in Sep 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

6/10 Okay

Cara

Liked: Cleanliness, property conditions & facilities, room comfort
Disliked: Staff & service

Everything was great until…

Cleaned our room out before we checked out. Threw our stuff away that we had laid out to come back and get after breakfast. The desk even ask if we were leaving and we said no we were coming back after we ate
Stayed 1 night in Oct 2025