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Staypineapple, A Delightful Hotel, South End

3.0 star property
Boutique hotel with a restaurant, 9-minute walk to Copley Square

Photo gallery for Staypineapple, A Delightful Hotel, South End

Interior
Bar (on property)
Lobby sitting area
Reception
Premium bedding, down duvets, pillow-top beds, desk

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Air-conditioning
  • Bar
  • 24/7 front desk
The current price is AU$161
includes taxes & fees
16 Feb - 17 Feb

Explore the area

View 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 duvets, pillow-top beds, desk

South End Corner King

8.6 out of 10
Excellent
(8 reviews)

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 Back Bay King

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

Back Bay King

9.0 out of 10
Wonderful
(46 reviews)

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

Boston

Staypineapple, A Delightful Hotel, South End puts you in the heart of Boston, within just a 10-minute stroll of Copley Square and Boston Common. Highlights at this boutique hotel include a restaurant and a bar/lounge. .The restaurant, Trophy Room, serves American cuisine and is open for brunch and dinner. Other amenities include coffee/tea in a common area and free use of bicycles. Bring your pet along and take advantage of this property's pet-friendly amenities, such as food and water bowls. .With a stay at this 3-property class South End hotel, you'll be 2.4 km (1.5 mi) from Boston University and 2.5 km (1.6 mi) from Fenway Park.

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

  • ‪Club Café - ‬4 min walk
  • ‪The Friendly Toast - ‬4 min walk
  • ‪Grill 23 & Bar - ‬4 min walk
  • ‪Billy's Sub Shop - ‬1 min walk
  • ‪Flour Bakery + Cafe - ‬5 min walk

About this property

Staypineapple, A Delightful Hotel, South End

Boutique hotel with a restaurant, 9-minute walk to 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 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 members are multilingual
  • Storage area for luggage
  • Tour and ticket information
  • Concierge
  • Lift
  • No smoking on site
  • Water dispenser
  • Bar or lounge
  • Dining venue
Staypineapple, A Delightful Hotel, South End offers 56 accommodations with complimentary bottles of water and coffee/tea makers. Pillowtop beds feature down duvets and premium bedding. 50-inch flat-screen televisions come with satellite channels.

Bathrooms include a shower, bathrobes, designer toiletries and complimentary toiletries. Business-friendly amenities include desks and telephones; free local calls are provided (restrictions may apply). Hypo-allergenic bedding and an iron/ironing board can be requested. Housekeeping is provided on request.

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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
  • Water dispenser

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
  • No plastic water bottles
  • Smoke-free property
  • Water dispenser usage encouraged

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
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.
  • Cots (infant beds) are not available.

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 on-site 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 all 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

Frequently asked questions

What is the cancellation policy at Staypineapple, A Delightful Hotel, South End?

Staypineapple, A Delightful Hotel, South End offers free cancellation on select room rates. Check out the cancellation policy for more info.

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

As of 3 Feb 2026, prices found for a 1-night stay for 2 adults at Staypineapple, A Delightful Hotel, South End on 16 Feb 2026 start from AU$118.99, 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.

Are there any beaches close to Staypineapple, A Delightful Hotel, South End?

The closest beach to Staypineapple, A Delightful Hotel, South End is Revere Beach (9.2 km).

What makes Staypineapple, A Delightful Hotel, South End a romantic place to stay?

A lounge bar, plus pillowtop beds in the guestrooms, help set the scene for a romantic weekend at Staypineapple, A Delightful Hotel, South End.

Is there a free airport shuttle available at Staypineapple, A Delightful Hotel, South End?

No, Staypineapple, A Delightful Hotel, South End does not offer an airport shuttle service.

Is there a bar or restaurant at Staypineapple, A Delightful Hotel, South End?

Yep, they've got a lounge bar and an onsite restaurant that serves American cuisine. Pre dinner cocktails anyone?

What time are check-in & check-out at Staypineapple, A Delightful Hotel, South End?

Check-in begins at 4 PM. Check-out time is noon.

Are pets allowed at Staypineapple, A Delightful Hotel, South End?

Dogs are welcome at Staypineapple, A Delightful Hotel, South End, with food and water bowls on offer. Just so you know, there's a limit of 2 pets.

Staypineapple, A Delightful Hotel, South End Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 625 out of 1003 reviews
Rating 8 - Good. 252 out of 1003 reviews
Rating 6 - Okay. 71 out of 1003 reviews
Rating 4 - Poor. 32 out of 1003 reviews
Rating 2 - Terrible. 23 out of 1003 reviews

9.4/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.8/10

Property conditions & facilities

Reviews

10/10 Excellent

Jennifer

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 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

10/10 Excellent

KAREN

Travelled with group
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

10/10 Excellent

dana

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

6/10 Okay

Robert

Stayed 2 nights in Sep 2025