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Staypineapple, A Delightful Hotel, South End

3.0 star property
VIP Access

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Photo gallery for Staypineapple, A Delightful Hotel, South End

Interior
Bar (on property)
Reception
Premium bedding, down comforters, pillowtop beds, desk
Lobby sitting area

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, Newbury Street
    ‪8 min walk‬
  • Place, Boston Common
    ‪10 min walk‬
  • Airport, Boston, MA (BOS-Logan Intl.)
    ‪6 min drive‬
VIP Access
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  • Expect exceptional service
  • Extra savings and perks for Rewards members
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Room options

View all photos for South End Corner King

Premium bedding, down comforters, pillowtop beds, desk

South End Corner King

8.8 out of 10
Excellent
(9 reviews)
  • 190 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Back Bay King

Premium bedding, down comforters, pillowtop beds, desk

Back Bay King

9.2 out of 10
Wonderful
(51 reviews)
  • 190 sq ft
  • Sleeps 2
  • 1 King Bed

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About the neighborhood

Boston

Located in South End, Staypineapple, A Delightful Hotel, South End is within a 10-minute walk of popular sights such as Copley Square and Boston Common. This 56-room, 3-star hotel welcomes guests with in-room amenities like iPod docks, coffee makers, and flat-screen TVs.

What's nearby

  • Boylston Street - 6 min walk - 0.4 miles
  • Copley Square - 6 min walk - 0.4 miles
  • Newbury Street - 8 min walk - 0.5 miles
  • Copley Place - 8 min walk - 0.5 miles
  • Boston Common - 10 min walk - 0.5 miles

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
  • ‪Grill 23 & Bar - ‬4 min walk
  • ‪Flour Bakery + Cafe - ‬5 min walk
  • ‪Club Café - ‬4 min walk
  • ‪The Banks Seafood and Steak - ‬6 min walk

About this property

Staypineapple, A Delightful Hotel, South End

At Staypineapple, A Delightful Hotel, South End, guests have access to coffee in a common area, free use of bicycles, and a fireplace in the lobby. The 24-hour front desk has multilingual staff ready to assist with luggage storage and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. This boutique hotel also has a water dispenser.
Guests can expect to find 50-inch flat-screen TVs with satellite channels. Pillowtop beds sport premium bedding and down comforters, and bathrooms offer hair dryers and designer toiletries. IPod docks, coffee makers, and free local calls are other standard amenities. Housekeeping is available on request.
Recreational amenities at the hotel include complimentary bicycles.

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Lobby sitting area
The Revolution Hotel
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  • Free WiFi
  • Restaurant
  • Air conditioning
9.0 out of 10, Wonderful, 2,633 reviews
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Total with taxes and fees
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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
  • 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.
  • Elevator
  • Hardwood flooring in room
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible concierge desk
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible registration desk
  • Wheelchair-accessible restaurant

More

  • 1 building
  • 8 floors
  • Built in 1900
  • Fireplace in lobby
  • No plastic water bottles
  • Smoking not allowed
  • Water dispenser usage encouraged

Room amenities

Bedroom

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

Bathroom

  • Bathrobes
  • Designer toiletries
  • Hair dryer
  • Private bathroom
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • 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
Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk

Pets

  • This property welcomes pets for USD 29.95 per pet, per night
  • Dogs only
  • 2 total pets
  • Food and water bowls are available
  • Certain rooms only, restrictions apply
  • Guests can request a pet-friendly room by contacting the property at the number on the booking confirmation
  • Service animals exempt from fees

Property payment types

Important information

Fees

You'll be asked to pay these 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

These are all of the charges provided to us by the property.

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

  • Pet fee: USD 29.95 per pet, per night
  • Service animals are exempt from fees

This list may not be comprehensive. Fees and deposits might 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
  • Check-in: 4 PM
  • Check-out: noon
  • Minimum check-in age: 18
The front desk is open 24 hours a day.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • No parking is available onsite.
  • Tax ID number is C0014880350.
  • This property accepts credit cards. Cash is not accepted. 
  • Onsite safety features include a smoke detector.
  • Cashless payment methods are available for all transactions.

Additional information about polices, regulations, and more:

  • No cribs or infant beds are available.
  • No rollaway or extra beds are available.
  • 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 free cancellation available at Staypineapple, A Delightful Hotel, South End?

Staypineapple, A Delightful Hotel, South End offers free cancellation on certain room rates. For specific requirements, review the cancellation policy on our site.

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

As of May 26, 2026, prices found for a 1-night stay for 2 adults at Staypineapple, A Delightful Hotel, South End on Jun 7, 2026 start from $280, 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.

What's there to do close to Staypineapple, A Delightful Hotel, South End?

This hotel is situated in South End within a 10-minute walk of Copley Square, Boston Common, and Copley Place. You'll also find Newbury Street and Boston Marathon Finish Line less than a mile away.

Is parking available on site at Staypineapple, A Delightful Hotel, South End?

No, there isn't parking at this hotel.

Does Staypineapple, A Delightful Hotel, South End have a casino on the premises?

No, Staypineapple, A Delightful Hotel, South End doesn't have a casino.

Will I find an indoor pool at Staypineapple, A Delightful Hotel, South End?

No, there is no indoor pool at this hotel.

Is Staypineapple, A Delightful Hotel, South End a good place to stay for couples?

Amenities that appeal to couples at this boutique hotel include a down comforter, streaming services, and bathrobes.

Does Staypineapple, A Delightful Hotel, South End have a hot tub?

No, there isn't a spa tub at this hotel.

Does Staypineapple, A Delightful Hotel, South End feature a restaurant that includes a breakfast menu?

Yes, Staypineapple, A Delightful Hotel, South End serves brunch for a surcharge at Trophy Room.

Will Staypineapple, A Delightful Hotel, South End allow pets to stay for free?

Although they can't stay for free, dogs are welcome at Staypineapple, A Delightful Hotel, South End for a fee of USD 29.95 per pet, per night. The property also provides food and water bowls.

Does Staypineapple, A Delightful Hotel, South End have connecting rooms available?

No, this hotel doesn't feature connecting guestrooms.

How far is the airport from Staypineapple, A Delightful Hotel, South End?

The closest major airport to Staypineapple, A Delightful Hotel, South End is Boston, MA (BNH-Boston Harbor Seaplane Base), which is 4.8 mi away (16 minutes by car). Another top airport is Logan International Airport (BOS), which is located 4.8 mi away (14-minute drive).

Are there rooms with balconies that I can book at Staypineapple, A Delightful Hotel, South End?

No, there aren't any guestrooms with balconies at Staypineapple, A Delightful Hotel, South End.

Staypineapple, A Delightful Hotel, South End Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 650 out of 1004 reviews
Rating 8 - Good. 227 out of 1004 reviews
Rating 6 - Okay. 69 out of 1004 reviews
Rating 4 - Poor. 32 out of 1004 reviews
Rating 2 - Terrible. 26 out of 1004 reviews

9.4/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

8.8/10

Property conditions & facilities

Reviews

10/10 Excellent

Diego

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay in Boston. Closed to the subway!
Stayed 8 nights in May 2026

6/10 Okay

moonshine

Liked: Cleanliness, amenities, property conditions & facilities
There’s doesn’t seem to be any soundproofing I got stuck with noisy neighbors unfortunately otherwise the front desk staff was very friendly and informative
Stayed 2 nights in Feb 2026

8/10 Good

daniel

Stayed 1 night in Feb 2026

10/10 Excellent

Morgan

Stayed 2 nights in Feb 2026

6/10 Okay

Jeanne

Traveled with pets
Liked: Cleanliness
Disliked: Amenities
The bed was hard, the front desk makes no sense and was very awkward to use. The room was clean but you could hear the music from the bar upstairs on the second floor. It was just an ok place, I booked it based on the reviews and I can agree with it being clean but that's pretty m much it really. I also did NOT appreciate the stuffed dog in the bed, my dog immediately went right for it and I had to pay $30 for an over priced stuffed dog that clearly was worth only $10 at the most. They should or those stuffed animals where a dog cannot get to it and allow the visit to decide whether or not to buy it. I felt it was a very sneaky move on their end and again I didn't appreciate it at all. The good at the restaurant was really good, but I will not be staying here again based on the comfort level, the stuffed animal situation and the rooms are super tiny.
Stayed 1 night in Feb 2026

10/10 Excellent

Rod

Liked: Cleanliness, staff & service, amenities
Yes it was spotless and well organized.
Stayed 1 night in Jan 2026

10/10 Excellent

Kenneth

Stayed 1 night in Feb 2026

10/10 Excellent

Tevin

Stayed 1 night in Feb 2026

10/10 Excellent

Simeng

Liked: Cleanliness, property conditions & facilities
the staff is excellent!
Stayed 3 nights in Feb 2026

10/10 Excellent

Christopher

Stayed 1 night in Feb 2026

10/10 Excellent

kevin

Stayed 3 nights in Feb 2026

8/10 Good

Karen

Liked: Cleanliness, staff & service, amenities
Great location cute bar. Room small but good use of space
Stayed 1 night in Feb 2026

6/10 Okay

Jesse, New York

Liked: Cleanliness
Disliked: Amenities, property conditions & facilities
Charged a $29 amenity fee that was not disclosed when I checked in. Heat was on way too high with no way to control it. The bathroom sink is tiny. I also did not appreciate when the man who checked me in made a remark how my name sounded like a martial arts movie star (I’m Chinese). I come to Boston frequently and have stayed at many local hotels and would not stay here again.
Stayed 1 night in Feb 2026

10/10 Excellent

Joy

Liked: Cleanliness, amenities, property conditions & facilities
Loved this hotel. Convenient to everything, nice staff , rooms had everything you could need and the bed was very cozy. Loved the free reusable water bottle and the complimentary cocktail at the bar . Highly recommend
Stayed 2 nights in Feb 2026

10/10 Excellent

Rebecca

Stayed 1 night in Feb 2026

10/10 Excellent

Kenneth

Stayed 1 night in Feb 2026

8/10 Good

Mikita

Liked: Cleanliness, amenities, property conditions & facilities
Room was spotless but would be nice if they offer extra bottles of water
Stayed 5 nights in Jan 2026

10/10 Excellent

Hortencia

Liked: Cleanliness, staff & service, amenities
Clean and great location. Wonderful service. Really enjoyed our stay and will return.
Stayed 3 nights in Nov 2025

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities
The cleanliness of the entire property was above average, the friendliness was fantastic
Stayed 1 night in Feb 2026

10/10 Excellent

Jillian

Stayed 2 nights in Jan 2026

10/10 Excellent

Skyler

Liked: Cleanliness, amenities, property conditions & facilities
Everyone was very kind and accommodating! Rooms were so cozy and clean. Would definitely stay again.
Stayed 1 night in Jan 2026

10/10 Excellent

Fernando

Wonderful stay
Stayed 1 night in Jan 2026

10/10 Excellent

Faigy

Stayed 3 nights in Jan 2026

10/10 Excellent

Chantel, Bronx

Stayed 1 night in Jan 2026

10/10 Excellent

Geraldine

Stayed 1 night in Jan 2026