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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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Photo gallery for Staypineapple, A Delightful Hotel, South End

Interior
Reception
Bar (on property)
Lobby sitting area
Premium bedding, down comforters, pillowtop beds, desk
In the heart of South End, Staypineapple, A Delightful Hotel, South End offers a haven of relaxation. With a bar and restaurant on site, you can unwind with your favorite drink or meal. Explore the nearby Copley Place and Newbury Street on two wheels with free bicycle rentals or get insider tips from the multilingual staff.
VIP Access

Reviews

8.8 out of 10
Excellent

Popular amenities

  • 24/7 front desk
  • Bar
  • Pet friendly
  • Non-smoking
  • Air conditioning
  • Restaurant

Main amenities (9)

  • 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 (6)

  • Private bathroom
  • Cable/satellite TV service
  • Coffee/tea maker
  • Elevator
  • In-room climate control (air conditioning)
  • Premium bedding
$270 nightly
The total price is $315
Sep 21 - Sep 22
Total with taxes and fees

Room options

Check availability for these dates

Tonight

Sep 6 - Sep 7
Check availability for tonight Sep 6 - Sep 7

Tomorrow

Sep 7 - Sep 8
Check availability for tomorrow Sep 7 - Sep 8
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Showing 2 of 2 rooms

View all photos for Back Bay King

Premium bedding, down comforters, pillowtop beds, desk

Back Bay King

9.0 out of 10
Wonderful
(43 reviews)

Highlights

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

View all photos for South End Corner King

Premium bedding, down comforters, pillowtop beds, desk

South End Corner King

8.4 out of 10
Very good
(7 reviews)

Highlights

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

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  • Parking available
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$229 nightly
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Sep 7 - Sep 8
Total with taxes and fees
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About the neighborhood

Map
26 Chandler St, Boston, MA, 02116

What's nearby

  • Copley Square - 8 min walk - 0.7 km
  • Boston Common - 13 min walk - 1.1 km
  • Fenway Park - 2 min drive - 2.2 km
  • New England Aquarium - 2 min drive - 2.2 km
  • TD Garden - 4 min drive - 3.6 km

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
  • ‪The Friendly Toast - ‬4 min walk
  • ‪Trophy Room - ‬1 min walk
  • ‪Berkeley Perk Cafe - ‬1 min walk
  • ‪Flour Bakery + Cafe - ‬4 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.

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

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.

Here's the breakdown, no surprises

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

Guests can rest easy knowing there's a smoke detector on site.
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).
This property accepts credit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard, American Express, Discover, Diners Club, Union Pay
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. Some restrictions may apply, so please contact the property for more details.

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.

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Staypineapple, A Delightful Hotel, South End Reviews

Reviews

8.8

Excellent

9.4/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.8/10

Property conditions & facilities

9.2/10

Eco-friendliness

Popular mentions

Room
Service staff
Location
Bed
Restaurant
Bar
Bathroom
Shower
Parking
Biking

Reviews

10/10 Exceptional

Great location hotel with great atmosphere

The room was...cozy. The hotel was had a great atmosphere, comfortable bed, and was walking distance to many restaurants and sights. Would highly recommend.
Francis, 2-night trip

10/10 Exceptional

What a fun, lovely, independent hotel.

What a cute hotel! Great location, clean rooms, love all the attention to details, plus the free reusable water bottle is amazing! Omg and the bed is SO COMFY. I would stay here in a heartbeat, and actually added another night at the hotel instead of staying with friends it’s that good.
Taylor, 1-night trip

8/10 Very good

A fun, friendly and comfortable hotel

A quirky hotel in a great location. Our bed was really comfortable and the staff were very friendly. It was nice to be given a refillable bottle on arrival that could be topped up with icy cold still or sparkling water in reception, along with two vouchers for further drinks from the fridge in reception. We had a fantastic stay!
Jack, 4-night trip

8/10 Very good

A good place to stay

A good hotel . Bit shabby round the edges, but all in all, great. Super friendly staff . Nice bar. Free coffee in reception and a coffee machine in the room. Handy enough for the city . A good vibe to the place
James, 2-night trip

10/10 Exceptional

We loved our stay here! The hotel is great & the bar was super fun! The location was great, an easy walk to wherever you want go!
Melissa, 2-night trip

10/10 Exceptional

Friendly Staff

Both the staff at the hotel and the Trophy Room restaurant were absolutely amazing!! Beds were very comfortable and we liked the location
Holly, 3-night trip

10/10 Exceptional

Fun hotel with unique decor. Would stay there again
Lisa, 2-night trip

10/10 Exceptional

We loved this place close and convenient to most things in Boston all the little extras And the bed!
Tara, 3-night trip

10/10 Exceptional

Great area.
Patrick, 3-night trip

10/10 Exceptional

Food is great here... Rooms are super cute.
Cyndie, 6-night trip

10/10 Exceptional

This hotel is so cute! It was a great location to everything!
Caitlin, 3-night trip

10/10 Exceptional

Great little hotel. Friendly, front desk service. Great location to walk to all the sights. Clean and comfy. Small but perfect for a couples stay.
Alice, 5-night trip

10/10 Exceptional

Love it here!
Renee, 2-night trip

8/10 Very good

Great time in the south end

We had a great stay at Staypineapple Boston! The staff was truly amazing—friendly, helpful, and made us feel very welcome. The location is fantastic, perfect for exploring the city. A couple of small issues like holes in the blinds and some city noise at night, but overall, a really enjoyable experience.
Brett, 4-night trip

10/10 Exceptional

Great stay!
Hayden, 1-night trip

10/10 Exceptional

Loved this quirky boutique hotel. It has great character, very clean, great walkable location. In south end - convenient to shopping and Fenway!
Linda, 1-night trip

10/10 Exceptional

Absolutely amazing bedding - very comfortable! We will definitely stay again - very walkable to the Boston Commons, shopping, restaurants and theater. Staff were very nice and personable. A wonderful stay.
Barbara, 2-night trip

10/10 Exceptional

Great location, friendly staff, and comfortable rooms. Yes, the rooms are smaller than average, but only if you're expecting American-style hotel rooms (which waste a lot of space). It was plenty spacious, and very comfortable.
Ryan, 4-night trip

8/10 Very good

I was in town for a conference.
Simon, 4-night trip

10/10 Exceptional

Cute and fun

This is a cute, fun hotel. It is in a great location. Also offers a restaurant and bar. I love the bedding.
Kim, 2-night trip

8/10 Very good

Not staying here again for the price.

Room was too small, and noisy next to the stairs.
Ron, 4-night trip

10/10 Exceptional

This was such a cute hotel! Perfect stay for a few days in Boston. It was in a nice neighborhood and close to transport to explore the city. I would recommend this hotel to anyone.
Domenic, 3-night trip

10/10 Exceptional

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

10/10 Exceptional

Very comfortable beds!!! Maintenance fixed a clogged sink right away. Run vibes in the bar downstairs.
Elizabeth, 2-night trip

8/10 Very good

This place does not skimp on the pineapple theme. Very kitchy, fun and unique. They definitely set the expectation that the room was small, but it seemed spacious enough, especially for just one night. The location is great.
Nikki, 1-night trip