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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

Enjoy dining al fresco at this charming street corner restaurant with a cozy outdoor seating area.
Step into the elegant lobby, featuring a classic checkered floor, a fireplace, and a unique coffee table.
Check-in and unwind in our stylish lobby, featuring a digital display, elegant staircase, and a chandelier.
Enjoy a casual dining experience with a focus on comfort and style in this modern restaurant.
Relax in a stylish room with a large bed, a small window offering a view, and a decorative wall piece.
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
  • Non-smoking
  • Air conditioning

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
The current price is CA $226
CA $303 total
includes taxes & fees
Jul 20 - Jul 21

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

9.0 out of 10
Wonderful
(37 reviews)

Highlights

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

View all photos for South End Corner King

Premium bedding, down comforters, pillowtop beds, desk

South End Corner King

8.8 out of 10
Excellent
(6 reviews)

Highlights

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

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The price is CA $233
CA $271 total
includes taxes & fees
Jul 20 - Jul 21
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About the area

Map
26 Chandler St, Boston, MA, 02116

What's nearby

  • Copley Place - 7 min walk - 0.6 km
  • Copley Square - 8 min walk - 0.7 km
  • Newbury Street - 10 min walk - 0.8 km
  • Boston Common - 13 min walk - 1.1 km
  • Fenway Park - 2 min drive - 2.2 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
  • ‪Grill 23 & Bar - ‬4 min walk
  • ‪Billy's Sub Shop - ‬1 min walk
  • ‪Greystone Cafe - ‬5 min walk
  • ‪Clerys - ‬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

More about this property

VISIBILITY

At a glance

Hotel size

    • 56 rooms
    • Arranged over 8 floors

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

Special check-in instructions

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

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

Children

    • No cribs (infant beds)

Pets

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

Parking

    • No onsite parking

Other information

    • Smoke-free property
LOB_HOTELS

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

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)
STAR_OUTLINE

Special features

Dining

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

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

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
HELP_OUTLINE

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.

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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

What guests liked

  • The property's restaurant and nearby dining options were highly praised for their quality, variety, and convenience. (9 reviews)
  • The property has a welcoming and dog-friendly atmosphere with helpful staff and accessible pet access. (3 reviews)
AI Sparkle IconFrom real guest reviews summarized by AI.

Reviews

10/10

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

10/10

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

8/10

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.
4-night trip

10/10

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.
5-night trip

10/10

Love it here!
2-night trip

10/10

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.
4-night trip

8/10

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

10/10

Great stay!
1-night trip

8/10

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

10/10

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

10/10

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.
3-night trip

10/10

Simple hotel walking distance from station. Friendly basic comfortable
1-night trip

10/10

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

6/10

The surrounding area was great, however,the room was as small as a shoe box! The service was friendly and helpful.
2-night trip

10/10

As noted in descriptions the room was small but very well situated to be comfortable and functional. Amenities to meet the needs of a few days of travel, bright comfortable space, conveniently located.
2-night trip

10/10

This hotel was so cute! The staff was amazing everything was spotless, the bar and restaurant great.
1-night trip

10/10

Such helpful staff!! And great with dogs
1-night trip

10/10

Love love such a cute hotel
1-night trip

10/10

perfect stay, perfect welcome
1-night trip

10/10

The most comfortable hotel I’ve ever stayed in!
4-night trip

10/10

StayPineapple is a lovely quirky hotel located in downtown Boston. Very walkable with affordable dining options close by. The rooms are spic and span with modern upgrades and ever so comfortable beds. Plus, it is a phenomenal bargain in an expensive world.
2-night trip

10/10

Great location with easy access to fun walkable neighborhoods and mass transit. Small rooms but as long as you know what to expect they’re entirely reasonable, with tasteful updates and nice amenities.
5-night trip

10/10

Absolutely loved my stay easy pretty clean
1-night trip

10/10

cute little place in the middle of Boston. good location easy for taxi pick ups.
2-night trip

10/10

We found it to be a hugely pleasant surprise in all regards. Would seek it out again.
3-night trip