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2 adults, 1 room

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Staypineapple, A Delightful Hotel, South End

26 Chandler StSee map

RM 518.40per night

This is the cheapest price in 30 days, based on the rates on 25 Nov

Top reasons for booking
With a stay at Staypineapple, A Delightful Hotel, South End, you'll be centrally located in Boston, a 9-minute walk from Copley Square and 13 minutes by foot from Boston Common. This boutique hotel is 1.7 mi (2.7 km) from New England Aquarium and 1.9 mi (3.1 km) from TD Garden.
Popular facilities
Bar
Restaurant
24-hour front desk
Luggage storage
4.5/5Fantastic 1K+ reviews
Exploring the area
Arlington Station, 600m, About 9 mins from hotel by foot
Back Bay Station, 500m, About 8 mins from hotel by foot
Boston Harbour Seaplane Base, 3.8km, About 7 mins from hotel by car
20
South End Corner King
1 double bed or bigger

18.0 m²

25
Back Bay King
1 double bed or bigger

18.0 m²

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Reviews

Read all reviews
4.5/5.0

Fantastic

1K+ reviews
Location
0.0
Services offered
4.7
Cleanliness
4.4
Atmosphere & facilities
4.3
All
4.5+
3.0+
Tetiana
Reviewed: 29 Jul 2026

5.0/5.0

Fantastic
The most comfortable bed. Clean room.
Sarah
Reviewed: 29 Jul 2026

5.0/5.0

Fantastic
We LOVED this hotel. It is adorable, in a great area, and the staff members are very sweet. We will definitely be back!
RACHEL
Reviewed: 29 Jul 2026

3.0/5.0

Good
Our stay at Pineapple was sufficient, but the room and bathroom were extremely small and there is hardly any lobby. I was expecting a little more for the price, to be honest.
Tatiana
Reviewed: 23 Jul 2026

4.0/5.0

Great
Love love this hotel. It was next to anything you can possibly ask for, food, night life, shops, etc. Hotel staff was very helpful with finding parking, once we checked in the got two coasters that you’re able to trade in for a free beverage. They had a little bar downstairs where we got wine. The room was so beautiful and clean. Only down fall is not have a fridge or microwave in the room, otherwise definitely one of the best hotels I’ve stayed in. Will definitely return.
Kim
Reviewed: 22 Jul 2026

3.0/5.0

Good

Stayed with family · For friends and family

Great location, cute rooms. The bathrooms are incredibly small, almost unmanageable. The building is very old and as a result, the plumbing system piping is very old. We could sewage fumes through the shower drain. It was pervasive through the room and awful. We tried to cover it up with a towel. I’m glad we’re only there one night.
Maria
Reviewed: 19 Jul 2026

5.0/5.0

Fantastic

Stayed with partner

Have a restaurant and bar at the lobby and the location is very convenient have everything you looking for. Very pleasant I recommend it.
Larry
Reviewed: 17 Jul 2026

5.0/5.0

Fantastic

Stayed with partner

Rooms and entire property smelled and was wonderfully clean. Staff were friendly. Location was great for us, and we really enjoyed our stay.
Shannon
Reviewed: 16 Jul 2026

5.0/5.0

Fantastic

Solo stay

Beautifully styled and has one of the kindest, most helpful staff that I’ve ever dealt with. Great experience!
Ken
Reviewed: 15 Jul 2026

5.0/5.0

Fantastic

Stayed with partner

Awesome location reasonable price, very small room but all we needed.
Kaylen
Reviewed: 13 Jul 2026

5.0/5.0

Fantastic

Solo stay

The room was so cute and esthetically pleasing. Was located only. 18 min walk to Back Bay and close by the train. Really enjoyed my stay!

Overview

Staypineapple, A Delightful Hotel, South End

Renovation:2011-01-01
Rooms:56
Floors:8
Star rating:

With a stay at Staypineapple, A Delightful Hotel, South End, you'll be centrally located in Boston, a 9-minute walk from Copley Square and 13 minutes by foot from Boston Common. This boutique hotel is 1.7 mi (2.7 km) from New England Aquarium and 1.9 mi (3.1 km) from TD Garden.

Description

With a stay at Staypineapple, A Delightful Hotel, South End, you'll be centrally located in Boston, a 9-minute walk from Copley Square and 13 minutes by foot from Boston Common. This boutique hotel is 1.7 mi (2.7 km) from New England Aquarium and 1.9 mi (3.1 km) from TD Garden.

See all

Exploring the area

Transport

Arlington Station

Metro stations
600m

Back Bay Station

Train stations
500m

Boston Harbour Seaplane Base

Airports
3.8km

Attractions

Calderwood Pavilion

300m

Mills Gallery

400m

Siena Farms South End

400m

John Hancock Tower

500m

200 Clarendon

500m

Trinity Church

500m

Trinity Church Boston

600m

Copley Square

600m
See map

Facilities & services

Popular facilities
Bar
Restaurant
24-hour front desk
Luggage storage
General
Non-smoking throughout
Fireplace
Elevator
Accessibility
Housekeeping
Free bicycles on site
Reception services
Concierge
Tourist info desk
Multilingual staff
Accessibility
Wheelchair accessible
See all facilities

Property policies

Check-in/out Time

Earliest check-in time:After 16:00 - Before 00:00

Latest check-out time:Before 12:00

Check-in policy

The guest responsible for check-in must be aged 18 or above

Special check-in instructions

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

Check-in descriptions

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

Note: Check-in policies vary by property. Please check carefully before booking

Child Policy

Children at all ages are welcome to stay at this property

Mandatory fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

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 have included all charges provided to us by the property.

Other fees

Pet fee: USD 29.95 per pet, per night

Service animals are exempt from fees

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

Food & drinks

Enjoy a satisfying meal at Trophy Room serving guests of Staypineapple, A Delightful Hotel, South End. Quench your thirst with your favorite drink at the bar/lounge.

See all policies

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