Staypineapple, A Delightful Hotel, South End, Boston ➤ Reviews, Rooms & Prices 2025

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Key details

About the Hotel

26 Chandler St, Boston, Massachusetts, United States, 02116

Great

8.4

9.0

/10

4.1

4.3

“The hotel is perfectly situated just a short stroll from the train station, making it super convenient to explore the charming neighborhood.”view full review

Staypineapple, A Delightful Hotel, South End offers a modern hotel experience, featuring unique touches like The Naked Experience and a vibrant on-site restaurant. This award-winning Boston hotel is located at the intersection of Back Bay and South End, providing convenient access to local attractions.

Rooms & Amenities

Staypineapple features thoughtfully designed rooms with plush pillow-top beds, European-style double duvets, and upscale amenities like high-speed Wi-Fi and designer bath products. The South End Corner King provides added quiet and natural light, while the Back Bay King room is perfect for travelers seeking comfort with its walk-in shower.

Dining & Refreshments

On-site dining is offered at the Trophy Room, which serves an American menu with options for brunch, dinner, and drinks. Guests can enjoy signature pineapple treats and local coffee during Afternoon Delights in the lobby.

Leisure & Local Area

Staypineapple provides complimentary bikes for exploring the city and is situated within walking distance to the Boston Public Garden, Fenway Park, and entertaining events at the Boston Center for the Arts. The location also offers convenient access to public transportation including Arlington Station for direct trains to Fenway Park.

Services & Accessibility

Additional services include a 24-hour front desk, high-speed internet access, and help-yourself coffee in the lobby. The hotel also features the DOG FRIENDLY Pineapple Pup Package, making it suitable for pet owners.

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Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals

South End Corner King

2 persons

18 m²

1 King-size bed

Shower

Coffee machine

room details

Back Bay King

2 persons

18 m²

1 King-size bed

Shower

Coffee machine

room details

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

Charming Design!

“The room decor was innovative and thoughtfully curated, making our stay a good visual experience.” view full review

Cozy Comfort

“The bed was exceptionally cozy, and the room included unique space-saving features that enhanced our comfort.” view full review

Spotless & Cute

“The bathroom was not only immaculate but also had charming details that made it a pleasure to use.” view full review

Convenient Amenities

“The provision of tea, coffee, and complimentary bottled water in the room made our stay even more enjoyable and convenient.” view full review

General

No smoking on site
Free Wi-Fi
24-hour reception
Pets allowed
Luggage storage
Lift
Smoke detectors
Fire extinguishers
Key card access

Services

Pet amenities available
Housekeeping

Dining

Restaurant
Bar/ Lounge area

Room features

Air conditioning
Heating
Tea and coffee facilities
Ironing facilities

Media

Flat-screen TV

Location

26 Chandler St, Boston, Massachusetts, United States, 02116

Map view

26 Chandler St, Boston, Massachusetts, United States, 02116

City landmarks

Stadium

Fenway Park

2.2 km

Landmark

Boston Common

1.2 km

Market

Faneuil Hall Marketplace

2.2 km

Park

Boston Public Garden

1.2 km

Landmark

Freedom Trail

1.3 km

Museum

Museum of Fine Arts

2.1 km

Aquarium

New England Aquarium

2.2 km

Museum

Museum of Science

2.3 km

Museum

Boston Tea Party Ships & Museum

2.1 km

Library

Boston Public Library

870 m

Parking area

Skywalk Observatory

1.1 km

Square

Copley Square

780 m

Landmark

North End

2.4 km

Spa Centre

Newbury Street

1.2 km

Landmark

Freedom Trail walk

2.6 km

Church

Trinity Church

670 m

Cemetery

Granary Burying Ground

1.5 km

Landmark

Boston Children's Museum

2.4 km

Tower

John Hancock Tower

610 m

Monument

New England Holocaust Memorial

2.1 km

Monument

Bunker Hill Monument

3.4 km

Museum

The Paul Revere House

2.3 km

Landmark

Beacon Hill

1.9 km

Museum

Isabella Stewart Gardner Museum

2.5 km

Landmark

Quincy Market

2.2 km

Museum

The Institute of Contemporary Art

2.4 km

Public Building

Old State House

2.0 km

Museum

USS Constitution Museum

3.2 km

Theatre

Boston Symphony Hall

1.5 km

Landmark

Back Bay

930 m

Nearby

Boston Public Garden Facing the Arlington Street Entrance

George Washington Statue

400 m

Arlington Street Boston Public Garden

Ether Monument

400 m

Church

Arlington Street Church

400 m

Restaurants

The Trophy Room

0 m

26 Chandler Street

Wink & Nod

150 m

3 Appleton St

Masa

170 m

439 Tremont Street

Cosmica

160 m

40 Berkeley St Located in the Revolution Hotel

Bootleg Special

200 m

400 Tremont St

Club Cafe

280 m

209 Columbus Ave

Flour Bakery & Cafe

390 m

131 Clarendon St

Barcelona Wine Bar

320 m

525 Tremont Street

Citrus & Salt

270 m

142 Berkeley St

The Beehive

390 m

541 Tremont St

Getting around

City Centre

Boston20 min · 1.6 km

Airports

Logan International Airport (BOS)13 min · 8.6 km

Worcester Regional Airport (ORH)116 min · 76.7 km

Train

Boston South Station17 min · 1.4 km

Underground

Back Bay5 min · 400 m

Bus

Bus stop2 min · 100 m

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Property information and rules

Check-in

from 16:00-23:59

Check-out

until 12 pm

Guest Parking

No parking available.

Internet

is available in for free.

Children & extra beds

There are no cots provided in a room.

Pets

Pets are allowed on request.

Year renovated:

2011

Number of floors:

Number of rooms:

Former name

Chandler Inn Hotel

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Staypineapple, A Delightful Hotel, South End, Boston

About the Hotel

Rooms & Amenities

Dining & Refreshments

Leisure & Local Area

Services & Accessibility

Select your room type

Price and Room Availability Calendar

Facilities

General

Services

Dining

Room features

Media

Location

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