Staypineapple, A Delightful Hotel, South End, Boston | Explore Room Options, Reviews & Pricing for 2025

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About the Hotel

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

Staypineapple, A Delightful Hotel, South End, a 4-star award-winning property in Boston's charming South End neighborhood, sits at the border of Back Bay, steps from historical sites and stylish stores. The hotel features The Naked Experience with European-style duvets, signature pineapple treats, and help-yourself coffee station in the lobby with yellow bikes for guest use.

Luxury Double Duvet Rooms

Each room at Staypineapple features European-style double duvets atop pillow-top beds with shimmering crystal lamps and charging points at yellow bedside tables. The South End Corner King rooms provide additional quietude with dual-window views.

Trophy Room Dining

The Trophy Room, a window-lined space, serves American classics and creative cocktails like the Trophy Wife with passion fruit and elderflower vodka. The adjacent Berkeley Perk Café offers breakfast tacos and omelets.

Market Entertainment Hub

The hotel area hosts the SoWa Open Market from summer through December, featuring artist and vintage wares. First Friday art markets add to the cultural scene.

Freedom Trail Access

Staypineapple Boston positions guests near the Freedom Trail, with easy access to the Old State House and Faneuil Hall Marketplace. Arlington Station is a 10-minute walk away, offering direct trains to Fenway Park.

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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

Corner King Room

Max:

2 persons

195 sq. feet

Bed options:

1 King-size bed

Shower

Coffee machine

room details

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Deluxe King Room

Max:

2 persons

195 sq. feet

Bed options:

1 King-size bed

Shower

Coffee machine

room details

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Price and Room Availability Calendar

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Getting around

Available transportation options

City Centre

Boston 1.0 mi

Airports

Logan (BOS) 5.3 mi

Worcester Regional (ORH) 47.7 mi

Train

Boston South Station4600 ft

Underground

Back Bay1400 ft

Bus

Bus stop400 ft

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

Wi-Fi

Parking

Luggage storage

24-hour services

24-hour reception

General

No smoking on site
Wi-Fi
No parking
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

1.4 mi

139 Tremont St

Boston Common

3900 ft

Market

Faneuil Hall Marketplace

1.4 mi

Park

Boston Public Garden

4100 ft

Boston

Freedom Trail

4200 ft

Museum

Museum of Fine Arts

1.3 mi

Aquarium

New England Aquarium

1.4 mi

Museum

Museum of Science

1.4 mi

Museum

Boston Tea Party Ships & Museum

1.3 mi

Library

Boston Public Library

2900 ft

Parking area

Skywalk Observatory

3700 ft

Square

Copley Square

2600 ft

Boston

North End

1.5 mi

Spa Centre

Newbury Street

3900 ft

32 Mallard Cove Way

Freedom Trail walk

1.6 mi

Church

Trinity Church

2200 ft

Cemetery

Granary Burying Ground

5100 ft

308 Congress St

Boston Children's Museum

1.5 mi

Tower

John Hancock Tower

2100 ft

Monument

New England Holocaust Memorial

1.3 mi

Monument

Bunker Hill Monument

2.1 mi

Museum

The Paul Revere House

1.4 mi

Between Beacon St and Cambridge St Beacon Hill

Beacon Hill

1.2 mi

Museum

Isabella Stewart Gardner Museum

1.6 mi

4 S Market St

Quincy Market

1.3 mi

Museum

The Institute of Contemporary Art

1.5 mi

Public Building

Old State House

1.2 mi

Museum

USS Constitution Museum

2.0 mi

Theatre

Boston Symphony Hall

5100 ft

Boston

Back Bay

3100 ft

Nearby

Boston Public Garden Facing the Arlington Street Entrance

George Washington Statue

1400 ft

Arlington Street Boston Public Garden

Ether Monument

1400 ft

Church

Arlington Street Church

1400 ft

Restaurants

The Trophy Room

0 ft

26 Chandler Street

Wink & Nod

500 ft

3 Appleton St

Masa

600 ft

439 Tremont Street

Cosmica

600 ft

40 Berkeley St Located in the Revolution Hotel

Bootleg Special

700 ft

400 Tremont St

Club Cafe

1000 ft

209 Columbus Ave

Flour Bakery & Cafe

1300 ft

131 Clarendon St

Barcelona Wine Bar

1100 ft

525 Tremont Street

Citrus & Salt

900 ft

142 Berkeley St

The Beehive

1300 ft

541 Tremont St

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