Staypineapple, A Delightful Hotel, South End

26 Chandler St, South End, Boston, United States - Show on map
3.5 61 reviews

Offering a shared lounge and various recreational opportunities, the comfortable Staypineapple, A Delightful Hotel, South End Boston is nestled in the fashionable Downtown Boston district, about 25 minutes by foot from the baseball stadium "Fenway Park". Offering bicycle usage, this Boston hotel is within easy reach of The Beehive.

Location

The hotel is near a subway station and 0.4 miles from Blue Man Group Boston. Attractions, located approximately 30 minutes' walk from the smoke-free Staypineapple, A Delightful Hotel, South End, include the Floating Boston Tea Party Ships & History Museum. Nature lovers will appreciate the proximity to The Lagoon, which is 0.3 miles away. Guests can visit historical sights, including New England Holocaust Memorial, located around 35 minutes by foot from this property, and learn more about Boston. The nearest metro station is 0.3 miles away.

Rooms

Staying at the non-smoking Staypineapple, A Delightful Hotel, South End Boston, you may choose from one of the 56 rooms featuring a flat-screen TV with satellite channels, as well as essentials such as ironing facilities.

Food & Drinks

The boutique hotel features a made-to-order breakfast. Guests can relax and have a snack in the lounge bar. It also features a lounge area for guests' comfort. Américaine cuisine is offered at Grill 23 & Bar, situated only steps away from the 4-star Staypineapple, A Delightful Hotel, South End.

Why choose Staypineapple, A Delightful Hotel, South End Boston

Select room

Main amenities

  • Free Wi-Fi

  • 24-hour services

  • On-site Dining

  • Air conditioning

  • Pets

General
  • Free Wi-Fi
  • 24-hour services
  • On-site Dining
  • Air conditioning
  • Pets
1/19

Internet

  • Free Wi-Fi

Parking options

  • Parking

Property services

  • 24-hour reception
  • Luggage storage
  • Pet amenities available
  • Housekeeping

Dining options

  • Restaurant
  • Bar/ Lounge area

In the rooms

  • Air conditioning
  • Heating
  • Tea and coffee facilities
  • Ironing facilities

Devices

  • Flat-screen TV

General facilities

  • No smoking on site
  • Lift
  • Smoke detectors
  • Fire extinguishers
  • Key card access

Pets

  • Pets allowed

Important information

Check-in:
from 16:00 until 23:59
Check-out:
until 12:00
  • Children and extra beds
  • There are no cribs provided in a room.

Enter dates to see availability

From USD 97 per night
Check-in 31 Jan 2026
Check-out 1 Feb 2026
Guests 2 guests

Adults:

2

Children:

0
Special offers & deals Limited offer

Early Booking Discount

Up to 20% off
Save up to 20% when you book at least 30 days before your trip.

Members Only Rate

Up to 15% off
Join now to unlock up to 15% off on your dates – visible to members only.

Summer Deal

Up to 15% off
Make the most of summer with up to 15% off and free breakfast – limited-time offer.

Mobile-Only Deal

An exclusive discount – get up to 10% off when you book from your phone.

Family Package Deal

Up to 20% off
Save up to 20% with special family packages that include your stay, meals, and fun for the kids..

Rooms

Photos of Staypineapple, A Delightful Hotel, South End Boston

Location of Staypineapple, A Delightful Hotel, South End Boston

26 Chandler St, South End, Boston, United States

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    Guest reviews of Staypineapple, A Delightful Hotel, South End Boston

    8.4 Very Good
    960 reviews

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    100% Verified Reviews
    Enter dates to see availability
    From USD 97 per night
    Check-in 31 Jan 2026
    Check-out 1 Feb 2026
    Guests 2 guests

    Adults:

    2

    Children:

    0
    Check-in & out
    31 Jan 2026
    1 Feb 2026
    Guests
    2 guests
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    Details:

    26 Chandler St, Boston, United States

    Important information
    Staypineapple, A Delightful Hotel, South End
    Check-in:
    from 16:00 until 23:59
    Check-out:
    until 12:00
    • Children and extra beds
    • There are no cribs provided in a room.