Staypineapple prides itself on offering a modern hotel experience in the best locations. You can also expect comfortable accommodation, friendly, personalised service and novel amenities synonymous with this brand at Staypineapple, A Delightful Hotel, South End. The hotel’s beach cruiser style bike are free to use, before you’re tempted back by freshly brewed coffee.

Located in the South End, one of Boston’s finest neighbourhoods, Back Bay and many of the city’s famous historical sights and shopping plazas are within a mile radius. Faneuil Hall Marketplace, The Freedom Trail and Fenway Park, home of the Red Sox, can all be reached in less than two miles. Boston Logan International Airport is just over four miles away.

In stark contrast to its historical façade, guest rooms are furnished with European style bedding, signature cozy bathrobes (on request) and fluffy towels – all part of the Naked Experience. There’s unlimited custom blended Keurig coffee and bottled water, both replenished at the touch of the ‘Everything Button’. Rooms all offer a 50-inch HDTV and bedside iHome Bluetooth docking stations with USB chargers. Upgrade to a South End Corner King for more natural light and partial city views.

Accommodation details


Chandler St, 26

Check-in Details:

Normal Check-in: 16:00
Normal Check-out: 12:00


1.1 mi / 1.8 km from city centre

General facilities

  • 24-hour front desk
  • Air conditioning
  • High speed wireless

Other facilities

Staypineapple’s beach cruisers are the perfect way to explore this compact city, and they’re free of charge to use. Ride along the Freedom Trail or navigate the cycling tracks through one of America's oldest city parks – Boston Common.

Dining information

Trophy Room restaurant offers a small selection of breakfast items and snacks, 24-hours a day. You'll also find dinner here in the evenings, as well as brunch on the weekend.

Additional information

A resort fee is applicable and includes unlimited bottled water replenished daily in your room, high speed Wi-Fi on an unlimited quantity of devices and the use of hotel bikes – ask at the front desk for more information.

Plan your holiday

To search for prices and availability simply click the button below.

Check availability

Pick a departure date

Lowest available price this month

Prices shown are based on {0} departures. If you would like to fly from another departure point then please click here

Prices shown are updated every 24 to 48 hours.

Total price per adult

Flights + Hotel from ---


Based on 2 adults,   night(s).

room. .

Departing from {0}

Choose & continue

Change search

Why choose a British Airways Holiday?

Enjoy these great benefits:

92% of customers would buy again from BA Holidays
Getting prices





















































































# night(s) ---

from #,###pp

View all price and date options