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Staypineapple, A Delightful Hotel, South End Boston - Boston, MA

New Hotel near Boston's Back Bay

This merchant is open for business and taking steps to help protect your health by following all applicable laws and regulations concerning COVID-19 safety.

What You Get

View local health guidelines for travel here

  • Stay for two in a back bay king room or south end corner king room

Policies and Fees

  • Reservations: Dates cannot be changed once booked; valid only for night(s) purchased.
  • Cancellation policy: 24-hours.
  • Additional fees: $15 daily amenity fee plus tax paid at check-in includes $10 eat + drink credit.
  • Rates may vary by date and are subject to availability.

No-shows will be charged total rate; no refunds, rescheduling, or rebooking allowed.

Hotel at a Glance: Staypineapple, A Delightful Hotel, South End Boston

In each guest room at Staypineapple, a large photo lays out the city’s skyline. If the image inspires travelers to get out and explore, they’re in luck: this new boutique hotel is within walking distance of shops and restaurants in Boston’s South End and Back Bay neighborhoods. There’s also a subway station a short walk away, and the hotel loans bicycles for leisurely rides.

  • The best views: South End corner king rooms
  • In-room tech: WiFi and TVs that let guests stream their own content

Boston’s Back Bay: Victorian Architecture and Historical Landmarks on the Charles River

Boston’s Back Bay used to be just that—a literal bay that extended into the Charles River. In the mid-1800s, developers added landfill and created the grid-style neighborhood that remains today. Victorian brownstones and kempt gardens line the wide avenues of this waterside enclave that lies just west of Beacon Hill. Boston is a highly walkable city with a good public transportation system to boot, so you’ll be able to get to several other neighborhoods as well, including the Boston Common, which is the starting point for the famed Freedom Trail.

Often called the Rodeo Drive of the East, Newbury Street stretches eight blocks east from Massachusetts Avenue to Arlington Street. The quaint tree-lined street is home to dozens of high-end retailers such as Chanel and Cartier, as well as vintage boutiques and consignment shops. Between Newbury and the Charles lies some of the most desirable real estate in Boston; the historic brownstones are worth checking out. The Esplanade, a 3-mile jogging path along the Charles, is especially popular in the summer.

Other Details

Room Details

Back Bay King Room

  • One king bed
  • Standard occupancy: 2
  • Maximum occupancy: 2

South End Corner King Room

  • One king bed
  • Standard occupancy: 2
  • Maximum occupancy: 2

Hotel Policies

  • Check in: 4 p.m.
  • Check out: 12 p.m.
  • $15 daily amenity fee includes: WiFi, fitness center, unlimited in-room bottled water, unlimited local & long distance phone calls, bike rentals, and $10 eat + drink credit.
  • Parking: parking is not available.
  • Smoking policy: no smoking inside the property.
  • Pet policy: dog friendly, $25 fee applies that includes use of water bowl, treats, dog waste bag dispenser with bags, and dog bed.
  • Accessibility: please contact property for handicap-accessibility requests or options.
  • Room upgrades: upgrades may be available by calling the property or at check-in for an additional cost.


  • WiFi
  • Rental bikes
  • Unlimited bottled water
  • In-room coffee and tea
  • Rooms include double duvet style bedding, comfy robes, and big fluffy towels
  • Afternoon delights featuring coffee and cookie welcome reception
  • Smoke-free property
  • Pineapple quick bites & bevvies including a variety of snacks, beer, wine, and other refreshments

The Fine Print

  • Dates cannot be changed once booked; valid only for night(s) purchased
  • 24-hour cancellation policy
  • No-shows will be charged total Groupon rate
  • Traveler name must match ID at time of check-in
  • No refunds will be processed by Groupon after check-in
  • Must be 21 or older to check in
  • Credit card required at check-in
  • $15 daily amenity fee plus tax due at check-in includes $10 eat + drink credit.

About Staypineapple, A Delightful Hotel, South End Boston

Getting There

  • Nearest airport: Boston Logan International (BOS; 6 mi)
  • Cab fare: about $30 from BOS
  • Nearest transit stop: Back Bay - South End Orange Line T station

Customer Reviews

100% Verified Reviews
All reviews are from people who have redeemed deals with this merchant.
15 ratings15 reviews
December 24, 2020
Loved this place. Place is clean, stylish, Bright, great city views, free bike rentals, and people there are friendly. Beds are super plushy, soft, and amazing. Plus its super pet friendly too!
13 ratings12 reviews
January 15, 2020
This hotel is so much fun & super cute .... I’d say for couples only as it is small , also spend the money & get the bigger room, it was worth it
16 ratings15 reviews
December 15, 2019
The bed was super comfy. The sheets were super soft.
9 ratings2 reviews
December 11, 2019
Great location!
6 ratings1 reviews
November 30, 2019
Exceptionally comfortable
6 ratings2 reviews
August 19, 2019
The room was modern, chic, and incredibly comfortable.
31 ratings7 reviews
April 6, 2019
Great place

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