Staypineapple, A Delightful Hotel, South End

4-star hotel · guest 8.5 (1,638 reviews) · Boston

26 Chandler Street, MA 02116 Boston

Tonight’s prices for this room

one row per question we ask nightly — stay length, booking lead, rate class
  1. 1 night from 22 Oct 2026, non-refundable$508
  2. 1 night from 22 Oct 2026, refundable$513
  3. 1 night from 21 Nov 2026, non-refundable$338
  4. 1 night from 21 Nov 2026, refundable$341
  5. 1 night from 21 Dec 2026, non-refundable$191
  6. 1 night from 21 Dec 2026, refundable$193
  7. 7 nights from 22 Oct 2026, non-refundable$3,676
  8. 7 nights from 22 Oct 2026, refundable$3,791
  9. 7 nights from 21 Nov 2026, non-refundable$1,373
  10. 7 nights from 21 Nov 2026, refundable$1,416
  11. 7 nights from 21 Dec 2026, non-refundable$902
  12. 7 nights from 21 Dec 2026, refundable$958

Prices we recorded on the last sweep, not offers — the whole stay as quoted, two adults. Book opens our checkout, which re-prices that stay with the supplier first; the live rate may differ from the one we recorded. The twelve-month picture for this room appears once the weekly planning sweep has priced it across the year.

About this hotel

what our rates supplier lists for it
Staypineapple, A Delightful Hotel, South End — buildingStaypineapple, A Delightful Hotel, South End — photo 2Staypineapple, A Delightful Hotel, South End — photo 3Staypineapple, A Delightful Hotel, South End — photo 4Staypineapple, A Delightful Hotel, South End — photo 5Staypineapple, A Delightful Hotel, South End — photo 6Staypineapple, A Delightful Hotel, South End — photo 7Staypineapple, A Delightful Hotel, South End — photo 8Staypineapple, A Delightful Hotel, South End — photo 9
Photos from our rates supplier.

Charming European-Style Boutique Hotel in Boston's South End

Modern Amenities: Each room at Staypineapple, South End boasts a flat-screen TV, iPod docking station, and a luxurious walk-in marble shower in the private bathroom.

Convenient Services: Guests can enjoy free WiFi, a work desk, and a direct line to the 24-hour front desk for any needs that may arise during their stay.

Prime Location: Situated in the historic South End, the hotel is just a short stroll away from renowned restaurants and attractions, including the vibrant Back Bay area and upscale shops on Newbury Street.

Ready to experience the perfect blend of comfort and sophistication? Book your stay at Staypineapple, South End now!

Address
26 Chandler Street, MA 02116 Boston
Hours
Check-in from 16:00 · check-out by 12:00
Staypineapple, A Delightful Hotel, South End, among the 103 Boston stays we track.

What guests scored over 1,638 reviews · 10 Dec 2025

Service
9.1
Value for Money
9.1
Location
8.7
Amenities
8.6
Overall Experience
8.6
Cleanliness
8.1
Food and Beverage
8.1
Room Quality
7.6

Rooms, as the supplier lists them

  • Back Bay Kingsleeps 2, up to 1 of them a child · 18 m² · 1 extra-large double bed (super-king size), 181–210 cm wideThis double room features a tea and coffee maker and a flat-screen TV with streaming services. The unit has 1 bed.
  • South End Corner Kingsleeps 2, up to 1 of them a child · 18 m² · 1 extra-large double bed (super-king size), 181–210 cm wideThis double room features a tea and coffee maker and a flat-screen TV with streaming services. The unit has 1 bed.

Facilities

  • Free WiFi
  • Air conditioning
  • Restaurant
  • Bar
  • Lift / Elevator
  • Pets allowed
  • 24-hour front desk
  • Luggage storage
and 20 more

In the room

  • Heating
  • Staff adhere to local safety protocols

Services

  • Daily housekeeping
  • Concierge service
  • Laundry washed per local authority guidelines

Families and pets

  • Pet bowls
  • Pet basket

Accessibility and safety

  • Non-smoking throughout
  • Fire extinguishers
  • First aid kit available
  • Smoke alarms

Other

  • Cashless payment available
  • Guest rooms disinfected between stays
  • Cleaning standards that are effective against Coronavirus
  • Hand sanitizer in guest room and key areas
  • Sanitized tableware & silverware
  • Invoice provided
  • Guests can opt-out any cleaning services during stay
  • Face masks for guests available
  • Key card access
Good to know before you book
  • Pets are not allowed.
  • Children are welcome.
  • Please note, guest must be a minimum of 18 years of age to check in.
  • Please note that, Reservations for 10 rooms or more need to be contracted as a Group with the hotel directly.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.
  • A deposit may be required at the property.

Price history

1 night, 30 days ahead, refundable, 2 adults
median $643
1 night, 30 days ahead, refundable, 2 adults · tracking since 15 Sep 2026
Show the 9 readings
DateNightly rate
14 Oct 2026$611
15 Oct 2026$674
16 Oct 2026$736
17 Oct 2026$844
18 Oct 2026$416
19 Oct 2026$557
20 Oct 2026$660
21 Oct 2026$643
22 Oct 2026$513
Now
$513
Median
$643
All-time floor
$416
Nights measured
9
Among comparable hotels, last sweep
13th of 44

We have 9 nights of prices for this room so far. Percentile, volatility and the refundable spread need at least 10 before they mean anything, so they are not shown yet.

How we measured this →

Every way we price this room

StayNowMedianLowHighNights
1 night, 30 days ahead, non-refundable$508$636$412$8319
1 night, 30 days ahead, refundable$513$643$416$8449
1 night, 60 days ahead, non-refundable$338$348$333$5979
1 night, 60 days ahead, refundable$341$354$337$6039
1 night, 90 days ahead, non-refundable$191$191$99$2319
1 night, 90 days ahead, refundable$193$195$102$2419
7 nights, 30 days ahead, non-refundable$3,676$3,904$3,474$4,2679
7 nights, 30 days ahead, refundable$3,791$4,026$3,586$4,3969
7 nights, 60 days ahead, non-refundable$1,373$2,720$1,373$3,0769
7 nights, 60 days ahead, refundable$1,416$2,806$1,416$3,1659
7 nights, 90 days ahead, non-refundable$902$1,127$902$1,3719
7 nights, 90 days ahead, refundable$958$1,164$958$1,4119

How we price a room →

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