Staypineapple, A Delightful Hotel, South End
· 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 night from 22 Oct 2026, non-refundable$508
- 1 night from 22 Oct 2026, refundable$513
- 1 night from 21 Nov 2026, non-refundable$338
- 1 night from 21 Nov 2026, refundable$341
- 1 night from 21 Dec 2026, non-refundable$191
- 1 night from 21 Dec 2026, refundable$193
- 7 nights from 22 Oct 2026, non-refundable$3,676
- 7 nights from 22 Oct 2026, refundable$3,791
- 7 nights from 21 Nov 2026, non-refundable$1,373
- 7 nights from 21 Nov 2026, refundable$1,416
- 7 nights from 21 Dec 2026, non-refundable$902
- 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








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
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 adultsShow the 9 readings
| Date | Nightly 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.
Every way we price this room
| Stay | Now | Median | Low | High | Nights |
|---|---|---|---|---|---|
| 1 night, 30 days ahead, non-refundable | $508 | $636 | $412 | $831 | 9 |
| 1 night, 30 days ahead, refundable | $513 | $643 | $416 | $844 | 9 |
| 1 night, 60 days ahead, non-refundable | $338 | $348 | $333 | $597 | 9 |
| 1 night, 60 days ahead, refundable | $341 | $354 | $337 | $603 | 9 |
| 1 night, 90 days ahead, non-refundable | $191 | $191 | $99 | $231 | 9 |
| 1 night, 90 days ahead, refundable | $193 | $195 | $102 | $241 | 9 |
| 7 nights, 30 days ahead, non-refundable | $3,676 | $3,904 | $3,474 | $4,267 | 9 |
| 7 nights, 30 days ahead, refundable | $3,791 | $4,026 | $3,586 | $4,396 | 9 |
| 7 nights, 60 days ahead, non-refundable | $1,373 | $2,720 | $1,373 | $3,076 | 9 |
| 7 nights, 60 days ahead, refundable | $1,416 | $2,806 | $1,416 | $3,165 | 9 |
| 7 nights, 90 days ahead, non-refundable | $902 | $1,127 | $902 | $1,371 | 9 |
| 7 nights, 90 days ahead, refundable | $958 | $1,164 | $958 | $1,411 | 9 |
Other hotels we track in Boston
priced nearest to this one tonight- Hilton Boston Logan Airport4★$481
- DoubleTree by Hilton Hotel Boston - Downtown3★$486
- Aloft by Marriott Boston Seaport District4★$500
- Wyndham Boston Beacon Hill4★$500
- AC Hotel by Marriott Boston Cleveland Circle4★$518
- Revere Hotel Boston Common4★$518
- The Westin Boston Seaport District4★$527
- Embassy Suites Boston at Logan Airport3★$534
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