- Check-in
- 14 Nov 2026
- Check-out
- 15 Nov 2026
1 night · 1 room · 2 adults
Last priced: Back Bay King
Non-refundable rate.
room only
$335 USD total · 1 night
Recorded price · confirmed again before you book.
Staypineapple, A Delightful Hotel, South End
26 Chandler Street, MA 02116 Boston
1 night, 30 days ahead, refundable, 2 adults Price history ↓
- Now
- $351
- Median
- $469
- All-time floor
- $139
- Nights measured
- 28
Choose your stay
Explore the hotel’s room types
Room descriptions from the hotel. Available rooms and prices for your dates appear above.
- Back Bay Kingsleeps 2, up to 1 of them a child · 18 m² · 1 extra-large double bed (super-king size), 181–210 cm wide
Room details
This 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 wide
Room details
This double room features a tea and coffee maker and a flat-screen TV with streaming services. The unit has 1 bed.
November 2026 · 4 recorded stays
- Check-in
- 14 Nov 2026
- Check-out
- 15 Nov 2026
1 night · 1 room · 2 adults
Last priced: Back Bay King
Refundable · deadline confirmed before payment.
room only
$351 USD total · 1 night
Recorded price · confirmed again before you book.
- Check-in
- 14 Nov 2026
- Check-out
- 21 Nov 2026
7 nights · 1 room · 2 adults
Last priced: Deluxe King
Non-refundable rate.
room only
$2,998 USD total · 7 nights
Recorded price · confirmed again before you book.
- Check-in
- 14 Nov 2026
- Check-out
- 21 Nov 2026
7 nights · 1 room · 2 adults
Last priced: Deluxe King
Refundable · deadline confirmed before payment.
room only
$3,016 USD total · 7 nights
Recorded price · confirmed again before you book.
December 2026 · 4 recorded stays
- Check-in
- 14 Dec 2026
- Check-out
- 15 Dec 2026
1 night · 1 room · 2 adults
Last priced: Deluxe King
Non-refundable rate.
room only
$165 USD total · 1 night
Recorded price · confirmed again before you book.
- Check-in
- 14 Dec 2026
- Check-out
- 15 Dec 2026
1 night · 1 room · 2 adults
Last priced: back bay king
Refundable · deadline confirmed before payment.
room only
$169 USD total · 1 night
Recorded price · confirmed again before you book.
- Check-in
- 14 Dec 2026
- Check-out
- 21 Dec 2026
7 nights · 1 room · 2 adults
Last priced: Deluxe King
Non-refundable rate.
room only
$934 USD total · 7 nights
Recorded price · confirmed again before you book.
- Check-in
- 14 Dec 2026
- Check-out
- 21 Dec 2026
7 nights · 1 room · 2 adults
Last priced: Deluxe King
Refundable · deadline confirmed before payment.
room only
$941 USD total · 7 nights
Recorded price · confirmed again before you book.
January 2027 · 4 recorded stays
- Check-in
- 13 Jan 2027
- Check-out
- 14 Jan 2027
1 night · 1 room · 2 adults
Last priced: Deluxe King
Non-refundable rate.
room only
$99 USD total · 1 night
Recorded price · confirmed again before you book.
- Check-in
- 13 Jan 2027
- Check-out
- 14 Jan 2027
1 night · 1 room · 2 adults
Last priced: Deluxe King
Refundable · deadline confirmed before payment.
room only
$102 USD total · 1 night
Recorded price · confirmed again before you book.
- Check-in
- 13 Jan 2027
- Check-out
- 20 Jan 2027
7 nights · 1 room · 2 adults
Last priced: Deluxe King
Non-refundable rate.
room only
$1,029 USD total · 7 nights
Recorded price · confirmed again before you book.
- Check-in
- 13 Jan 2027
- Check-out
- 20 Jan 2027
7 nights · 1 room · 2 adults
Last priced: Deluxe King
Refundable · deadline confirmed before payment.
room only
$1,031 USD total · 7 nights
Recorded price · confirmed again before you book.
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About this hotel
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.
More about this hotel
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!
At a glance
- Address
- 26 Chandler Street, MA 02116 Boston
- Hours
- Check-in from 16:00 · check-out by 12:00
Hotel details
Loading hotel location…
Amenities
In the room
- Air conditioning
- 24-hour front desk
Food and drink
- Restaurant
- Bar
Internet and work
- Free WiFi
Services
- Luggage storage
Families and pets
- Pets allowed
Accessibility and safety
- Lift / Elevator
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
Hotel policies
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
14 Oct 202614 Nov
median now $469
Show the 28 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 |
| 23 Oct 2026 | $562 |
| 24 Oct 2026 | $564 |
| 25 Oct 2026 | $402 |
| 26 Oct 2026 | $582 |
| 27 Oct 2026 | $611 |
| 28 Oct 2026 | $517 |
| 29 Oct 2026 | $391 |
| 30 Oct 2026 | $337 |
| 31 Oct 2026 | $335 |
| 1 Nov 2026 | $315 |
| 2 Nov 2026 | $397 |
| 3 Nov 2026 | $425 |
| 6 Nov 2026 | $554 |
| 8 Nov 2026 | $260 |
| 9 Nov 2026 | $243 |
| 10 Nov 2026 | $139 |
| 11 Nov 2026 | $168 |
| 12 Nov 2026 | $259 |
| 14 Nov 2026 | $351 |
- Now
- $351
- Median
- $469
- All-time floor
- $139
- Nights measured
- 28
- Among comparable hotels, last sweep
- 10th of 27
- Cheaper than
- 67% of readings
- Swings
- ±37%
- Refundable vs not
- 1% more
Other measured stays
| Stay | Now | Median | Low | High | Nights |
|---|---|---|---|---|---|
| 1 night, 30 days ahead, non-refundable | Now$335 | Median$464 | Low$126 | High$831 | Nights28 |
| 1 night, 30 days ahead, refundable | Now$351 | Median$469 | Low$139 | High$844 | Nights28 |
| 1 night, 60 days ahead, non-refundable | Now$165 | Median$210 | Low$88 | High$597 | Nights32 |
| 1 night, 60 days ahead, refundable | Now$169 | Median$212 | Low$98 | High$603 | Nights32 |
| 1 night, 90 days ahead, non-refundable | Now$99 | Median$122 | Low$86 | High$231 | Nights25 |
| 1 night, 90 days ahead, refundable | Now$102 | Median$135 | Low$98 | High$241 | Nights25 |
| 7 nights, 30 days ahead, non-refundable | Now$2,998 | Median$2,874 | Low$1,480 | High$4,267 | Nights32 |
| 7 nights, 30 days ahead, refundable | Now$3,016 | Median$2,955 | Low$1,489 | High$4,396 | Nights32 |
| 7 nights, 60 days ahead, non-refundable | Now$934 | Median$1,477 | Low$934 | High$3,076 | Nights32 |
| 7 nights, 60 days ahead, refundable | Now$941 | Median$1,556 | Low$941 | High$3,165 | Nights32 |
| 7 nights, 90 days ahead, non-refundable | Now$1,029 | Median$1,004 | Low$685 | High$1,371 | Nights32 |
| 7 nights, 90 days ahead, refundable | Now$1,031 | Median$1,029 | Low$689 | High$1,411 | Nights32 |
Deals we’ve published here
live and past — every one stays up as a record
- 1 night from 11 Nov 2026 · refundable$169 totalended 14 Oct 202667% below its normal rate · published 13 Oct 2026
- 7 nights from 6 Dec 2026 · refundable$1,229 totalended 12 Oct 202633% below its normal rate · published 7 Oct 2026
- 1 night from 27 Dec 2026 · refundable$102 totalended 29 Sep 202636% below its normal rate · published 29 Sep 2026
- 1 night from 24 Nov 2026 · refundable$100 totalended 26 Sep 202671% below its normal rate · published 26 Sep 2026
The claim on each is the one we made when we published it; the deal page keeps the chart and says what the price did afterwards.
Other hotels we track in Boston
closest to this hotel’s latest recorded price · 1 night, 30 days ahead, refundable, 2 adults- Copley Square Hotel, a FOUND Hotel4★$342 a night
- AC Hotel by Marriott Boston Downtown4★$345 a night
- citizenM Boston Back Bay4★$349 a night
- Battery Wharf Hotel, Boston Waterfront4★$349 a night
- The Bostonian Hotel Boston4★$357 a night
- Charlesmark Hotel3★$358 a night
- Hotel Indigo Boston Garden by IHG4★$358 a night
- Aloft by Marriott Boston Seaport District4★$360 a night
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