Staypineapple, A Delightful Hotel, South End is at 26 Chandler Street, Boston. Guests rate it 8.5 out of 10 across 1,638 reviews. It is 0.5 miles from Back Bay. Check-in is from 04:00 PM, check-out by 12:00 PM.
Checking live rooms and prices for your dates…
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!
Summarised from guest reviews. Scores out of 10.
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.
The cheapest month to stay at Staypineapple, A Delightful Hotel, South End is January 2027, averaging $135 a night; the most expensive is October 2026 at $525. On average it runs 32% below the Boston hotel average.
| Check-in month | Average per night | Average per night |
|---|---|---|
| October 2026Most expensive | $525 | |
| November 2026 | $324 | |
| December 2026 | $169 | |
| January 2027Cheapest | $135 | |
| February 2027 | $195 | |
| March 2027 | $296 | |
| April 2027 | $433 | |
| May 2027 | $445 | |
| June 2027 | $449 | |
| July 2027 | $381 | |
| August 2027 | $339 |
Average nightly room price at this hotel for each check-in date in the next 12 months, in US dollars, as quoted to Fly2Any on October 13, 2026. A planning guide, not a fare: search your dates for live prices.
Check-in at Staypineapple, A Delightful Hotel, South End is from 04:00 PM and check-out is by 12:00 PM.
Staypineapple, A Delightful Hotel, South End is 3.6 miles from Boston Logan International Airport in a straight line; driving distance is longer.
Yes. Back Bay is 0.5 miles from Staypineapple, A Delightful Hotel, South End in a straight line.
Guests rate Staypineapple, A Delightful Hotel, South End 8.5 out of 10 across 1,638 reviews. They most often mention friendly staff and clean rooms.
Yes. Staypineapple, A Delightful Hotel, South End lists free wifi among its amenities. Confirm details with the property for your dates.
The cheapest month to stay at Staypineapple, A Delightful Hotel, South End is January 2027, averaging $135 a night; the most expensive is October 2026 at $525. On average it runs 32% below the Boston hotel average.
