This ended 26 Sep 2026. At the latest successful check, the rate was $140 for 1 night (26 Sep 2026, 05:51 UTC). The page stays up because the record is the point — the price below is what we recorded, not what you can book now.

Price record · 26 Sep 2026

Staypineapple, A Delightful Hotel, South End — $100 a night, 71% below its normal rate

Rare pricemeasured over 12 nights

Staypineapple, A Delightful Hotel, South End, Boston. 4-star, room only. 1 night from Tuesday 24 November 2026, 2 adults, refundable. Normally $342; today $100.

4-star hotel · guest 8.5 (1,638 reviews) · Verified bookable at the supplier when published, 26 Sep 2026, 05:43 UTC — 3h ago. Written 26 Sep 2026, from the numbers as they stood then.

This room’s own readings

the series the claim was measured against
median $342
This room, 1 night, 2 adults, priced 60 days ahead — one reading a night, so each is a different check-in date
How we measured this

We’ve recorded 12 nights of prices for this room at a 60-day lead; their median is $342. The claim was measured against this room’s own median at publication, $342. At publication this stay was $100 for 1 night.

Show the 12 readings
DateNightly rate
13 Nov 2026$337
14 Nov 2026$354
15 Nov 2026$342
16 Nov 2026$481
17 Nov 2026$603
18 Nov 2026$580
19 Nov 2026$408
20 Nov 2026$343
21 Nov 2026$341
22 Nov 2026$170
23 Nov 2026$209
24 Nov 2026$100

How we decide something is a deal →

Full price history for this room →

About this hotel

what our rates supplier lists for it

Photos

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.

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

26 Chandler Street, MA 02116 Boston
Check-in from 16:00 · check-out by 12:00

What guests scored

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

The property

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!

The room in this deal

Back Bay Kingthis deal

Back Bay King — the supplier's photographs — photo 1Back Bay King — the supplier's photographs — photo 2Back Bay King — the supplier's photographs — photo 3Back Bay King — the supplier's photographs — photo 4Back Bay King — the supplier's photographs — photo 5Back Bay King — the supplier's photographs — photo 6
Photos from our rates supplier.
Sleeps
sleeps 2, up to 1 of them a child
Size
18 m²
Beds
1 extra-large double bed (super-king size), 181–210 cm wide
Board
room only

This double room features a tea and coffee maker and a flat-screen TV with streaming services. The unit has 1 bed.

In this room

  • Coffee/tea maker
  • Shower
  • TV
  • Hair dryer
  • Coffee machine
  • Bottle of water
The other room types this hotel lists (1) — none of them is this deal

These are not part of this deal. We have measured no price for them, and the button above books only the room named above.

  • 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

Facilities

What the hotel lists

  • 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.
Staypineapple, A Delightful Hotel, South End, among the 103 Boston stays we track.

Everything about Staypineapple, A Delightful Hotel, South End, and every price we have for it →

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