3 Star Hotel
Staypineapple, A Delightful Hotel, South End

About
Located in Boston's historic South End, this European-style boutique hotel offers modern guest rooms with free WiFi. Staypineapple, South End is within walking distance to many popular restaurants and attractions. Every room at The Staypineapple, South End features a flat-screen TV and iPod docking station. The private bathroom includes a walk-in marble shower. A work desk and telephone with access to the 24-hour front desk are provided for guest convenience. Only steps from the completely nonsmoking property are some of the city's most famous sites. The scenic Back Bay area, as well as the unique shops and gourmet restaurants of Newbury Street are within 10 minutes' walk.
Guest Rating
Very Good
Facilities
Cleanliness
Comfort
Location
Satisfaction
Room Options
Deluxe King
194 sqft • 1 King
Room Details and Photos
Staypineapple, A Delightful Hotel, South End - All Inclusive Reviews Rating
Very Good
Review summary
The hotel receives consistent praise for its cleanliness and comfortable rooms, with many guests noting that the accommodations meet essential needs despite some small size issues. Its location is highly regarded, being conveniently situated near public transport and local eateries, providing a quiet atmosphere while remaining accessible to downtown attractions. Guests also commend the friendly and helpful staff, contributing to an overall positive experience, though some mention that the pricing may feel high relative to the offerings.
Facilities
Cleanliness
Comfort
Location
Satisfaction
Stuart
•Posted on: 12-11-2025
Great location, comfortable room and clean
I was on the 7th floor and it was noisy, cleaning staff not considering the peace of its residents, doors banging, loud talking in the corridor, needs addressing as didn’t result for a peaceful morning
John
•Posted on: 10-14-2025
Hotel was well located. Staff were friendly, helpful and polite.
Would have liked the room to be a little bigger.
Mary J. C.
•Posted on: 9-30-2025
Location was perfect...walkable to restaurants and attractions. Great gayfriendly welcoming neighborhood. Residential and quiet. Bar in building had live music and friendly staff. Desk staff very helpful too.
Mary
•Posted on: 9-30-2025
Location was perfect...walkable to restaurants and attractions. Great gayfriendly welcoming neighborhood. Residential and quiet. Bar in building had live music and friendly staff. Desk staff very helpful too.
Alan
•Posted on: 9-8-2025
Comfortable bedrooms with everything you need
Breakfasts not of the best quality - are somewhere else after the first day
Nicole
•Posted on: 8-23-2025
Great location and very clean.
Bed was a little too firm
Anthony
•Posted on: 6-7-2025
Room was small, but great. Good location, lots of eating places around. Bar at pineapple was very good too!
Na
Patricia
•Posted on: 5-28-2025
This hotel was great! We arrived in Boston late, at like 9pm, and walked to the hotel from the Back Bay train station. Check in was easy, the room was everything we needed after a long travel day- it was clean, friendly, the bed was comfortable, the decor was cheerful, the bathroom was very clean and it contained everything we needed. I wish we stayed longer than just the one quick night and I would definitely stay here again.
The price was very expensive for a one night place to sleep after a long travel day. If we had stayed longer and taken advantage of more of the hotels offerings, it would have made the price reasonable.
Aileen
•Posted on: 4-13-2025
Great location if you want to be with the locals. Bar downstairs a plus!
Coreen
•Posted on: 4-13-2025
Adorable hotel! The location was excellent. Rooms were clean, comfortable, and cute. The rooms are very small, but they make excellent use of the space. The staff is lovely and helpful. The lobby has a great bar and restaurant. Would definitely stay here again!
Showing 1-10 of 65 reviews
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Top Amenities:
Guest Policies
Check-in:
After 04:00 PM
Check-out:
Before 12:00 PM
Pets:
Pets are allowed. Charges may apply.
Important Info:
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.
Features & Amenities
Highlighted Amenities:
Amenities & Services
location
Staypineapple, A Delightful Hotel, South End
26 Chandler Street, Boston, MA
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