Staypineapple, A Delightful Hotel, South End
26 Chandler Street, South End, Boston, MA 02116, United States of America – Excellent location – show map – Subway Access
Excellent location – rated 9.0/10! (score from 630 reviews)
Real guests • Real stays • Real opinions
Liked the building and location. Room was good if quirky. Bar and restaurant were great.

Great amenities for the price! The room is small but very clean and all that you need for a short stay. Enjoyed the ambiance in the lobby/bar. Staff is friendly and helpful. Very central location in Boston -- walking distance to restaurants and shops in the Back Bay, Public Garden, both the orange and green subway lines.

It was so cute and cozy. I loved returning here after a long day of exploring the city. The beds were super comfy. The food was excellent. A really good spot in the neighborhood where you can find lots of cafes and restaurants.

Such a cute place to stay! Great location, staff goes above and beyond, individual duvets, unlimited amenities. This was my granddaughter’s first hotel experience and I made a great choice. The rooms are small but we had everything we needed. Of course, she had to adopt Dash! 15/10 would recommend!

loved the vibe and pineapple decor and boutique-y feel. water bottles and welcome drink were a nice touch.

really nice hotel & perfect central location/ the staff is very friendly, competent and helpful

Clean, size of the room and location, comfortable bed. Also liked the theme

Everything - friendly staff,free drinks, clean room.

It was great. Free water and coffee. Drink ticket. Free bikes. Really comfy and clean room. Loved everything about it. Wish we had been staying more than one night.

Staff is great!! Rooms are small but very comfy. The robes and towels are great quality and soft. Hotel was very clean. We had a blast at the bar too.

- What guests loved the most:
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Richard
United Kingdom
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Janet
United States of America
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Erika
United States of America
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Bridget
United States of America
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Kim
Canada
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Manuela
Switzerland
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מרווה
Israel
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Thomas
United Kingdom
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Alice
United States of America
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Carrie
United States of America
Categories:
Stay in the heart of Boston – Excellent location – show map
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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.
This is our guests' favorite part of Boston, according to independent reviews.
Couples in particular like the location – they rated it 9.0 for a two-person trip.
- Is there a parking garage available at the hotel or nearby? How much does it cost?Hello, We do not have parking on site. We do recommend a garage on 100 Clarendon Street for $36 nightly. Thank you!Answered on 19 March 2021
- Is there an elevator?Yes, there is an elevator.Answered on 22 June 2020
- Can I ask 2 things? I’d need Wi-Fi for working so is it available in every room? Also, can I arrange laundry of clothes or is there somewhere nearby?We do have Wi-Fi available on the entire property as well as in every room. We, unfortunately, do not have any laundry or dry cleaning services on-sit..Answered on 2 February 2022
- What exactly does the Naked Experience mean? Is it the name of the linens?The Naked Experience is: A cozy, fresh, cuddly, luxurious, sleep-so-well-you-don't-remember-it night. Go ahead, Fall "In Sleep" With Us. Everything t..Answered on 19 June 2021
- Hello! Is there a microwave and mini fridge in room?Hello. Thank you for your inquiry. At this time we do not offer a microwave or mini fridge in our guest rooms. For your food and beverage needs we wou..Answered on 27 May 2022
- Still looking?
Trophy Room
Food: American
Open for: Brunch, Dinner

Travel Proud
This is a Proud Certified property where you can be extra sure of a welcoming stay.
House rules
Cancellation/
prepayment
Cancellation and prepayment policies vary according to accommodations type. Please enter the dates of your stay and check what conditions apply to your preferred room.
Children & Beds
Child policies
Children not allowed.
Crib and extra bed policies
Cribs and extra beds aren't available at this property.
Age restriction
The minimum age for check-in is 18
Pets
Pets are allowed. Charges may apply.
Staypineapple, A Delightful Hotel, South End accepts these cards and reserves the right to temporarily hold an amount prior to arrival.
The fine print
In response to the coronavirus (COVID-19), additional safety and sanitation measures are in effect at this property.
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.
FAQs about Staypineapple, A Delightful Hotel, South End
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The prices at Staypineapple, A Delightful Hotel, South End may vary depending on your stay (e.g. dates, hotel's policy etc.). To see prices, enter your dates.
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Check-in at Staypineapple, A Delightful Hotel, South End is from 4:00 PM, and check-out is until 12:00 PM.
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Staypineapple, A Delightful Hotel, South End is 1.1 miles from the center of Boston.
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Room options at Staypineapple, A Delightful Hotel, South End include:
- Double
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Staypineapple, A Delightful Hotel, South End has 1 restaurant:
- Trophy Room
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Staypineapple, A Delightful Hotel, South End offers the following activities/services (charges may apply):