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Staypineapple, A Delightful Hotel, South End Boston Exterior photo

Exclusive direct rates

up to 10% less

than on Booking.com

Key details

About the Hotel

26 Chandler St, Boston, 02116

Great

8.5

9.0

/10

4.2

4.3

“The South End is a beautiful area perfect for leisurely strolls.”view full review

Providing guests with bicycle rentals, the 4-star non-smoking Staypineapple, A Delightful Hotel, South End Boston is located approximately a 25-minute walk from the Floating Boston Tea Party Ships & History Museum. Boasting a location within reach of the Trinity Church, the comfortable hotel offers 56 rooms and a lounge bar onsite.

Location

Situated 1.2 km from Boston Common Public Park, this hotel also gives access to such sports venues as the multi-purpose TD Banknorth Garden Arena, which is 2.2 km away. The Museum of Fine Arts is within 30 minutes' walk of the Staypineapple, A Delightful Hotel, South End and Logan airport is 5 km away.

Nature lovers will enjoy the vicinity of Beacon Hill, located a mere 1.8 km away. Standing about 20 minutes' walk away, the historic Unitarian Christian church "King's Chapel" is a hard-to-miss divine tourist destination.

Staypineapple, A Delightful Hotel, South End is just 500 m from Back Bay underground station and fairly close to Arlington city rail.

Rooms

The rooms are equipped with coffee/tea making equipment, along with a flat-screen TV with satellite channels for guests' comfort.

Eat & Drink

Dining options also include Wink & Nod, situated 5 minutes' stroll away.

Leisure & Business

A shared lounge and various recreational opportunities are featured at the Staypineapple, A Delightful Hotel, South End Boston.

Select your room type

Staypineapple, A Delightful Hotel, South End offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals

South End Corner King

2 persons

18 sq. feet

1 King-size bed

Coffee machine

Shower

room details

Back Bay King

2 persons

18 sq. feet

1 King-size bed

Bay view

Coffee machine

Shower

room details

Price and Room Availability Calendar

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August 2026 - August 2027

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Check-in/ Check-out

Facilities

Amenities designed for comfort – Perfect for layovers & transit travelers

Tasty Eats at Trophy Room

“I had to mention the food at The Trophy Room bar & restaurant! The pineapple teriyaki wings were absolutely delicious and a must-have. It made dining in the hotel a good experience, and paired with their excellent draft beer, it was the perfect way to unwind after a day of exploring.” read full review

Cozy and Clever Design

“My Beautiful King Room was thoughtfully designed with clever storage solutions. I appreciated the large drawer underneath the bed where I could stash my bigger suitcase. It was cozy and efficient, making the most out of the space provided!” read full review

Heavenly Sleep Experience

“The bedding in my room was incredibly comfortable! I loved the European-style duvet, made for a snug and restful night's sleep after a long day. It was exactly what I needed for a good stay!” read full review

Fun Streaming Options

“I was actually surprised to find that I could easily connect my device to stream my favorite shows right on the room's TV. This little feature added a great touch to my downtime in the cozy room - it was like home!” read full review

Facilities: Great

8.4/10Review score