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Staypineapple A Delightful Hotel South End

eee - (888) 420-1676
Staypineapple A Delightful Hotel South End, 26 Chandler Street, Boston, MA -(888) 420-1676
Area: Back Bay - Copley Square
(Map)
4.2
HOTEL RATING: 
VERY GOOD
4.2 out of 5 (1064 Ratings)
2.7 miles TD Garden
v11 mins driving
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The Spotlight on Staypineapple A Delightful Hotel South End

Chic Comfort in Boston’s South End

Modern European-style charm meets classic Boston character at Staypineapple A Delightful Hotel South End. Nestled in the historic South End neighborhood, this boutique property puts you within walking distance of Newbury Street, Back Bay, and a lineup of top-rated restaurants and attractions. With sleek rooms, walk-in marble showers, and thoughtful touches like iPod docks and free WiFi, it’s a stylish base for your concert night out—or recovery the next morning.

Why Concert-goers love it

Music fans love this hotel’s walkable location—you're just a short stroll from venues like the House of Blues and others around Back Bay. Despite the central spot, the vibe inside is quiet and relaxing, perfect after a high-energy night. Late check-out at 12:00 pm gives you time to sleep in, and the 24-hour front desk is a big plus for late arrivals post-show.

Who this Hotel is great for

  • Groups of friends looking for a central crash pad with easy access to bars and music venues
  • Solo travelers catching a big-name artist
  • Couples turning a concert into a romantic Boston weekend
  • Fans needing a quiet, stylish space to recharge
  • Budget-conscious music lovers who still want boutique flair

Food and Drink Options

While there’s no on-site restaurant, you’re surrounded by great eateries in the South End. Whether you're grabbing tacos at a local spot or indulging in late-night ramen, you won’t go hungry. Breakfast joints open late nearby are perfect for a slow morning after the show, and coffee lovers will appreciate the local cafés within a block or two.

Nightlife Options

No live music in-house, but you’re close to some of Boston’s best cocktail bars and lounges. From craft cocktails to cozy pubs, the South End and Back Bay put nightlife options within easy walking distance. It’s a great base to explore the scene before or after your concert.

What People Say

Guests rave about the hotel’s stylish design, spotless rooms, and friendly staff. The walkable location gets top marks, and many guests say it’s a hidden gem in a quiet but central spot. The comfortable beds and upscale bathrooms are also frequently praised—ideal for post-show recovery.

Areas for Improvement

The hotel doesn’t have a full-service restaurant or bar on-site, which some guests miss. And while the rooms are cozy and charming, they can feel a bit compact if you're traveling with a lot of gear. But for most concert-goers, the location and comfort make up for it.

The Bottom Line

This boutique gem offers style, quiet, and walkable convenience—a perfect stay for concert-goers exploring Boston’s music scene.
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7
1 room
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2 guests
Amenities View More
y
Free Internet
w
Non Smoking
r
Pets Allowed
x
Free Breakfast
j
Free Parking
u
Swimming Pool
E
Fitness Center
A
Business Center
B
Airport Shuttle
q
Accessible
Other Amenities
` Garden
` Air Conditioning
` Bar
` 24-Hour Front Desk
` Express Check-In/Check-Out
` Elevator
` Hair dryer
` Coffee/tea maker
` Children's playground
` bathrobes
` Fishing
` Karaoke
` Heating
` telephone
` alarm clock
` kitchenware
` Boating
` Concierge services
` Free Wi-Fi
` Off-Site parking
` Restaurant(s)
` Daily Housekeeping
` English
` Arabic
` French
` Spanish
` Non-Smoking Rooms Available
` Slippers
` taxi service
` Pub crawls
` Smoke alarms
` Fire extinguishers
` Guests can opt-out of daily cleaning service
` First aid kit available
` Cashless payment available
` Linens, towels and laundry washed in accordance with local authority guidelines
` Hand sanitizer in guest accommodation and key areas
` Invoices
` Sterilizing equipment
` Staff trained in safety protocol
` Free face masks
` Ticket services
` Contactless check-in/out
` Food delivery
` Audible alarm
` Complimentary drinking water
` Daily disinfection
` Ironing amenities
` Luggage storage & lockers
` Non-smoking property
` Room towels provided
` Separate shower/bathtub
` Spa services
` Toiletries provided
` Tour services
` TV & Movies/Shows
` Air conditioning in public area
` Heating in public area
` Desk/workspace available
` Allergy-free rooms available
` Cleaning products available
` Pets allowed (charges may apply)
` Alcoholic beverages available
` Bicycle rental (charges may apply)

Staypineapple A Delightful Hotel South End Guest Reviews

Overall Average Score: 
Very Good (4.2 out of 5)

Write a review

5

Exceptional - 5.0 out of 5

Andrew S, Boston, visiting Wilbur Theatre

Me and my girlfriend spent one night and were very pleased with our brief stay. Would definitely recommend the hotel to others, and if we found ourselves needing a place to stay in the Boston area would definitely stay at the Chandler Inn again.

Liked: Everything besides room temperature.
Disliked: Room was too hot - couldn't figure out how to turn the heat down.

3

Pleasant - 3.0 out of 5

Melissa, Providence, visiting Wilbur Theatre

Liked: Conveniently located; nicely decorated; cool bar downstairs.
Disliked: Bed was extremely uncomfortable.

4

Very Good - 4.0 out of 5

Anonymous Fri, 13 June 2025

Very good

Liked: The location was great
Disliked: No included breakfast

4

Very Good - 4.0 out of 5

Rebecca Tue, 10 June 2025

Very good

5

Exceptional - 5.0 out of 5

Ailis Mon, 9 June 2025

Lovely and fun hotel in...

Liked: Great location, lovely staff, very clean and comfortable room.
Disliked: Room was a little bit small and could do with some more storage

4.5

Wonderful - 4.5 out of 5

Annette Sun, 8 June 2025

Superb

4.5

Wonderful - 4.5 out of 5

Anthony Sat, 7 June 2025

Great value!

Liked: Room was small, but great. Good location, lots of eating places around. Bar at pineapple was very good too!
Disliked: Na

5

Exceptional - 5.0 out of 5

R Wed, 4 June 2025

Wonderful staff, location, and truly...

Liked: Staff are friendly and they love dogs; if you travel with a dog, they provide you with the bed, treats, water bowls, and poop bag; location is wonderful .. close to everything you want to see when going to Boston, parking is not as bad as some other reviews;
Disliked: n/a

5

Exceptional - 5.0 out of 5

Keith Sun, 1 June 2025

Exceptional

5

Exceptional - 5.0 out of 5

Patricia Wed, 28 May 2025

I do recommend this adorable...

Liked: 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.
Disliked: 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.

4.5

Wonderful - 4.5 out of 5

Sarah Tue, 27 May 2025

Superb

Liked: Beds were comfy, decor was super cute, and the staff was friendly

4

Very Good - 4.0 out of 5

Dennis Mon, 26 May 2025

Very good

Disliked: room is very tiny

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Staypineapple A Delightful Hotel South End 26 Chandler Street, Boston, MA