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Staypineapple, A Delightful Hotel, South End

3.0 star property

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Photo gallery for Staypineapple, A Delightful Hotel, South End

Interior
Reception
Premium bedding, down comforters, pillowtop beds, desk
Bar (on property)
Lobby sitting area

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pet friendly
  • Air conditioning
  • Bar
  • 24/7 front desk
$244
$210 nightly
$244 total
Total with taxes and fees
Apr 26 - Apr 27

Explore the area

View in a map
26 Chandler St, Boston, MA, 02116
  • Place, Copley Square
    ‪6 min walk‬
  • Place, Newbury Street
    ‪8 min walk‬
  • Place, Boston Common
    ‪10 min walk‬
  • Airport, Boston, MA (BOS-Logan Intl.)
    ‪6 min drive‬

Room options

View all photos for South End Corner King

Premium bedding, down comforters, pillowtop beds, desk

South End Corner King

8.8 out of 10
Excellent
(9 reviews)
  • Sleeps 2
  • 1 King Bed

View all photos for Back Bay King

Premium bedding, down comforters, pillowtop beds, desk

Back Bay King

9.2 out of 10
Wonderful
(49 reviews)
  • Sleeps 2
  • 1 King Bed

Similar properties

Lobby sitting area
The Revolution Hotel
South End
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
4.5 out of 5, Wonderful, 2,567 reviews
$148 nightly
The price is $172
May 10 - May 11
Total with taxes and fees
The Revolution Hotel

About the neighborhood

Boston

With a stay at Staypineapple, A Delightful Hotel, South End, you'll be centrally located in Boston, within a 10-minute walk of Copley Square and Boston Common. .This boutique hotel is 1.7 mi (2.7 km) from New England Aquarium and 1.7 mi (2.8 km) from Boston University.

What's nearby

  • Copley Square - 6 min walk - 0.4 miles
  • Newbury Street - 8 min walk - 0.5 miles
  • Copley Place - 8 min walk - 0.5 miles
  • Boston Common - 10 min walk - 0.5 miles
  • Boston Marathon Finish Line - 10 min walk - 0.6 miles

Getting around

  • Back Bay Station - 7 min walk
  • Arlington Station - 8 min walk
  • Boston, MA (BNH-Boston Harbor Seaplane Base) - 16 min drive

Restaurants

  • ‪The Friendly Toast - ‬4 min walk
  • ‪Grill 23 & Bar - ‬4 min walk
  • ‪Club Café - ‬4 min walk
  • ‪Flour Bakery + Cafe - ‬5 min walk
  • ‪Life Alive Organic Cafe - ‬3 min walk

About this property

Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End offers 56 accommodations with complimentary bottled water and coffee/tea makers. Pillowtop beds feature down comforters and premium bedding. 50-inch flat-screen televisions come with satellite channels.

Bathrooms include showers, bathrobes, designer toiletries, and complimentary toiletries. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Hypo-allergenic bedding and irons/ironing boards can be requested. Housekeeping is provided on request.

Recreational amenities at the hotel include complimentary bicycles.
Make yourself at home in one of the 56 guestrooms featuring iPod docking stations and flat-screen televisions. Your pillowtop bed comes with down comforters and premium bedding. Satellite television is provided for your entertainment. Private bathrooms with showers feature designer toiletries and hair dryers.
This smoke-free hotel features complimentary bicycles on site.
Enjoy a satisfying meal at Trophy Room serving guests of Staypineapple, A Delightful Hotel, South End. Quench your thirst with your favorite drink at the bar/lounge.
Featured amenities include a 24-hour front desk, multilingual staff, and luggage storage.
Trophy Room - This restaurant specializes in American cuisine and serves brunch and dinner. Guests can enjoy drinks at the bar.

Property amenities

Internet

  • Available in all rooms: Free internet

Parking and transportation

  • No onsite parking available

Food and drink

  • A bar/lounge
  • A restaurant
  • Coffee and tea in common areas

Restaurants on site

  • Trophy Room

Things to do

  • Free bicycle rentals

Conveniences

  • 24-hour front desk
  • Luggage storage
  • Water dispenser

Guest services

  • Concierge services
  • Housekeeping (on request)
  • Multilingual staff
  • Tour and ticket assistance

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Elevator
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible concierge desk
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible registration desk

More

  • 1 building
  • 8 floors
  • Built in 1900
  • No plastic water bottles
  • Smoking not allowed
  • Water dispenser usage encouraged

Room amenities

Bedroom

  • Down comforter
  • Hypo-allergenic bedding
  • Pillowtop mattress
  • Premium bedding

Bathroom

  • Bathrobes
  • Designer toiletries
  • Hair dryer
  • Private bathroom
  • Shower
  • Towels provided

Entertainment

  • 50-inch flat-screen TV with cable/satellite channels
  • iPod dock
  • Streaming services

Food and drink

  • Coffee/tea maker
  • Free bottled water

More

  • Air conditioning (climate-controlled)
  • Desk
  • Free local calls
  • Heating (climate-controlled)
  • Iron/ironing board on request
  • Laptop workspace
  • Phone

Policies

Check-in

Check-in start time: 4 PM; Check-in end time: midnight
Minimum check-in age: 18

Check-out

Check-out before noon
Contactless check-out available

Special check-in instructions

Front desk staff will greet guests on arrival at the property
Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk

Pets

Pets allowed for an extra charge of USD 29.95 per pet, per night
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets
Specific rooms only, restrictions apply; pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation
Food and water bowls are available

Children and extra beds

Children are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Resort fee: USD 29.06 per accommodation, per night
The resort fee includes:
  • Additional inclusions
  • In-room bottled water
  • In-room coffee
  • Internet access
  • Sporting facilities or equipment

We have included all charges provided to us by the property.

Optional extras

  • Pet fee: USD 29.95 per pet, per night
  • Service animals are exempt from fees

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Tax ID - C0014880350
This property accepts credit cards; cash is not accepted
Cashless transactions are available
Safety features at this property include a smoke detector
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property

We should mention

This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly)

Property is also known as

Chandler Inn Hotel Boston
Chandler Boston
Staypineapple A Delightful Hotel South End
"Staypineapple A Delightful Hotel South End"
Staypineapple, A Delightful Hotel, South End Hotel
Staypineapple, A Delightful Hotel, South End Boston
Staypineapple, A Delightful Hotel, South End Hotel Boston

Staypineapple, A Delightful Hotel, South End Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 644 out of 1001 reviews
Rating 8 - Good. 228 out of 1001 reviews
Rating 6 - Okay. 70 out of 1001 reviews
Rating 4 - Poor. 32 out of 1001 reviews
Rating 2 - Terrible. 27 out of 1001 reviews

9.4/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.8/10

Property conditions & facilities

Reviews

8/10 Good

Lisa, North Bethesda

Traveled with family and small children
Liked: Cleanliness, amenities, property conditions & facilities
Excellent customer service, free water/seltzer for water bottles, bar connected to hotel with great breakfast (weekend only), adorable room decor, comfy bed, nice size tv, small keurig inside room and staff let my daughter & I stay in lobby area until time to leave for airport. The only reason I gave 4 stars is bc the size of the bathroom. Stand-up shower plus spa shower head was lovely, but overall very small space. Tiny sink and def can’t have 2 ppl in space at one time except if 1 person in shower. Please don’t let that deter you from staying at hotel because it’s lovely. There is a $25 daily resort fee, make sure you set that side if on a budget. Back Bay T stop abt 8 min walk super close & 15 min from Prudential Center shopping. Thank you for wonderful stay!
Stayed 3 nights in Jan 2026

10/10 Excellent

Brian

Stayed 1 night in Jan 2026

10/10 Excellent

Melissa

Stayed 1 night in Jan 2026

10/10 Excellent

Jan, Vancouver

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We always enjoy the Staypineapple experience. Nice room, comfortable, clean and great service. Good location only a few minute walk to the Metro.
Stayed 1 night in Jan 2026

10/10 Excellent

Jan S, Vancouver

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
We've been to several Staypineapple hotels and they're always great. Clean rooms with comfortable beds and nice little extras that make the stay more pleasant.
Stayed 1 night in Jan 2026

10/10 Excellent

Theresa

Liked: Cleanliness, staff & service, amenities
clean, cute, great location, parking garage minutes away
Stayed 1 night in Jan 2026

10/10 Excellent

Paola

Stayed 1 night in Jan 2026

10/10 Excellent

Dandre

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was absolutely amazing and met all needs.
Stayed 2 nights in Jan 2026

10/10 Excellent

Jasmyn

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Friendly and helpful staff, clean hotel and cute decor. Also, a great bar downstairs!
Stayed 3 nights in Dec 2025

8/10 Good

Jorge

Stayed 5 nights in Dec 2025

8/10 Good

David

Stayed 2 nights in Dec 2025

10/10 Excellent

Adam

Stayed 2 nights in Dec 2025

8/10 Good

Chelsea

Stayed 2 nights in Dec 2025

10/10 Excellent

Thomas

Stayed 1 night in Dec 2025

10/10 Excellent

John, Salem

Liked: Cleanliness, property conditions & facilities
Small but well layed out room. Small bathroom but very functional. Room was up to sate and very clean. Staff very friendly and helpful. Nice bar area.
Bathroom
No closet but very creative storage.
Wall mounted wide screen
All rooms have Keurig coffee makers.
Stayed 2 nights in Dec 2025

10/10 Excellent

Chris

Stayed 1 night in Dec 2025

10/10 Excellent

Griffin

Stayed 1 night in Dec 2025

10/10 Excellent

Nicholas

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Dec 2025

10/10 Excellent

Edward

Stayed 1 night in Dec 2025

10/10 Excellent

Yimo

Stayed 2 nights in Dec 2025

10/10 Excellent

Kevin

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
In an extremely cute area - a short walk and you're in this beautiful neighborhood with great shops and food. The hotel staff were so incredibly nice. The room was very comfortable. The bathroom is a little small, but very clean and has a great shower. Would absolutely stay here again!
Stayed 4 nights in Jun 2025

10/10 Excellent

Russell

Stayed 2 nights in Nov 2025

8/10 Good

Efrain

Stayed 1 night in Nov 2025

10/10 Excellent

Khytie

Stayed 3 nights in Nov 2025

10/10 Excellent

James

Business traveler
Liked: Cleanliness, staff & service, amenities
Location
Stayed 4 nights in Nov 2025