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Staypineapple, A Delightful Hotel, South End

3.0 star property
VIP Access

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Photo gallery for Staypineapple, A Delightful Hotel, South End

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

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pet friendly
  • Air conditioning
  • Bar
  • 24/7 front desk

Explore the area

View in a map
26 Chandler St, Boston, MA, 02116
  • Place, Copley Square
    ‪6 min walk‬
  • Place, Copley Place
    ‪6 min walk‬
  • Place, Boston Common
    ‪10 min walk‬
  • Airport, Boston, MA (BOS-Logan Intl.)
    ‪4 min drive‬
VIP Access
Curated for quality and service, VIP Access stays consistently receive our highest guest ratings.
  • Expect exceptional service
  • Extra savings and perks for Rewards members
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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

9.0 out of 10
Wonderful
(48 reviews)
  • Sleeps 2
  • 1 King Bed

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Exterior

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About the neighborhood

Boston

Located in South End, Staypineapple, A Delightful Hotel, South End is within a 10-minute walk of popular sights such as Copley Square and Boston Common. This 56-room, 3-star hotel welcomes guests with in-room amenities like iPod docks, coffee makers, and flat-screen TVs.

What's nearby

  • Copley Square - 6 min walk - 0.4 miles
  • Copley Place - 6 min walk - 0.4 miles
  • Newbury Street - 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

At Staypineapple, A Delightful Hotel, South End, guests have access to coffee in a common area, free use of bicycles, and a water dispenser. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls.
Guests can expect to find 50-inch flat-screen TVs with satellite channels. Pillowtop beds sport premium bedding and down comforters, and bathrooms offer hair dryers and designer toiletries. IPod docks, coffee makers, and free local calls are other standard amenities. Housekeeping is available on request.
Recreational amenities at the hotel include complimentary bicycles.

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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

  • This property welcomes pets for USD 29.95 per pet, per night
  • Dogs only
  • 2 total pets
  • Food and water bowls are available
  • Certain rooms only, restrictions apply
  • Guests can request a pet-friendly room by contacting the property at the number on the booking confirmation
  • Service animals exempt from fees

Property payment types

Important information

Fees

You'll be asked to pay these charges at the property:

  • 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

These are all of the charges provided to us by the property.

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

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

This list may not be comprehensive. Fees and deposits might 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
  • Check-in: 4 PM
  • Check-out: noon
  • Minimum check-in age: 18
The front desk is open 24 hours a day.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • No parking is available onsite.
  • Tax ID number is C0014880350.
  • This property accepts credit cards. Cash is not accepted. 
  • Onsite safety features include a smoke detector.
  • Cashless payment methods are available for all transactions.

Additional information about polices, regulations, and more:

  • No cribs or infant beds are available.
  • No rollaway or extra beds are available.
  • 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

Frequently asked questions

Is free cancellation available at Staypineapple, A Delightful Hotel, South End?

Staypineapple, A Delightful Hotel, South End offers free cancellation on certain room rates. For specific requirements, review the cancellation policy on our site.

How much does it cost to stay at Staypineapple, A Delightful Hotel, South End?

As of Apr 8, 2026, prices found for a 1-night stay for 2 adults at Staypineapple, A Delightful Hotel, South End on Apr 26, 2026 start from $212, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What's there to do close to Staypineapple, A Delightful Hotel, South End?

This hotel is situated in South End within a 10-minute walk of Copley Square, Boston Common, and Copley Place. You'll also find Boston Harbor and New England Aquarium within a short drive.

Is parking available on site at Staypineapple, A Delightful Hotel, South End?

No, there isn't parking available at the hotel.

Does Staypineapple, A Delightful Hotel, South End have a casino on the premises?

No, Staypineapple, A Delightful Hotel, South End doesn't have a casino.

Will I find an indoor pool at Staypineapple, A Delightful Hotel, South End?

No, there is no indoor pool at this hotel.

What will couples enjoy most about a stay at Staypineapple, A Delightful Hotel, South End?

Amenities that appeal to couples at this boutique hotel include a pillowtop mattress, streaming services, and bathrobes.

Are there hot tubs at Staypineapple, A Delightful Hotel, South End?

No, this hotel doesn't have a spa tub.

Does Staypineapple, A Delightful Hotel, South End feature a restaurant that includes a breakfast menu?

Yes, Staypineapple, A Delightful Hotel, South End serves brunch for a surcharge at Trophy Room.

Will Staypineapple, A Delightful Hotel, South End allow pets to stay for free?

Although they can't stay for free, dogs are welcome at Staypineapple, A Delightful Hotel, South End for a fee of USD 29.95 per pet, per night. The property also provides food and water bowls.

Does Staypineapple, A Delightful Hotel, South End have connecting rooms?

No, there aren't connecting guestrooms at this hotel.

How far is the airport from Staypineapple, A Delightful Hotel, South End?

The closest major airport to Staypineapple, A Delightful Hotel, South End is Boston, MA (BNH-Boston Harbor Seaplane Base), which is 4.8 mi away (16 minutes by car). Another top airport is Logan International Airport (BOS), which is located 4.8 mi away (14-minute drive).

Are there rooms with balconies that I can book at Staypineapple, A Delightful Hotel, South End?

No, at Staypineapple, A Delightful Hotel, South End, there aren't any guestrooms that list a balcony.

Staypineapple, A Delightful Hotel, South End Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 644 out of 1004 reviews
Rating 8 - Good. 233 out of 1004 reviews
Rating 6 - Okay. 70 out of 1004 reviews
Rating 4 - Poor. 32 out of 1004 reviews
Rating 2 - Terrible. 25 out of 1004 reviews

9.4/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.8/10

Property conditions & facilities

Reviews

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

6/10 Okay

Eleni

Traveled with partner
Liked: Cleanliness, staff & service
The staff were friendly, the location was conveniently located making it easy to walk around the city and overall the rooms were very clean and comfortable. We enjoyed the bedding and aesthetic of the rooms. The hotel is in a very old building and there were a few things that could have been fixed. The water knob was loose and kept falling during a shower, leaving us showering with extremely hot water. There was a hole in the wall where the electrical box was (the cover was taken off and never replaced). The walls are extremely thin. After 10pm you could hear every little thing the neighbours were saying and 2 of our 4 nights were could barely sleep due to the sounds of music, tv, and screaming from adjacent rooms. For the price we paid we would have expected a higher quality room, especially since there is a “resort fee” cost for basic things like water and wifi that we would have rather opt out of.
Stayed 4 nights in Nov 2025

10/10 Excellent

Kenneth

Traveled with group
Liked: Cleanliness, staff & service, amenities
Staff were great and helpful. Room was clean. The umbrella came in big as I forgot to bring one for the one rainy day.
Stayed 3 nights in Nov 2025

10/10 Excellent

Philip

Traveled with family
Liked: Cleanliness, staff & service, amenities
Great location. Check-in staff was exceptional. Nice room.
Stayed 2 nights in Nov 2025

8/10 Good

Heather

Stayed 1 night in Nov 2025

10/10 Excellent

Maija

Traveled with family
Liked: Cleanliness, staff & service, amenities
the room was very clean. bathroom is very small but shower was great and the towels were oversized, a big plus. bed was very comfy and came with 2 separate blankets which was amazing. the staff was friendly and helpful. i would definitely return
Stayed 1 night in Nov 2025