Staypineapple, A Delightful Hotel, South End

Boutique hotel with restaurant, near Copley Square

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In the heart of South End, Staypineapple, A Delightful Hotel, South End offers a haven of relaxation. With a bar and restaurant on site, you can unwind with your favorite drink or meal. Explore the nearby Copley Place and Newbury Street on two wheels with free bicycle rentals or get insider tips from the multilingual staff.
VIP Access
Wonderful

Popular amenities

  • Pet friendly
  • Air conditioning
  • Bar
  • 24/7 front desk
  • Non-smoking

Main amenities (10)

  • Housekeeping (on request)
  • Restaurant and bar/lounge
  • Free use of bicycles
  • 24-hour front desk
  • Coffee/tea in a common area
  • Water dispenser
  • Multilingual staff
  • Concierge services
  • Luggage storage
  • Tour/ticket assistance

Feel at home (6)

  • Private bathroom
  • Cable/satellite TV service
  • Coffee/tea maker
  • Elevator
  • In-room climate control (air conditioning)
  • Premium bedding
$132 nightly
$154 total
Mar 22 - Mar 23
Total with taxes and fees

Room options

Shower, designer toiletries, hair dryer, bathrobes
Premium bedding, down comforters, pillowtop beds, desk
Premium bedding, down comforters, pillowtop beds, desk
Premium bedding, down comforters, pillowtop beds, desk

South End Corner King

Excellent
  • Sleeps 2
  • 1 King Bed
Shower, designer toiletries, hair dryer, bathrobes
Premium bedding, down comforters, pillowtop beds, desk
Premium bedding, down comforters, pillowtop beds, desk
Premium bedding, down comforters, pillowtop beds, desk

Back Bay King

Wonderful
  • Sleeps 2
  • 1 King Bed

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About the neighborhood

Map
26 Chandler St, Boston, MA, 02116

What's nearby

  • Copley Square - 6 min walk - 0.6 km
  • Copley Place - 6 min walk - 0.6 km
  • Newbury Street - 8 min walk - 0.7 km
  • Boston Common - 10 min walk - 0.8 km
  • Boston Marathon Finish Line - 10 min walk - 0.9 km

Getting around

  • Logan International Airport (BOS) - 14 min drive
  • Boston, MA (BNH-Boston Harbor Seaplane Base) - 16 min drive
  • Beverly, MA (BVY-Beverly Municipal) - 34 min drive
  • Lawrence, MA (LWM-Lawrence Municipal) - 37 min drive
  • Bedford, MA (BED-Laurence G. Hanscom Field) - 38 min drive
  • Norwood, MA (OWD-Norwood Memorial) - 40 min drive
  • Portsmouth, NH (PSM-Portsmouth Intl.) - 81 min drive
  • Back Bay Station - 7 min walk
  • South Station - 20 min walk
  • Boston Ruggles Station - 25 min walk
  • Arlington Station - 8 min walk
  • Tufts Medical Center Station - 9 min walk
  • Copley Station - 11 min walk

Restaurants

  • ‪The Friendly Toast - ‬4 min walk
  • ‪Club Café - ‬4 min walk
  • ‪Grill 23 & Bar - ‬4 min walk
  • ‪Billy's Sub Shop - ‬1 min walk
  • ‪The Banks Seafood and Steak - ‬6 min walk

About this property

Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End offers a great location, putting you within just a 10-minute walk of Copley Square and Boston Common. For a bite to eat, guests can check out Trophy Room, which serves American cuisine and is open for dinner. Other highlights at this boutique hotel include a bar/lounge and free bike rentals. Fellow travelers love the helpful staff and location. Public transportation is just a short walk: Arlington Station is 8 minutes and Tufts Medical Center Station is 9 minutes.

At a glance

Hotel size

    • 56 rooms
    • Arranged over 8 floors

Arriving/Leaving

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

Required at check-in

    • Credit card, debit card, or cash deposit required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 18

Children

    • No cribs (infant beds)

Pets

    • Pets allowed (dogs only, 2 total)*
    • Service animals welcome
    • Specific rooms only, restrictions apply*
    • Food and water bowls available

Parking

    • No onsite parking

Other information

    • Smoke-free property

Property amenities

Food and drink

  • Restaurant
  • Bar/lounge
  • Coffee/tea in a common area
  • Water dispenser

Services

  • 24-hour front desk
  • Concierge services
  • Tour/ticket assistance
  • Luggage storage
  • Multilingual staff
  • Free bicycle rentals

Facilities

  • 1 building/tower
  • Built in 1900
  • No plastic water bottles
  • Water dispenser

Accessibility

  • Elevator
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible concierge desk
  • Wheelchair-accessible registration desk

Room amenities

Be entertained

  • 50-inch flat-screen TV
  • Satellite TV channels
  • Streaming services

Home comfort

  • Climate-controlled air conditioning and heating
  • Coffee/tea maker
  • Bathrobes
  • Iron/ironing board (on request)

Sleep well

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

Freshen up

  • Private bathroom
  • Shower only
  • Designer toiletries
  • Hair dryer
  • Towels

Stay connected

  • Desk
  • Free local calls

Food and drink

  • Free bottled water

More

  • Housekeeping on request

Special features

Dining

Trophy Room - This restaurant specializes in American cuisine and serves brunch and dinner. Guests can enjoy drinks at the bar.

Fees & policies

Mandatory fees

You'll be asked to pay the following charges by the property at check-in or check-out. Fees may include applicable taxes:
  • Resort fee: USD 29.06 per accommodation, per night
  • Resort fee inclusions:
    • Additional inclusions
    • In-room bottled water
    • In-room coffee
    • Internet access (may be limited)
    • Sporting facilities or equipment

Pets

  • Service animals exempt from fees
  • Pets are allowed for an extra charge of USD 29.95 per pet, per night

Policies

Guests can rest easy knowing there's a smoke detector on site.
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).
This property accepts credit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard, American Express, Discover, Diners Club, Union Pay
Cashless transactions are available.
State tax ID - C0014880350
Please note that cultural norms and guest policies may differ by country and by property. The policies listed are provided by the property.

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

Does Staypineapple, A Delightful Hotel, South End offer free cancellation for a full refund?

Yes, Staypineapple, A Delightful Hotel, South End does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.

Are pets allowed at Staypineapple, A Delightful Hotel, South End?

Yes, dogs are welcome, with a limit of 2 total. There's a charge of USD 29.95 per pet, per night. Service animals are exempt from fees. Food and water bowls are available. Some restrictions may apply, so please contact the property for more details.

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

Sorry, there's no onsite parking at Staypineapple, A Delightful Hotel, South End.

What are the check-in and check-out times at Staypineapple, A Delightful Hotel, South End?

Check-in start time: 4 PM; Check-in end time: midnight. Check-out time is noon. Contactless check-out is available.

Is there an onsite casino at Staypineapple, A Delightful Hotel, South End?

No, this hotel doesn't have a casino, but Encore Boston Harbor (9-min drive) is nearby.

What is there to do at Staypineapple, A Delightful Hotel, South End and nearby?

Have fun during the warmer months with activities such as cycling.

Are there restaurants at or near Staypineapple, A Delightful Hotel, South End?

Yes, Trophy Room offers American cuisine.

What's the area around Staypineapple, A Delightful Hotel, South End like?

Staypineapple, A Delightful Hotel, South End is in South End, a short 8-minute walk from Arlington Station and 9 minutes' walk from Copley Square. Travelers say that the hotel is in a great location.

Have a question?

Get instant answers with AI powered search of property information and reviews.

Staypineapple, A Delightful Hotel, South End Reviews

9.0

Wonderful

9.4

Cleanliness

9.0

Location

9.2

Staff & service

8.8

Property conditions & facilities

What guests liked

  • The property's restaurant and nearby dining options were highly praised for their quality, variety, and convenience. (10 reviews)
AI Sparkle IconFrom real guest reviews summarized by AI.

Popular mentions

RoomService staffLocationBedRestaurantBathroomBarShowerParkingBoutique hotel
Verified

10/10 Exceptional

The room was clean, the staff was friendly and helpful, the bed was comfortable, and the location was within walking distance to many attractions. The only minor complaint I have is that the shower isn't great if you're over 6 feet tall.
William, 2-night trip
Verified

10/10 Exceptional

Clean and great location. Wonderful service. Really enjoyed our stay and will return.
Hortencia, 3-night trip
Verified

10/10 Exceptional

The cleanliness of the entire property was above average, the friendliness was fantastic
Robert, 1-night trip
Verified

10/10 Exceptional

staff and room are great
waileong, 2-night trip
Verified

10/10 Exceptional

clean, cute, great location, parking garage minutes away
Theresa, 1-night trip
Verified

10/10 Exceptional

Great stay
John, 2-night trip
Verified

10/10 Exceptional

Great place to stay when in Boston
Karen, 2-night trip
Verified

8/10 Very good

Boutique hotel in a very walkable area. Not a lot of food stores or restaurants, several parking garages ( but at the hotel) The hotel has a bar restaurant. Surprisingly good food ( tried just two items) Not a fan of the $30 resort fee. If price wise you are ok with that when included ( i paid $600 for 4 nights all taxes and resort fee included) it's not bad for Boston. Water provided. The keurig i didn't use. Needed to be cleaned. One night neighbors were loud but shut up once i knocked on their door, no issues. Building a tad old but not poor. Overall good stay.
Rafael, 4-night trip
Verified

8/10 Very good

Really cute hotel and good restaurant. On a cool Boston night room was warm and comforting. Enjoyed our visit Would go back again.
Rod, 1-night trip
Verified

10/10 Exceptional

Cute room, kind staff, great location.
Loren, 3-night trip
Verified

10/10 Exceptional

It was such a cozy place to stay. Would def stay here again
Genesse, 3-night trip
Verified

8/10 Very good

Excellent staff, incredible location for walking around town.
steven louis, 3-night trip
Verified

10/10 Exceptional

Nice little hotel located in Back Bay. Friendly staff and nicely decorated rooms
JEAN-CHRISTOPHE, 3-night trip
Verified

6/10 Good

Very cute and well branded. Had to move rooms after the first toilet didnt work. Sadly they said the fixed it but hadnt. 2nd room we could not control the heat. Is an older quirky building which i get. The people were awesome and loved that the bar was an actual local hang out... if the room quirks are fixed i would gladly go back
Lars, 2-night trip
Verified

10/10 Exceptional

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!
Kevin, 4-night trip
Verified

10/10 Exceptional

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.
John, 2-night trip
Verified

10/10 Exceptional

Room was lovely. Clean and well maintained. The front desk stay were very friendly and helpful. I will definitely stay there again !
Lauren, 5-night trip
Verified

10/10 Exceptional

Location
James, 4-night trip
Verified

10/10 Exceptional

Cute set up and fun vibe
Dena, 1-night trip
Verified

10/10 Exceptional

Great area & hotel

Loved the hotel, gay friendly area as well. Super cute, will stay again!
2-night trip
Verified

10/10 Exceptional

This is a great little hotel.
Gayle, 4-night trip
Verified

10/10 Exceptional

Previously stayed prior to it being changed to Staypineapple. Love the renovations and new look. Beds were comfy and completely dog friendly. Staff are friendly and helpful. Plan on staying there again. Enjoyed my stay.
Bianca, 4-night trip
Verified

10/10 Exceptional

Wonderful staff service! Appreciated the amenities and super cute aesthetic of the property.
Susan, 1-night trip
Verified

10/10 Exceptional

Great location
Clelia Maria, 5-night trip
Verified

10/10 Exceptional

Staff courteous. Very pretty room!
Yamel, 1-night trip