Skip to Main Content.
List your propertySupportTrips
Members save 10% or more on over 100,000 hotels worldwide when you’re signed in
Sign in
Sign up, it’s free
Feedback

Staypineapple, A Delightful Hotel, South End

3.0 star property
Boutique hotel with restaurant, near Copley Square

Choose dates to view prices

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

Reviews

8.8 out of 10
Excellent

Popular amenities

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

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
The current price is NT$3,239
NT$4,671 total
includes taxes & fees
Nov 23 - Nov 24

Room options

Available filters for rooms
Showing 2 of 2 rooms

View all photos for South End Corner King

Premium bedding, down comforters, pillowtop beds, desk

South End Corner King

8.6 out of 10
Excellent
(8 reviews)

Highlights

Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Pillowtop bed
Premium bedding
Down duvet
Designer toiletries
Bathrobes
  • 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
(46 reviews)

Highlights

Air conditioning
Flat-screen TV
Hypo-allergenic bedding
Pillowtop bed
Premium bedding
Down duvet
Designer toiletries
Bathrobes
  • Sleeps 2
  • 1 King Bed

Similar properties

Deluxe Room, 2 Double Beds (Bath in Room) | 1 bedroom, premium bedding, down comforters, pillowtop beds

The Revolution Hotel

  • Pet friendly
  • Parking available
  • Free WiFi
  • Restaurant
9.0 out of 10, Wonderful, 2,214 reviews
The Revolution Hotel
Mod logo
Sign in to view eligible discounts and perks. More rewards for more adventures!
Sign inSign up, it's free

About the neighborhood

Map
26 Chandler St, Boston, MA, 02116

What's nearby

  • Copley Square - 8 min walk - 0.7 km
  • Boston Common - 13 min walk - 1.1 km
  • Fenway Park - 2 min drive - 2.2 km
  • New England Aquarium - 2 min drive - 2.2 km
  • TD Garden - 4 min drive - 3.6 km

Getting around

  • Logan International Airport (BOS) - 7 min drive
  • Boston, MA (BNH-Boston Harbor Seaplane Base) - 17 min drive
  • Beverly, MA (BVY-Beverly Municipal) - 33 min drive
  • Norwood, MA (OWD-Norwood Memorial) - 35 min drive
  • Bedford, MA (BED-Laurence G. Hanscom Field) - 35 min drive
  • Lawrence, MA (LWM-Lawrence Municipal) - 36 min drive
  • Portsmouth, NH (PSM-Portsmouth Intl.) - 72 min drive
  • Back Bay Station - 6 min walk
  • South Station - 21 min walk
  • Boston Ruggles Station - 25 min walk
  • Arlington Station - 8 min walk
  • Tufts Medical Center Station - 9 min walk
  • Copley Station - 10 min walk

Restaurants

  • ‪Club Cafe - ‬3 min walk
  • ‪The Friendly Toast - ‬4 min walk
  • ‪Berkeley Perk Cafe - ‬1 min walk
  • ‪Billy's Sub Shop - ‬1 min walk
  • ‪Trophy Room - ‬1 min walk

About this property

Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End puts you in a great location, within just a 10-minute walk of Copley Square and Copley Place. 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

DONE

Hotel size

    • 56 rooms
    • Arranged over 8 floors
DONE

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
DONE

Special check-in instructions

    • Front desk staff will greet guests on arrival at the property
DONE

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
DONE

Children

    • No cribs (infant beds)
DONE

Pets

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

Parking

    • No onsite parking
DONE

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 7-minute drive from Logan International Airport (BOS) and 9 minutes' walk from Copley Square. Travelers say that the hotel is in a great location.

Have a question?

AI iconBeta

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

Reviews

Staypineapple, A Delightful Hotel, South End Reviews

8.8

Excellent

9.4

Cleanliness

9.0

Location

9.2

Staff & service

9.2

Eco-friendliness

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)
  • The property has a welcoming and dog-friendly atmosphere with helpful staff and accessible pet access. (3 reviews)
AI Sparkle IconFrom real guest reviews summarized by AI.

Popular mentions

Room
Service staff
Location
Bed
Restaurant
Bar
Bathroom
Shower
Parking
Boutique hotel

Reviews

10/10 Exceptional

Great area & hotel

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

10/10 Exceptional

We loved our stay here! The hotel is great & the bar was super fun! The location was great, an easy walk to wherever you want go!
Melissa, 2-night trip

10/10 Exceptional

Fun hotel with unique decor. Would stay there again
Lisa, 2-night trip

8/10 Very good

A fun, friendly and comfortable hotel

A quirky hotel in a great location. Our bed was really comfortable and the staff were very friendly. It was nice to be given a refillable bottle on arrival that could be topped up with icy cold still or sparkling water in reception, along with two vouchers for further drinks from the fridge in reception. We had a fantastic stay!
Jack, 4-night trip

10/10 Exceptional

It’s in a nice location and the hotel is really cute. Severe able to walk to our event at the Wang and felt safe. The staff was very nice and there was a cute dog in residence.
Brigid, 1-night trip

10/10 Exceptional

Loved this quirky boutique hotel. It has great character, very clean, great walkable location. In south end - convenient to shopping and Fenway!
Linda, 1-night trip

10/10 Exceptional

Absolutely amazing bedding - very comfortable! We will definitely stay again - very walkable to the Boston Commons, shopping, restaurants and theater. Staff were very nice and personable. A wonderful stay.
Barbara, 2-night trip

10/10 Exceptional

Great location, friendly staff, and comfortable rooms. Yes, the rooms are smaller than average, but only if you're expecting American-style hotel rooms (which waste a lot of space). It was plenty spacious, and very comfortable.
Ryan, 4-night trip

10/10 Exceptional

Cute and fun

This is a cute, fun hotel. It is in a great location. Also offers a restaurant and bar. I love the bedding.
Kim, 2-night trip

10/10 Exceptional

It was cute and quirky. Many extra touches. I wish the on-site bar/restaurant was open for lunch. But overall delightful!!
Alison, 2-night trip

10/10 Exceptional

The most comfortable hotel I’ve ever stayed in!
Carl, 4-night trip

10/10 Exceptional

Amazing stay, will be back!
Cristian, 2-night trip

10/10 Exceptional

Simple hotel walking distance from station. Friendly basic comfortable
S, 1-night trip

10/10 Exceptional

enjoyed this boutique hotel

As noted in descriptions the room was small but very well situated to be comfortable and functional. Amenities to meet the needs of a few days of travel, bright comfortable space, conveniently located.
Amy, 2-night trip

10/10 Exceptional

Wonderful, quaint hotel. Very nice location in residential, walkable city neighborhood. Staff is very friendly and helpful. Nice bar in the lobby that was not too loud. Only complaint was a single cockroach that visited our bathroom.
Robert, 2-night trip

10/10 Exceptional

Such helpful staff!! And great with dogs
Katherine, 1-night trip

10/10 Exceptional

StayPineapple is a lovely quirky hotel located in downtown Boston. Very walkable with affordable dining options close by. The rooms are spic and span with modern upgrades and ever so comfortable beds. Plus, it is a phenomenal bargain in an expensive world.
Lori, 2-night trip

10/10 Exceptional

Great place
John, 4-night trip

10/10 Exceptional

Exceedingly good! We are so impressed with the concept and attention to detail in service and comfort. We will definitely choose Staypineapple when available.
Susana, 2-night trip

10/10 Exceptional

Great location with easy access to fun walkable neighborhoods and mass transit. Small rooms but as long as you know what to expect they’re entirely reasonable, with tasteful updates and nice amenities.
Wiley, 5-night trip

10/10 Exceptional

Free amenities, nice location close to Boston common and other restaurants. I thought customer service was great and the price was really really good.
Marlon, 1-night trip

10/10 Exceptional

Beautiful decor, excellent Location. good customer Service. I will Definitely stay here again. Very Cutesy Boutique Hotel. highly recommend
Erick, 2-night trip

10/10 Exceptional

The hotel is located in a very accessible area very close to the public garden and the Boston Common as well as many restaurants and places of interest. perfect location! It is a safe area to walk at anytime of the day. I enjoyed my stay very much!
Leonardo, 3-night trip

6/10 Good

limited dining only lunch and dinner no breakfast limited amenities not good for business meetings
Israel, 3-night trip

10/10 Exceptional

Great location- nice restaurant in lobby- great helpful staff. Would recommend!
Kelley, 2-night trip