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Staypineapple, A Delightful Hotel, South End

3.0 star property
This charming South End boutique hotel blends warm hospitality with vibrant city energy, creating a perfect base for exploring Boston's historic neighborhoods

Choose dates to view prices

Staypineapple, A Delightful Hotel in South End offers a relaxing spot after exploring Boston. Enjoy the on-site bar and restaurant, free bike rentals to visit Copley Place and Newbury Street, and multilingual staff for local insights and authentic experiences.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Air-conditioning
  • Bar
  • 24/7 front desk
The current price is £173
includes taxes & fees
25 May - 26 May

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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

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 are 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 on 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.

Cots (infant beds) are not available

Payment types at the property

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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

We should mention

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

Frequently asked questions

Is Staypineapple, A Delightful Hotel, South End pet-friendly?

Yes, this property allows dogs (limit 2 total). There's a fee of USD 29.95 per pet, per night. Service animals are exempt from fees. Some restrictions may apply, so please contact the property for more details.

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

As of 22 May 2026, prices found for a 1-night stay for 2 adults at Staypineapple, A Delightful Hotel, South End on 25 May 2026 start from £173, 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.

How much is parking at Staypineapple, A Delightful Hotel, South End?

This property doesn't offer parking.

What time is check-in at Staypineapple, A Delightful Hotel, South End?

Check-in start time: 4 PM; check-in end time: midnight.

What time is check-out at Staypineapple, A Delightful Hotel, South End?

Checkout is at noon.

Where is Staypineapple, A Delightful Hotel, South End located?

Located in South End, this boutique hotel is within a 10-minute walk of Copley Square and Boston Common. Boston University and Fenway Park are also within 2 mi (3 km). Arlington Station is 8 minutes by foot and Tufts Medical Center Station is 9 minutes.

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on selected room rates because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

Reviews

9.0

Wonderful

9.4

Cleanliness

8.8

Location

9.2

Staff & service

8.8

Property conditions & facilities
Rating 10 - Excellent. 647 out of 1000 reviews
Rating 8 - Good. 226 out of 1000 reviews
Rating 6 - Okay. 69 out of 1000 reviews
Rating 4 - Poor. 32 out of 1000 reviews
Rating 2 - Terrible. 26 out of 1000 reviews

Reviews

Verified

10/10 Excellent

Karina

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Good location, great staff, clean rooms
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Laura

Liked: Cleanliness
Accommodations and staff were above what I expected. Will absolutely be back.
Stayed 1 night in Apr 2026
Verified

8/10 Good

Yuko

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great downtown location and affordable rates for budget travelers. The staff was great. The room (expesicially the barhtoom) was teeny-tiny.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Hortencia

Liked: Cleanliness, staff & service, amenities
Clean and great location. Wonderful service. Really enjoyed our stay and will return.
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities
The cleanliness of the entire property was above average, the friendliness was fantastic
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Matthew

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean and comfortable room. Smaller, but comfortable. Bed was very cozy and loved the robes. Good location we walked everywhere. Quite noisy at night from traffic outside. But would definitely stay again.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Aimee

Liked: Cleanliness, amenities, property conditions & facilities
Super cute room staff was great
Stayed 1 night in Jan 2026
Verified

8/10 Good

Debora

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I like this property. Fantastic location for this solo female traveler and the staff is super friendly. The room was small (expected in a historic space) so there was no place to sit other than the bed and no other furniture. Even leaving my suitcase open during my 3 night stay was a challenge in the small room’s foot print. What I really liked was the vibe and the amenities such a free refillable water bottle, real glasses and coffee cups in the room, and a bathrobe.
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

Skyler

Liked: Cleanliness, amenities, property conditions & facilities
Everyone was very kind and accommodating! Rooms were so cozy and clean. Would definitely stay again.
Stayed 1 night in Jan 2026
Verified

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean. Friendly and helpful staffs. Free water bottle.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Shuheng

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
24h water supply with welcome drink. Exactly what I need
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Jasmyn

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
Verified

10/10 Excellent

Joy

Liked: Cleanliness, amenities, property conditions & facilities
Loved this hotel. Convenient to everything, nice staff , rooms had everything you could need and the bed was very cozy. Loved the free reusable water bottle and the complimentary cocktail at the bar . Highly recommend
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Jan S

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
Verified

10/10 Excellent

waileong

Liked: Cleanliness, staff & service, amenities
staff and room are great
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

vasilios

Liked: Cleanliness, staff & service, property conditions & facilities
Making Pineapples Great Again
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Dandre

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

10/10 Excellent

Jan

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
Verified

10/10 Excellent

Janina

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The beds were incredibly comfortable. We loved the individual duvets. The decor and ambiance were amazing. The staff was kind. The snack pack upgrade was very disappointing and sparse vs the picture. However, the overall experience was memorable.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Theresa

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

10/10 Excellent

Loren

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Cute room, kind staff, great location.
Stayed 3 nights in Sep 2025
Verified

8/10 Good

steven louis

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent staff, incredible location for walking around town.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

JEAN-CHRISTOPHE

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Nice little hotel located in Back Bay. Friendly staff and nicely decorated rooms
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Kevin

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
Verified

10/10 Excellent

Lauren

Liked: Cleanliness, amenities, property conditions & facilities
Room was lovely. Clean and well maintained. The front desk stay were very friendly and helpful. I will definitely stay there again !
Stayed 5 nights in Nov 2025