What time is check-in and check-out at Staypineapple, A Delightful Hotel, South End?
Check-in is from 16:00 and check-out is by 12:00.
75 photos
Staypineapple, A Delightful Hotel, South End
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Key details
About the Hotel
26 Chandler St, Boston, 02116,
- Close to Copley Square
Great
8.5
9.0
4.2
4.3
Boutique hotel in Boston's South End with the exclusive Naked Experience bedding
Rooms & Amenities
Staypineapple, A Delightful Hotel, South End offers the exclusive
Dining & Entertainment
The on-site
Location & Exploration
The hotel sits on the border of Back Bay and South End, within walking distance to Fenway Park and the shops of Back Bay station. Guests can borrow one of the
Pet-Friendly Services
Staypineapple is a pet-friendly hotel with specialized dog amenities, including a
Highlights
Bedding: Naked Experience with individual duvets
Location: Back Bay and South End border
Dining: Trophy Room with all-American menu
Perks: Complimentary bikes & daily pineapple treats
Extra: No dog weight or breed restrictions
“Staypineapple charms with its playful pineapple theme and thoughtful perks like complimentary bikes; its location on the Back Bay-South End border puts much of Boston within easy reach. I especially appreciate the pet-friendly vibe and the unique 'Naked Experience' bedding, promising a cozy night's sleep. It's a fun, well-situated base for exploring the city.”
Select your room type
The hotel provides many room choices—family rooms, doubles, and pet-friendly suites—with breakfast, free cancellation, and special offers
South End Corner King
2 persons
18 m²
1 King-size bed
Coffee machine
Shower
room details
Back Bay King
2 persons
18 m²
1 King-size bed
Coffee machine
Shower
room details
Rates & availability calendar
See current prices and availability for your chosen dates!
September 2026 - September 2027
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Check-in/ Check-out
Facilities
Hotels feature amenities designed to keep both you and your pet comfortable
General
- No smoking on site
- Wi-Fi
- 24-hour reception
- Pets allowed
- Luggage storage
- Lift
- Smoke detectors
- Fire extinguishers
- Key card access
Guest Parking
- No parking available.
Services
- Pet amenities available
- Housekeeping
Dining
- Restaurant
- Bar/ Lounge area
Room features
- Air conditioning
- Heating
- Tea and coffee facilities
- Ironing facilities
Media
- Flat-screen TV
Show more
Dining Onsite
At Staypineapple, A Delightful Hotel, South End, dining is a charming exploration of modern American flavors. Guests can indulge in a vibrant atmosphere with locally-inspired dishes and the warmth of the South End neighborhood, making every meal a memorable experience.
Location
26 Chandler St, Boston, 02116,
Explore Boston
Explore South End
Boston Common
15 minutes' walk
The oldest city park in the U.S., featuring expansive green spaces, walking paths, and historical monuments.
Boston Public Garden
15 minutes' walk
Famous for its swan boats and vibrant flowerbeds, this tranquil garden offers picturesque views and relaxation spots.
Museum of Fine Arts
25 minutes' walk
Home to a vast collection of artistic masterpieces, with free admission days available for visitors. Worth a visit.
Freedom Trail
16 minutes' walk
A 2.5-mile-long path through historic Boston, featuring 16 significant sites that tell America's Revolutionary history.
Biking along the Charles River
10 minutes' drive
Scenic biking paths perfect for all levels. Rentals available nearby. Ideal for active travelers.
Yoga at Boston Common
15 minutes' walk
Outdoor yoga sessions provide relaxation amidst nature. Check seasonal schedules for classes.
Visit Newbury Street
15 minutes' walk
Shopping and culture merged on this famous street, featuring boutique stores and coffee shops.
The Trophy Room
1 minute' walk
Casual eatery with an eclectic menu. Famous for its burgers and craft cocktails. Reservations recommended.
Masa
3 minutes' walk
New Mexican cuisine in a vibrant setting. Signature dishes include enchiladas and tacos. Great for families.
Wink & Nod
2 minutes' walk
Innovative cocktails and unique dishes in a cozy vibe. Ideal for couples' nights out. Reservations suggested.
The Wilbur Theatre
10 minutes' drive
A historic venue hosting live performances, including comedy shows and concerts. Check the schedule for events.
House of Blues
15 minutes' drive
Famous music venue featuring a vibrant nightlife atmosphere with live bands. Great for music lovers.
Laugh Boston
10 minutes' drive
Comedy club offering stand-up performances. Perfect for a fun night out with friends, suitable for all ages.
Local transport and travel tips
Want access to early-bird pet-friendly hotel deals?
Access exclusive discounts today!
Property information and rules
Check-in
from 16:00-23:59
Check-out
until 12 pm
Guest Parking
No parking available.
Internet
Wireless internet is available in the entire hotel for free.
Children & extra beds
There are no cots provided in a room.
Pets
Pets are allowed on request.
Year renovated:
2011
Number of floors:
8
Number of rooms:
56
Former name
Chandler Inn Hotel
Reviews and Ratings
Feedback about Staypineapple, A Delightful Hotel, South End from previous guests about their experience.
Show moreShow less
Pros
Clean rooms
Comfortable beds
Good location
Friendly staff
Free drink
Cons
Non-working TV
Guest reviewsbased on 777 reviews
Michael from United Kingdom
Couple
Back Bay King
4 nights in November 2025
|
Reviewed: January 27, 2026
7/10
helpful staff bag storage small rooms noisy window
The bar onsite provided food. This was really nice. We had food there on a rainy night, so we didn't have to go out. The front desk staff was helpful. They answered all my questions. They allow you to store your bags if you arrive early. I would stay there again.
Rooms at this hotel are very small, and that includes the bathroom. I found my room quite noisy. The window did not close properly. It didn't lock. I could hear the train all hours.
0 Helpful
William from United Kingdom
Family with children
south end corner king
3 nights in November 2025
|
Reviewed: January 12, 2026
6/10
cramped room outside noise
the location was acceptable for my needs, close to public transport.
I was disappointed by the room size. It felt cramped and barely had space to move around. also, the noise from outside was a constant annoyance. I could hear street traffic all night. the window seemed to offer little sound insulation. I expected better for the price.
0 Helpful
Riley from Australia
Couple
South End Corner King
3 nights in November 2025
|
Reviewed: December 22, 2025
7/10
helpful staff spacious shower comfy bed old air conditioning undone stitching snapped whiskers
this place did impress. the staff was friendly and helpful, always willing to help with directions. i loved that the room had a large, spacious shower. the bed was super comfy, i slept soundly.
our air conditioning was very old. i found it difficult to use without a rattling sound. our dash, the dog, stitching was coming undone at his belly. i noticed his whiskers were snapped.
0 Helpful
Show more reviews
FAQs
About Staypineapple, A Delightful Hotel, South End
How far is Staypineapple, A Delightful Hotel, South End from Boston Logan International Airport?
The hotel is approximately 7 km from Boston Logan International Airport, which takes about 15 minutes by car.
What dining options are available at Staypineapple, A Delightful Hotel, South End?
The on-site Trophy Room offers a lively dining scene with an all-American menu.
Are there any notable attractions near Staypineapple, A Delightful Hotel, South End?
Nearby attractions include Fenway Park (1 km), Museum of Fine Arts (2 km), and the Freedom Trail (1 km).
Does Staypineapple, A Delightful Hotel, South End offer parking facilities?
The hotel provides limited on-site parking for a fee.
What amenities can guests expect in the rooms at Staypineapple, A Delightful Hotel, South End?
Rooms feature a flat-screen TV, free Wi-Fi, air conditioning, a work desk, and upscale designer bath products.
Does Staypineapple, A Delightful Hotel, South End provide any business services?
The hotel has a 24-hour front desk and offers free Wi-Fi throughout the property.
Are there recreational activities available at Staypineapple, A Delightful Hotel, South End?
Guests can use the complimentary bicycles provided by the hotel to explore the city.
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