1,080 reviews
From
$10526 Chandler Street, Boston, 02116, Massachusetts, United States
1,080 reviews
1/26
Restaurant
Free wifi
Streaming service (like Netflix)
Air conditioning
Bar
24-hour front desk
Non-smoking rooms
Elevator
Welcome to Staypineapple, A Delightful Hotel, located in the vibrant South End neighborhood of Boston. With its charming decor and delightful amenities, this 4-star hotel offers a truly memorable stay for travelers seeking a unique experience.
Situated at 26 Chandler Street, Staypineapple is conveniently located just 1mi from the city center, making it the perfect base for exploring all that Boston has to offer. With 1080 glowing reviews, it's clear that guests are consistently impressed by the exceptional service and luxurious accommodations provided by the hotel.
The rooms at Staypineapple are equipped with all the essentials for a comfortable stay, including free WiFi, air conditioning, and free toiletries. The hotel also offers a range of additional amenities, such as a 24-hour front desk, a bar, and an on-site restaurant. Whether you're traveling for business or leisure, Staypineapple provides a relaxing and inviting atmosphere for guests to relax and unwind.
So why wait? Book your stay at Staypineapple, A Delightful Hotel, South End, Boston today and experience the charm and hospitality that this unique hotel has to offer. Prices start from $105, so don't miss out on this delightful destination in the heart of Massachusetts.
When it comes to dining options, Staypineapple, A Delightful Hotel has you covered. On-site, you'll find the Trophy Room, a modern restaurant offering delicious American cuisine. Whether you're in the mood for a hearty breakfast to kickstart your day or a flavorful dinner to satisfy your taste buds, the Trophy Room provides a delightful dining experience. Immerse yourself in the vibrant ambience and indulge in the mouthwatering dishes prepared by the talented chefs. So, whether you're craving a classic burger or exploring the diverse flavors of American cuisine, the Trophy Room offers a culinary journey that will leave you satisfied and craving more.
At Staypineapple, convenience is key, and that includes the payment options. Cash is not accepted, but fear not, as the hotel accepts a variety of payment methods to ensure a hassle-free transaction. From Diners Club to American Express, from Mastercard to UnionPay, you can choose the payment method that suits you best. So whether you prefer to tap your card or swipe it, you can rest assured that your stay at Staypineapple will be a seamless experience, starting from the moment you arrive to the time you check out.
Now let's talk about the rooms. Staypineapple offers two types of double rooms, each designed to provide a delightful stay. The Corner King Room, with its cozy 194 square feet, offers ample space for relaxation. Equipped with a comfortable king-size bed, it can comfortably accommodate two adults. If you're looking for a touch of luxury, the Deluxe King Room is the perfect choice. With the same room size and bed type as the Corner King Room, it provides a spacious and inviting atmosphere for a truly memorable stay. Whether you're traveling with a loved one or you simply enjoy the extra room to stretch out, the Deluxe King Room promises a delightful experience throughout your stay. So, why wait? Book your stay at Staypineapple, A Delightful Hotel, South End, Boston, and immerse yourself in the charm and hospitality that this unique hotel has to offer.
Prices start from $105, so don't miss out on this delightful destination in the heart of Massachusetts. With its prime location, delightful amenities, mouthwatering dining options, and comfortable rooms, Staypineapple, A Delightful Hotel is the perfect choice for travelers seeking a unique and memorable experience in Boston.
Closest airports
Logan International Airport
3miManchester Airport
44.3miNew Bedford Regional Airport
46.8miTheodore Francis Green State Airport
46.8miProvincetown Municipal Airport
47.5miRestaurant
Free wifi
Streaming service (like Netflix)
Air conditioning
Bar
24-hour front desk
Non-smoking rooms
Elevator
Show 10 photos
South End Corner, King Size
1 King Size Bed
190 sqft
Coffee machine
Flat-screen TV
Streaming service (like Netflix)
Tea/Coffee maker
x10
+
x6
More details
South End Corner King includes a king-size bed 150-183 width.
Show 9 photos
King Room, Bay View
1 King Size Bed
190 sqft
Coffee machine
Flat-screen TV
Streaming service (like Netflix)
Tea/Coffee maker
x10
+
x6
More details
Back Bay King includes a king-size bed 150-183 width.
Show 10 photos
Corner, King Size
1 King Size Bed
Pet Friendly
Free wifi
Flat-screen TV
Tea/Coffee maker
+
More details
Deluxe
1 King Size Bed
x4
+
x3
More details
Boutique, Queen Size
1 Queen Size Bed
More details
Economy, Queen Size
1 Queen Size Bed
Wifi
More details
King Room
1 King Size Bed
x4
+
x3
More details
Boutique, Twin
1 Twin Bed
More details
King Room, Bay View, Single Use
1 King Size Bed
More details
Deluxe, King Size, Single Use
1 King Size Bed
More details
South Corner, King Size
1 King Size Bed
More details
Single Room
More details
8.4
1,080 reviewsCategories of assessments
Cleanliness
Comfort
Location
Facilities
Staff
Value for money
WiFi quality
Featured reviews:
Patricia
10
May 2025
This hotel was great! We arrived in Boston late, at like 9pm, and walked to the hotel from the Back Bay train station. Check in was easy, the room was everything we needed after a long travel day- it was clean, friendly, the bed was comfortable, the decor was cheerful, the bathroom was very clean and it contained everything we needed. I wish we stayed longer than just the one quick night and I would definitely stay here again.
The price was very expensive for a one night place to sleep after a long travel day. If we had stayed longer and taken advantage of more of the hotels offerings, it would have made the price reasonable.
Chuck11231
9.1
April 2025
We were able to check in a little early, which helped us open up our afternoon a bit. We were warmly greeted and welcomed like the long- lost returnees that we were- it has been a few years since we had stayed here. The bar food and experience had improved since the last time, which made it an appealing option to consider for an early dinner. We were able to settle in and begin a long-awaited vacation.
We felt much more at home this time. The rooms are fairly small but this time we made it work for us. The added "resort fees" and the room cleaning fees are annoying, in light of the fact that this is not a "resort", nor is room cleaning performed until after a second night's stay. We did not feel compelled to leave a gratuity, which is unusual for us. Otherwise, this was a good visit and an improvement over previous stays.
Michelle
8.2
August 2024
The staff is extremely friendly & helpful. The room was very clean and had cute decor. The room itself is about the size of a pineapple, but kudos to the designer who took a small space and made it work beautifully! We put our suitcase under the nightstand (although there is a special cutout under the bed for it). Super duper clean!! We enjoyed our stay. Only negative for us was that we stayed on the 2nd floor which was directly above the restaurant/bar and we could hear the music (earplugs did not do the trick). I would suggest requesting a higher floor if you are a light sleeper. But all -in - all, great place to stay!
Isabella
8.2
November 2024
The position of the hotel is great and central, and the neighborhood around is very nice. The staff was welcoming and friendly. The hotel had a bar/restaurant open to the public on the ground floor, and it was nice and full of young people. Indeed, I suggest to choose this stay if you are a young couple or group of friends. When booking, I’ve found this option the most convenient in terms of quality-price.
Of course the convenient price with respect to other structures comes at some cost. The room was on average clean but furniture was quite dusty and the bathroom was tiny. The room cleaning service is provided just if you stay more than 2 nights. Furthermore, there was light coming from the window - which could be easily solved with a pair of curtains - + the window was not soundproof and could hear all the traffic coming from the street outside.
Rebecca
10
September 2024
I loved the eclectic decor inside the room and the inventive use of the pull up desk counter. The glam theme and lighting was a nice touch as well. I appreciated the free water bottle that I refilled at the lobby cooler. Although I didn't use either of the 2 free bikes for use from sunup to sunset, it was nice to have as an option to get around.
I had only 1 minor issue with the window falling inward after a few hours of being opened (upwards). Apparently it was off its tracks and the force of the wind suction as I opened the door to the room, was enough to pull the windows further off its tracks and fall into the room. Fortunately, no one was by the window when that happened, but it was startling and involved a call for maintenance to come up. I was only slightly delayed for my next appointment, but it's something that I hope was permanently fixed, so the next occupant won't have the same incident. Additionally, the bathroom sink is so small that washing one's face results in a lot of water dripping down one's arms and onto the floor. I know it's a tight spot but a bigger sink is really necessary.
Steve
10
June 2024
The hotel was truly delightful! Clean and nicely appointed. Bed was really comfortable and AC really got the room cold. Location was perfect. Two breakfast spots and a 7-11 right around the corner. Easy walk to the T station. Parking in front of the hotel made it really easy to load in bags.
A refrigerator. The rooms could really use a refrigerator. On our last day, I was on my way out, and the man at the desk looked at me and said "good morning". I got my car from the garage and parked in front of the hotel to load the bags, then remembered I had to grab something from 7-11. Before I could turn the corner, the same man came out and started yelling at me to move my car or he was going to have it towed. I stared to walk back and explained to him that I was a guest and I was just running around the corner, but would be right back. He wasn't listening to me, and continued to yell at me to move my car. I finally walked all the back to him and said "I'm a guest! I'm staying here!"
Rose
9.1
October 2024
Perfect location in a nice neighbourhood, close to Back Bay, but quieter. Nice city view from 8th floor. The room was small, but thoughtfully designed. I had more space for my case than some bigger rooms we stayed in. Very comfy bed and the perfect soft pillow type. Lively bar on the ground floor, but didn't hear the noise from top floor (requested a quieter room, so thanks for that). Love the modern concept and branding.
Water went a bit hot/cold in shower, but not a huge problem. More storage for your own toiletries in the bathroom would be useful.
Louise
9.1
April 2024
This is a really wonderful hotel - the location is perfect for local places to eat, with a short walk into the main shopping area. The staff are wonderful - super friendly and lots of lovely touches (free drink in the bar on arrival; our room was decorated with balloons and rose petals as it was our honeymoon!), and the bar was full every night we were there (but we didn't hear a peep from it on the 5th floor). The only niggle which they can't really do anything about, is that I am very small and the monsoon shower heads are quite high up! The water pressure isn't strong so showers were ok, not great. Otherwise, perfect in every way.
Showers - see above!
Eir
8.2
December 2024
Thoughtful hospitality, quality environment and design.
Online check in was poorly worded and came across as aggressive on first read (seemed to indicate surprise $50 daily fee for example but that was just a temporary authorization). I was expecting to get nickeled and dimed after that, but that was not the case, we were even welcomed by the pleasant staff with a complimentary drink. Mini fridges would be a great room addition but otherwise thoughtfully and chicly designed and good quality eg Moen showerheads
James
9.1
April 2024
Great location - South End and near Back Bay. Great decor and very quiet room - I upgraded to a corner room, so no one passed by my door. Would recommend doing this - well worth it. Very comfortable bed with two duvets instead of fitted sheets. Also had the most controllable temperature settings of any hotel I've stayed in with air con and adjustable radiator - both worked and could get the room temp just right. Great place for breakfast round the corner. Felt pretty safe walking back from restaurants at night. Check in and check out really easy and staff friendly and helpful. So much nicer than the corporate hotels I usually stay in for work trips. Highly recommended.
A mini fridge would be nice!
Attractions
Back Bay
0.4miBoston South End
0.4miGibson House Museum
0.6miLouisburg Square
0.8miVilna Shul
0.9miOld South Meeting House
0.9miBoston Old State House
1miBoston Massacre Site
1.1miMIT Museum
1.7miCambridge Common
3.3miLongfellow House (Washington's Headquarters)
3.5miBattle Road Trail
13.5miSalem Witch Village
15.1miConcord
15.6miThe Old Manse
16.5miAttractions
Back Bay
0.4miBoston South End
0.4miGibson House Museum
0.6miLouisburg Square
0.8miVilna Shul
0.9miOld South Meeting House
0.9miBoston Old State House
1miBoston Massacre Site
1.1miMIT Museum
1.7miCambridge Common
3.3miLongfellow House (Washington's Headquarters)
3.5miBattle Road Trail
13.5miSalem Witch Village
15.1miConcord
15.6miThe Old Manse
16.5miAirports
Logan International Airport
3miManchester Airport
44.3miNew Bedford Regional Airport
46.8miTheodore Francis Green State Airport
46.8miProvincetown Municipal Airport
47.5miTrophy Room
Cuisines
Ambiances
Restaurant
Free wifi
Streaming service (like Netflix)
Air conditioning
Bar
24-hour front desk
Non-smoking rooms
Elevator
Activities
Bicycle rental
Bathroom
Hairdryer
Shower
Cleaning Services
Daily housekeeping
Food & Drink
Bar
Restaurant
Tea/Coffee maker
Front Desk Services
24-hour front desk
Baggage storage
Concierge
Invoice provided
General
Air conditioning
Elevator
Heating
Non-smoking rooms
Pet basket
Pet bowls
Pet Friendly
Smoke-free property
Internet
Free wifi
Kitchen
Coffee machine
Media & Technology
Flat-screen TV
Streaming service (like Netflix)
TV
Physical distancing
Cashless payment available
Safety & security
Fire extinguishers
Key card access
Smoke alarms
Safety features
First aid kits available
From 16:00
Guests are required to show a photo identification and credit card upon check-in
Until 12:00
Pets are allowed. Charges may apply.
WiFi is available in all areas and is free of charge.
Age restriction may apply
Parking may not be available
Child policies
Children of all ages are welcome.
To see correct prices and occupancy info, add the number and ages of children in your group to your search.
Crib and extra bed policies
No capacity for extra beds or cribs.
Discover,
Mastercard,
Diners Club,
Visa,
American Express,
UnionPay
This property does not accept cash.
Are pets permitted at Staypineapple, A Delightful Hotel, South End?
Absolutely! You are more than welcome to stay with your beloved pet at Staypineapple, A Delightful Hotel, South End. Just keep in mind that there might be charges associated with bringing your furry friend along.
At what times are check-in and check-out at Staypineapple, A Delightful Hotel, South End?
For Staypineapple, A Delightful Hotel, South End, you can check in after 04:00 PM and the check-out deadline is 12:00 PM.
What are the rates at Staypineapple, A Delightful Hotel, South End?
Rates at Staypineapple, A Delightful Hotel, South End commence from $105. However, final pricing may depend on room choices and booking dates. Always input your stay dates for precise rates.
Which room categories can I book at Staypineapple, A Delightful Hotel, South End?
The Staypineapple, A Delightful Hotel, South End offers two types of rooms. The Corner King Room and Deluxe King Room both have a room size of 194 sqft and do not allow smoking. Both rooms can accommodate 2 adults and have one King size bed.
What activities does Staypineapple, A Delightful Hotel, South End offer?
Guests at Staypineapple, A Delightful Hotel, South End, can make the most of their time by exploring the leisure amenities offered. The hotel provides an adults-only environment, creating a peaceful and relaxing atmosphere for guests. They can unwind and enjoy their favorite cocktails at the bar, adding to their overall experience.
For those looking to explore the surroundings, the hotel also offers bicycle rentals. This gives guests the opportunity to head out and explore the area at their own pace, enjoying the scenic beauty and discovering new places.
To satisfy their cravings, guests can dine at the hotel's on-site restaurant, Trophy Room. The restaurant offers a modern ambiance and serves American cuisine, providing a delightful dining experience for guests.
With these leisure amenities and dining options available, guests at Staypineapple, A Delightful Hotel, South End, can enjoy a pleasant and fulfilling stay during their visit.
Are there restaurants located within Staypineapple, A Delightful Hotel, South End?
Yes, the hotel has a restaurant on site called Trophy Room. It offers a modern ambiance and serves American cuisine.
What methods of payment does Staypineapple, A Delightful Hotel, South End accept?
Staypineapple, A Delightful Hotel, South End accepts the following payment methods: Diners Club, Discover, American Express, Mastercard, Visa, and UnionPay. Unfortunately, the hotel does not accept cash.
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