Staypineapple

I had the best birthday trip here. From time of (early) check in to (late) check out, I was treated like a princess. Shakty at the front desk was absolutely amazing and so kind. They accommodated me past my expectations & I will absolutely be staying here every time I visit San Diego. Thank you so much for an amazing birthday!

My boyfriend and I flew from Virginia Beach, VA to watch the Mets play the padres and we had the time of our life. The hotel is centrally located, just blocks from the stadium and there’s good eats around every corner! The staff is amazing especially Alan. Everyone made sure we were comfortable and enjoying ourselves. The rooms are super cute and comfy. Then down service every day if you need it. The only thing that would make the rooms better is a mini fridge! Also, Public transit is nearby and easy to navigate so we didn’t have to spend a ton on Ubers. Will definitely be staying here again. Thank you!

I call this location in order to book for my daughter’s birthday. Her first time stay in New York. I talked to Paul and he helped me save money by going on the official site. The have their own limited sales periodically. So I looked and there was a tax sale. I saved money and Paul was extremely patient too. I’m sure the stay will be perfect. Thanks so very much!!

Very cute for girls, kids, and some people that like feminine things. Flowers, butterflies, pastels.... The rooms are tiny. We got a connecting room, which was just 2 end rooms, we closed off the door to the hallway and left both room doors open. Then we had 2 bathrooms, a living area, and the bedroom. I enjoyed the atmosphere even though it was tiny. Everything was clean and in working order. The staff were friendly and helpful. I would go back, especially if I wanted to do something with some young ladies. Nice for a slumber party away from home!

My stay at StayPineapple was absolutely amazing!!! I booked a staycation for my birthday and when booking I commented that it was my birthday. When I arrived at my room, I was surprised to see they had decorated the room for me! So so sweet! The lobby is gorgeous and the room was pretty as well. The bed is so so comfy! I also like that they give you a refillable water bottle so that you can fill it from the fountain in the lobby and you get a coaster that you can trade in for an item from the fridge in the lobby. The location is also great, you can walk to pretty much anything you’re looking for whether that’s food, activities or shopping. Overall I’m so so happy that I stayed here. I would definitely come here again and have already recommended to my friends and family. Thank you StayPineapple!!

Freddie was friendly and great. We really enjoyed our stay and will be back!! Thank you Staypineapple and staff!

This place is amazing! The location is killer. The beds are like clouds. I took a gummy and woke up upside down in the bed I slept so hard. 😀 it’s so clean and quiet. The staff are great and the prices can’t be beat. A must stay!

I had the pleasure of staying at Staypineapple this past weekend for my brother's bachelor party. There was a group of about 15 of us that come and went during the course of the weekend. First off, the staff was very friendly and accommodating throughout the course of our stay. We all liked the little amenities like the free drink pass, water and coffee stations. Location-wise, it was the best possible area to stay and you were within 10-15 minutes of most of the biggest attractions. I plan on staying there again the next time I'm in Chicago.

Just got back from a girls trip and this hotel was great! Clean rooms and comfy beds. Great location. The bartenders at the lobby bar are great!

Service was TOP tier. Experience #1: I had a lovely lady accommodate my late 1am check-in post flight, and even though I booked through a third party, she gave me a complimentary upgrade to a room with a bedding configuration that was suitable for my friend and me. Experience #2: Alan was phenomenal. He gave me a generous extended check out and even gave me a kitchen knife to use to cut my limes for my water🥹 It’s the little things! Overall, great hotel with convenient amenities (bikes, water refill station, complementary beverages upon check-in, etc) in downtown Gaslamp District in San Diego.

We stay at StayPineapple in Chicago every time we go to the Windy City. The location is just a step away from the Art Institute, Millennium Park and some of our favorite restaurants ....like Eggys! We also love the food and bar at the Atwood right in the hotel. Sooo convenient and lovely. Choices for the adults and kids. Everyone is happy--especially with the free drinks that come with every visit. The folks at the desk are always helpful and even greet us personally when we arrive. Go on your birthday and you are treated like a queen. The building itself oozes with history because it was lovingly restored. I love staying a boutique hotel with excellent service rather than a huge multinational chain. I know I’m in Chicago. Love it!

Great location, comfortable rooms and wonderful employees. We had a wonderful stay at the Staypineapple. The beds are super comfortable. The water filling station in the lobby was super convenient. The staff went above and beyond and even decorated the room for my daughter's birthday! We had a wonderful time and would stay here again.

My friend and I decided to book three nights at this hotel for our girls trip and we couldn’t be happier. The customer service was great and both Cass and Marshay were very sweet and helpful. The rooms were a bit on the smaller side but the amazing view made up for it, the area was very safe even at night with lots of restaurants and things to do all around. The hotel was beautiful and very clean. Overall, very happy with our experience and would definitely book again.

Great, friendly staff that went above and beyond for my nephew's birthday

The staff go above and beyond at Staypineapple! The concierge at the check in desk was friendly and welcoming. I went to Chicago with a friend to celebrate my birthday and the staff had cupcakes and a birthday card in the room for me. The location was perfect, so many destinations downtown were walkable and we utilized the valet parking which was convenient and reasonably priced. I would definitely stay here again!

We absolutely love it here! Currently staying and it has been a wonderful experience. The hotel is beautiful, the service has been excellent and the rooms are very comfortable. We are celebrating my partners birthday and when we got to the room, there was called champaign and a balloon. Then we got back to the hotel late last night and the door man greeted us and gave us each a bottle of water. Thought it was the nicest touch. Would highly recommend!

We are a group of 4 women that just completed our 3rd annual stay at Staypineapple. We get a floor to ourselves since there are only 4 rooms to a floor which makes us feel pretty special! The staff is great. We love the cookies, the incredibly comfortable beds and location is so convenient.

Jan was was warm and amazingly welcoming. He did a great job providing us info about downtown San Diego and it's eateries and where to grab a quick coffee. The room is very cool with a unique motif. Nicely appointed rooms. Room size was comfortable. Only drawback for me was the TV being mounted on the wall next to the bed which could disturb someone sleeping if the other wanted to watch a little TV. Bathroom was a good size. Great stay! Definitely will book again on our next jaunt to San Diego! Will be in NYC and Chicago later this year and will check out the locations there. Highly recommend this establishment without hesitation.

What a perfect trip. Booking was easy. Check in was transparent and quick. Even came with welcome drinks! We were in town to see a play and the staff went above and beyond to welcome us. The location is great and walkable. The bartender is super friendly and makes a mean handcrafted cocktail. The beds are heaven. Pineapple cookies and coffee in the afternoon. But the real star that makes this property shine is the fabulous and creative general manager, Kristin. The attention to detail is better than any “5 star” property with amenities that you really need.

We had a wonderful three-day stay at Staypineapple in Chicago! The hotel is beautiful, clean, and well-maintained. The staff truly go above and beyond to assist with any requests, which made our stay even more enjoyable. Our room was spotless and had a nice view of the street. The location is perfect - walking distance to The Bean, surrounded by great restaurants and shops, and very close to bus stops, making it super convenient for exploring downtown. We’d definitely stay here again on our next trip to Chicago!

Cassandra was exceptional! Her service at the front desk truly made our Chicago trip unforgettable. The complimentary coffee and pineapple cookies every afternoon were a delightful touch. We also loved the free drink at the bar and the unlimited sparkling or still water—fantastic amenities. This hotel is truly one of a kind.

Booked for a birthday trip. The rooms are amazing, second time staying here because the first time was so great. The staff are awesome and really helpful, and really came through with early check in, and making sure the room looked great. (Decorations were from me) but they offered us wine and a little treat to make the surprise even more special. The beds are seriously the best sleep you will ever get.

A Perfect Stay at Hotel Z! —Our recent stay at Hotel Z in San Diego was absolutely fantastic, and we can't recommend it enough. From the moment we arrived, Cynthia and Jan went above and beyond to make us feel welcome, providing some of the best customer service we've ever experienced. Their warmth and attentiveness truly set the tone for a wonderful visit. Our room was super clean and incredibly comfortable, a true haven after days of exploring. And speaking of exploring, the hotel's unbeatable location made everything so easy. We loved being able to walk to all the fun attractions, fantastic restaurants, and lively bars San Diego has to offer. We had an incredible time and can't wait to be back at Hotel Z on our next trip to San Diego!

Rarely write reviews but the service and hospitality from everyone at Hotel Z blew me away. From helping me facilitate a surprise birthday for my girlfriend complete with a room upgrade, a handwritten card, and gifts to the constant warm smiles and check ins to see if we needed anything every time we passed the front desk or anyone who worked there in the lobby. You really felt their warm and caring energy! The actual room was everything we could have asked for. The “naked experience” they talk about is no joke. The beds are so comfy!! Everything else is great too! You can tell everything they do is done with care and thoughtfulness. From the service to the design. I can’t wait to come back!! Shout out to Roberto for being so helpful before I even arrived helping out with my girlfriend’s surprise and also to Cynthia who was so helpful upon check in. Everyone there though deserves a shoutout. Thank you!

Alan went above and beyond customer service.When we arrived, he greeted us right away and welcomed us as if we were friends. Alan upgraded our visit by giving us an extra free drink and snack vouchers / upgraded our room. We went to our first room and it was way to dark, however we explained and apologized to Alan and he didn’t bat an eye in making a change to our room to a different view and brighter. Alan is welcoming to his guests, answered any concerns or questions we had. I have been to San Diego and this is by far the best hotel experience I have had. I would say that is due to Alan. THANK YOU ALAN FOR MAKING MY BIRTHDAY CELEBRATION, by making our visit nice and comfortable. Oh by the way, our bed had these wonderful comforters on the bed that were incredible. No need to fight over blankets, no getting caught up in the top sheet. 🥰

I was fortunate enough to spend part of my birthday vacation at this hotel. I found a wonderful birthday card waiting for me in my room once I checked in. The staff was always kind and accommodating. I will definitely book at this hotel in the future.

Oh my goodness….we have lived in NW Indiana for 20 years and I don’t know how I’ve never stayed here. This is my new go to downtown staycation hotel. My bff and I had a superb stay to celebrate my 50th birthday. Kudos to Cassandra at the front desk for exceptional customer service and for making our stay amazing. The location, comfort of the beds, and sheer beauty of this historic building makes it a must for your next Windy City adventure!

When we go to NYC, there is no better location for us. We had another great stay for my birthday and stayed on the top floor in an iconic, fun room (albeit, small) and the staff left me a special note and treat in our room.

Had a wonderful time staying here for my birthday weekend! The staff was nice and friendly and even gave me an extra drink card which was nice. Loved the location and ease of getting everywhere. We took the bikes all the way to Ocean Beach! Probably the furthest they have ever been! The birthday snack box was a nice touch and really enjoyed the room. It was very clean and I enjoyed the stay! The only small blemish I found was no yellow comfy robes. I saw them in ads, but they weren't in our room. I forgot to ask for them to be honest. The water refill station is very cool!

I booked this hotel for my husbands 30th birthday vacation trip to San Diego. It was one of the best decisions I made. The staff alone made this stay incredible. So big shout outs to Allen, Hope and Debra! Thank you for everything! They were kind, attentive and gave great advice on restaurants and adventures. The room was also great. We stayed in the king suite. Comfy beds and comforters. Extremely clean. I love that you get little things with your stay as well like free water, cookies, and even bikes to roam around in the city. Not to mention the location of the hotel is right in Gaslamp and near all types of restaurants. Overall amazing experience. Would definitely recommend or stay again myself!

Jan was amazing! The rooms were comfy and cute! I loved the extra amenities. We came for a joint Bachelorette/Bachelor trip and had a few people book rooms in the same hotel and they all loved it. We loved being so close to everything and the rooms were very reasonably priced! We will definitely check out other locations and recommend others!