Absolutely love this hotel! So many thoughtful and cute pineapple themed options throughout experience. Even when arrive you receive a delicious pineapple sugar cookie that I loved so much I bragged at check out about it and they gave me another one! Very cool old building with great location. Hard to compare this to any ordinary hotel experience as I loved the theme and thoughtfulness of whole experience. Even had comfy pineapple robe for each guest. Always trying to find reasons to stay here and live locally because it's so fun! read more

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Great hotel stay, clean, friendly staff, dog friendly. There is a restaurant & bar in the lobby. Upon check in you get a coupon for one free beer, wine or coffee. Unlimited water bottles, coffee & tea in the rooms. Great little historical building that has been nicely converted to a hotel. Loved the fact that the rooms still use a key instead of a key card due to using original doors. We were on the 14th floor, great view. It was too cold but there are bikes to rent for free included in your stay. Docked one star for the $15/day amenity charge for the wifi coffee water bikes....think they should just include it in the room price. Close to multiple train and bus stations. read more

Staypineapple, An Iconic Hotel, The Loop - Hotels Near Me - Chicago, Illinois

My company held our retreat in Chicago, and Staypineapple was our host hotel. Some members of my team were able to check in early, but my room wasn't available until 4 pm. The hotel has a classic art deco theme with the wrought iron decorations on the elevators and large wooden doors. I had a standard room facing AMC and Anthropology. There were a lot of cute pineapple touches throughout the room such as the pineapple toilet paper, electronic charging station, pillows, and mugs. The room was kind of small and I had to make a point to not bump my shin against against the bed frame. The bed was very comfortable with several pillows for your comfort. There was a little wear in the bathroom. The ceiling was peeling and the shower had some stains on the wall. As part of their amenities, the hotel provided a free welcome drink upon check-in, free water throughout your stay, and pineapple shaped cookies during the evening. For guests traveling with you dogs, doggie treats are also provided. Staypineapple is in a great location. If you're not interested in eating at the in house restaurant, you can go next door to the food hall for a variety of restaurants (sushi, lobster rolls, hot dogs, donuts, sandwiches, adult cocktails, etc). Macy's, Prime Mark, Target, and Garrett's Popcorn are a few of the prime business in walking distance from the hotel. I enjoyed my time at Staypineapple and would visit again. read more

A great location, historic architecture, nice perks (complimentary cocktail and delicious cookies), friendly staff (especially Michelle at the front desk), and its dog-friendly policy, made this the right choice for our Chicago 2 night stay. Thanks staypineapple! read more

Staypineapple, An Iconic Hotel, The Loop - Hotels Near Me - Chicago, Illinois

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This hotel was almost 5 stars, but staffing was inadequate and there were waits to get anything. IMO, staff was doing a great job -- but management really needs to have another employee or two on site. We also had to share one key (actual metal key) because they didn't have a second one for us, and they were so short-staffed that I think making our duplicate skipped their mind (in their defense, I only asked for it once following check-in, and the person who could make them was not on duty.) That could've been problematic, but we made it work. Our executive king suite was perfect for a combined work/play stay. Corner view was awesome. High ceilings, huge windows, great shades (not blackout but good enough.) Reasonable price for a Su-W stay. Very clean and spacious for two of us to be able to work and get ready to go out. Nicely appointed. Pro tip: Don't forget to use your daily allowance for snacks and drinks! You're paying for it as part of the amenity fee and it does not carry over from one day to the next. I've stayed in a couple of StayPineapples, and this was different in one aspect...this is a conversion of an older building, so it has a bit of a historic feel. While modernized, it does not have the ultramodern hipster feel of some of the other Staypineapples and similar "millennial hotel" brands. Those looking specifically for that upscale hostel/hotel with bustling lobby bar vibe would probably be happier at the Freehand. On the other hand, those wanting a more typical boutique hotel experience will love this Staypineapple (for example, my Mom could stay at this Staypineapple happily, but she'd be overwhelmed by the "crazy kids" and free CBD product samples at the Freehand lol.) read more

I learned about this hotel from reading positive reviews on a few different sites and I went ahead and booked our stay. I will count that as one of my best decisions! This hotel is a totally fabulous place to stay. - Service: top notch!! Everyone, from the moment of arrival, was so attentive, friendly, helpful and seemed happy to assist. I wish I had gotten more names, but a shout out to Darnell who arranged our boat tour and provided breakfast recs. The young lady who gave us an umbrella to use for an unexpected rain storm, the fellow who helped is with our bags and the gentleman waitperson who was so nice at the Atwood! The service doesn't stop there, it's all around you. The room is clean, and housekeeping does a great job detailing your room each day. We felt taken care of the whole time. -the room: views and more views! Awesome corner room! Huge windows and lots to see! Two TV's, the duvet and bed are just as comfortable as the hotel advertises! Cloud-like and cozy at the same time! We loved that Dash, the mascot, greeted us when we arrived and we adopted him and took him home. The process go to a great cause! The architecture in this hotel is also something to behold! I don't want to get too lengthy in this review. I could go on, but to summarize: HIGHLY recommend!! The location is in the heart of the city and so convenient! Love this place and will be back!! read more

Staypineapple, An Iconic Hotel, The Loop - Greeted by this guy - Hotels Near Me - Chicago, Illinois

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Staypineapple is full of history, it was build in 1807 and it use to be a bank. Nothing much has really changed from the bank era though. However, I love history and I appreciated seeing the original structure, elevators, doors, and windows in tack. I think the rooms are charming and have just enough updates. This hotel is the perfect place and location for you to view the Chicago Thanksgiving Parade. I could view the parade from my tenth floor room with no problems. In addition, when I walked out the hotel I could stand anywhere and had a perfect view. If you're hungry there is a small dining area within the hotel called the Atwood. I dined on a light dish which was a club sandwich and salad. Later, I enjoyed the $10 per day snack credit in which, you can use at bar for alcoholic beverage or on your favorite candy, cookie, chips and etc. I think this place is charming and perfect for the entire family, including pets. Millennium park, stores, and other restaurants are minutes away! read more

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Fantastic experience! Super fun theme for the hotel and the staff was so nice and helpful. We needed up buying 3 robes for our friends so that we could take the naked experience with us! read more

Staypineapple, An Iconic Hotel, The Loop - Hotels Near Me - Chicago, Illinois

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My experience at Staypineapple was amazing, largely in part to Cassandra at the front desk. Despite a Wi-Fi outage during my stay, Cassandra handled the situation with the utmost professionalism and made sure my party was taken care of. The hotel is beautiful and the care of the staff is even better. Easily 5 stars read more

A little late in this review. We were here during the summer and enjoyed our stay at the Iconic Hotel. This hotel is located within walking distance to Millennium Park, Chicago Theater, the Chicago River for the Chicago Architecture Boat tours. We loved that the hotel was once an old school architecture building. We had a corner suite and it had fabulous views of State Street and Washington Street. The lobby is shared with a restaurant/bar so if you are waiting for your ride share car this can be a bit tight since there is not a lot of waiting space. At the front desk you can get free pineapple shape cookies in the evening and a place to refill your bottle of water. My husband borrow their one of their free bikes and rode down to the lake and enjoyed it. Overall it was a pleasant stay. The only negative was that our faucet in the room that we were staying at was dripping water. We notified the front desk about it when we check out. I would stay here again if I came back to Chicago. read more

Sandy was a curtious and polite! I recommend her customer service. The food was very good and had a grest presentation read more

I've been wanting to stay at this hotel & finally did, & it was as great as I had imagined it would be! The staff were all extremely helpful, the room was clean with a comfy bed, large windows with a view of the city. Even better, the location was close to many stores, eateries & the Riverwalk. Will definitely return when in Chicago. Also, shout out to Michelle for making for a wonderful experience! read more

Great location, easily accessible to downtown, ambiance was amazing, had a new twist to an old architectural building! Fun friendly vibe, upon checking in your given two actual brass type keys, haven't seen that in a while. Elevators have the 1920's vibe, we stayed in an executive suite which was very clean, roomy and bed was extremely comfortable. It also came with two comforters one for each of us, shower towels were extra large and perfect for drying off after a shower. Staff was very informative and friendly/willing to help. Bartender Michelle was absolutely great easy to talk with, very knowledgeable on drinks, beers (hotel specialty pineapple beer and old forester's stay pineapple liquor) Will definitely stay again and recommend to friends! The only thing I would recommend is, if you love a dark room to sleep in I suggest that you bring some sleep eye cover thing as some of the sunlight does sneak in. read more

A friend turned me into this place, which I'd never heard of. It's a very clean, reasonably priced, trendy place in a convenient location. Will definitely look to book Staypineapple hotels on future travels. read more

Staypineapple, An Iconic Hotel, The Loop - Lobby bar - Hotels Near Me - Chicago, Illinois

I needed to take an exam in the prometric center near by, if you have any errand to run in the loop this is an amazing location!! They are pet friendly and provided you with this amazing kit for your furr baby and they will prove treats in the lobby ! They have like a service called the everything button where you ask and they will help you out , for example I ask is there any microwave I can use at 6 am !? And they deliver one to my room!! The bed was comfy! And the customer service was amazing ! All staff were using face mask and your room would have a sticker that states everything is super clean ! You must wear face mask on hallways and common areas Only down side is we expected a bigger room but I think my husband is the one to blame for... Definitely recommended and coming back ! read more

Staypineapple, An Iconic Hotel, The Loop - Gift for your furrbaby!!!! - Hotels Near Me - Chicago, Illinois

First and foremost, I am slightly obsessed with the StayPineapple Hotels - of which The Alise is one. I've been fortunate enough to stay in their hotels before (Seattle, etc), and the experiences I've had were key in my deciding to end my recent trip to Chicago with a stay at The Alise. It was a single overnight stay, but SO worth it. The Alise, like other StayPineapple Hotels, is a boutique property (used to be the Hotel Burnham). The location in downtown Chicago / the Loop is superb, including easy access to the CTA lines. The boutique feel of The Alise is complemented by little details like, say, real keys for rooms. Also? The little plush Dash dogs that sit on the bed to welcome you into your room... and that you can adopt! As the tag says, "By taking Dash home you're helping animals in need. A portion of Dash's adoption fee is donated to animal rescue non-profit organizations." Um, how can you not love getting an adorable plush dog where proceeds help rescue organizations? Also, let me just say... the bedding in StayPineapple hotels is one of my favorite details about these hotels, and The Alise is no exception. Their double duvet & European-style bedding is an experience unto itself. If it wasn't for the fact that I had to wake up and get ready for my flight home, I could have/would have made myself a little duvet nest and stayed in that bedding all day. Because I was only staying for the night, I just went for it and snagged a King Suite/Millenium Park view room. The room, and the view, did not disappoint... and waking up to the sunrise between the city buildings was a delightful way to end my stay in Chicago. Expensive room? Perhaps... but I considered it the perfect treat, especially as I was sitting in my poofy double duvet bedding and savoring room service of a fresh fruit + Greek yogurt parfait and sipping on some coffee. Seriously... the ONLY complaint I have about the entire stay was that I was hoping for a 6-6:30am breakfast (as noted on my room service order card), and my breakfast arrived just before 7am. That can't even register as a complaint because the card says your order will arrive within 30 minutes of your selected time... so it still fit the window available. I was just trying to plan my morning around that timing. TL;DR Love StayPineapple Hotels and The Alise did not disappoint. Would stay here again in a heartbeat. read more

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We had a lovely two nights at Staypineapple on Washington. The valet, front desk (Jack was our fave), complimentary drink, bartender and common areas were all welcoming and very inviting. We decided on a higher level floor and the views made it worth it. The room was very small for a 'deluxe king' - however the bed was very comfy - even if we were hitting our legs on it repeatedly when trying to maneuver thru the room. My only gripe was the bathroom sink leaked all over the floor our entire stay. Before we unpacked and settled we advised them and they offered to have a Maintenance man come work on it while we were there. We felt unhappy with that as we didn't want to be in the room waiting for the maintenance and we didn't want to leave our belongings and not be there either. I wished they'd had offered to just move us as we noticed it right away before settling. I wouldn't let this stop me from using this hotel again or referring it to someone. Just note room 1405 needs the sink plumbing to be fixed. read more

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A little outdated but that's expected for an older hotel! I decided to swing by Chicago for a quick weekend getaway with the hubs. We chose Staypineapple, @the Loop because it's in a central area (close to everything!). Our flight was delayed but they have a 24/7 front desk so we checked in with no problem. They have yummy pineapple water and a snack cart (you get a complimentary $10 credit per day to spend). There was only 1 elevator working out of 3 elevators and we were on the 6th floor so we didn't feel like walking up. The room itself was decent sized, we had a good view of the street below. My favorite aspect was definitely the comforter, I hate sharing my blankets so it was great that they used two twin-sized comforters instead of one big one. We saw the iconic robes but we didn't feel like using them. Water pressure in the shower was not bad and there was enough towels/toilet paper to last us for our stay. Would I come back? I most likely would because of the location, and this hotel just has so much charm! The front desk people were also very nice and helpful. read more

Staypineapple, An Iconic Hotel, The Loop - Artwork - Hotels Near Me - Chicago, Illinois

I got the pleasure of staying at this hotel for a business trip. When i found out the name of the hotel i knew i was already going to love it. I love all things pineapple and this place definitely does not fall short. Literally pineapples all over the place. Fresh pineapple water in the lobby. Pineapple phone chargers. I was in pineapple hEaven. The staff was friendly and helped us find a place to eat after we checked in. The view from the 5th floor was nice and overlooked the street. It's an old timey hotel but it was very pleasant. The bed was exceptionally comfortable and i would be happy to stay here any time! read more

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We are currently staying at the staypineapple hotel. This is a pretty bad joke they are playing on us. I booked a suite and the room is really tiny. The king size mattress has a dip in the middle of it make ng it shaped like a V. If you move even an inch away from either side you fall into the middle of the mattress. They don't even give you a complete bedding set. The king size comforter is actually two twin size comforters side by side. Underneath that is a fitted sheet with no top sheet. A couple of the pillows feel like lumpy cotton balls. And the pillows are visibly dirty. I have stayed in some pretty crappy hotels but this takes the cake. We will not be back to this hotel again. Last time we spent less at got a suite at the Palmer House and the room was more than 3 times the size of this one. We had a memory foam mattress and everything was clean. We have to go out and buy fabric sanitizer because of the condition of the bedding. I'm am totally disgusted. Update: we complained about the sheets being visibly dirty, the fact that there is two twin size comforters side by side on a king bed that won't even cover your feet, and the pillows that feel like hard playdough. They gave us a king size top sheet and a twin size blanket to make up for it. We are on the 14th floor and both elevators are now currently broken. I'm going to demand compensation or contest the charge. This is disgusting, ridiculous and unacceptable. read more

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Do you want to listen to nothing but horns and people drumming on buckets for hours at a time every single day? If so, then you should definitely stay here. If you are also hoping that the fridge will freeze all of your expensive leftovers and ruin them, then you are in luck. And the other elevator is still not working, something people have been complaining about for months. Will update more later because there are some positive things but we are a few hours into today's drum session and I am over it. Being on the top floor will not spare you. Never staying here again. read more

Location location location! We were able to check in early! Staff was so nice and accommodating . Our view as you can see was awesome. We face the pavilion and the Chicago theater sign! The bed was comfy as hell. We had a hard time getting up because it was so comfy . They had this cute little stuff animal dog. Room was very clean and tidy. But the best part was the location. We walked everywhere . Spend the money and stay here. It's def worth it. read more

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Clean, comfortable, great staff, great views, interesting architecture. This not your standard hotel with all the typical amenities, but really in what you get in return is just better, and you walk away with a good experience. read more

Staypineapple, An Iconic Hotel, The Loop - Old Style locks - Hotels Near Me - Chicago, Illinois

Adorable! I was very worried that the great deal for a downtown Chicago hotel, for a place I I'd never heard of, was a total scam. I only tried it because I knew I had people in town that could save me. But when I arrived, I was charmed by the lobby and the Atwood restaurant. The staff were all so friendly and able to help make sure I had everything I needed for my stay. My colleague wound up having his flight cancelled and they accommodated us with his room. The naked experience thing is definitely strange - but I didn't really mind the separate comforters. You're charged an additional $15 fee per day for WiFi and service, which feels a little steep, but I did like the ability to stream shows from my phone to the tv. I felt entirely comfortable the moment I walked in and even extended my stay. The history of the s. Highly recommend! read more

Staypineapple, An Iconic Hotel, The Loop - Room doors - Hotels Near Me - Chicago, Illinois

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The bedding is divine. Vibe was eclectic & trendy and the marketing is spot on. Is it a bonafide "swingers" hotel... publicly no. But underground peeps no better. read more

As soon as you walked in you were greeted by friendly staff that were friendly your whole stay! Everything everywhere were pineapples it was SO hip and cute! Grabbed cookies, water coffee that were amenities but than charged $20 at the end of checkout for, which was kind of confusing but figured this is something new that hotels do? Not sure. Lovely view from room, comfy bed, perk was having the mini fridge. The queen room the walk way is very spacious! Tiles were cracked in bathroom and shower was alittle caulked up if you don't mind that, that won't bother you. This hotel had everything we needed! And very great location to walk anywhere! At wood was delicious! I Would stay here again!!!! read more

We were just walk-ins to the bar.The barkeeper completely ignored us,so I went up and asked for the menu. I ordered and when the drinks were ready he just made a movement with his head for me without a word.I the picked up the drinks and he die not explain which was which.In such an atmosphere the best drink is not good. read more

The worst customer service. The staff is extremely rude and treat you like you are a pebble in their shoe. They "clean" rooms every other day and do not clean the trash or provide fresh towels. The housekeeper re-folds used towels and makes the bed. Based on my stay this Labor Day weekend, I strongly recommend staying away from this place. The front desk staff, Michelle, Sashon, and Darnell need additional training on how to speak with guests. read more

I wish I could give this 0 stars. I almost died twice while staying here due to the amount of dust coating and blowing from the vents. I went into anaphylactic shock twice. I almost died twice. read more

Very interesting hotel right in the heart of the city. Really cute hotel and walkable to everywhere downtown, which was great. My room was at the end of the hall but the maid's closet was right next to it and my door was typically blocked when I went up? I liked the room itself and the amenities were excellent; especially having a hot cup of decaf before bed reading. I was right across from a retail store that had bright pink neon lights 24 hours a day. The blackout shades are sufficient enough I would say. The front desk staff was great when I checked in - when I checked out he was "meh." Overall, great location and comfortable room! read more

Comfy beds, clean, friendly people, great location. Get the parking package!!! We will be back read more

Staypineapple, An Iconic Hotel, The Loop - Hotels Near Me - Chicago, Illinois

A lovely, well-priced hotel in Chicago's Loop, close to theaters and Millennium park. Their restaurant offers great, tasty choices in a gracious high-ceilinged, corner windowed room with a good view of street life. We had brunch for eight today and it was delightful. read more

Was in the city just to hang out and meet up with old friends and decided to stay at Staypineapple in the Loop. Location is perfect being right in the middle of the city and usual attractions. The hotel itself is an old office building that was converted into a hotel which is pretty unique in itself. The rooms are old offices and they've done a great job converting these! Overall room size is good if you don't have much with you. You walk in and your greeted by this stuffed toy dog on your bed which I guess is the mascot for the hotel?.. If you take home the stuffed animal named Dash which is $25 bucks a portion of the money goes to the local humane society and animal shelters which is cool and yes I decided to take the lil dude home! This is also a dog friendly hotel so you can bring your furry friend with you. The sheets..let me tell you...are pretty amazing! They have this thing called the "Naked experience" which is basically just encouraging you to sleep naked in their sheets and duvet. Totally loved the duvets and was tempted to purchase my own set until i found it it's $400! Maybe one day i'll make that jump, but they were ultra fantastic to sleep in! Gym there is super tiny, but will do if you are good with the basic equipment. They should definitely put the gym in a space where there's some windows or maybe a larger area. Bathrooms are pretty small, but you also have to remember these used to be office spaces. Would definitely recommend this place if you're looking for a good hotel within the loop! read more

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Staff was professional and courteous. The room was clean and comfortable. The location was perfect for our trip as we were close distance to many activities I had planned. I would recommend staying here when visiting Chicago. read more

Honestly, one of the best hotels I've ever stayed at, and I've been blessed to stay at some pretty good ones. The room was clean, and the staff (surprisingly, all of them) were great. When we needed fresh towels, they were brought to the room incredibly fast. I want to give a special shout out to Darnell and Cassie. They were there the majority of our time there, and they were incredibly friendly, knowledgeable and always asking how they could help. I want to reiterate that all the staff was that way, but those two (over the course of 3-4 days) were just incredible. But yeah, the location was great, the room was great, they kept the drinking water flowing, etc. My kids enjoyed the pineapple cookies, and my son loved the pineapple water. If I had a complaint, it's that my daughter wanted the stuffed animal (the dog) that I didn't want to pay for, and she was cranky. But I'll take that every time. read more

My experience was wonderful, thanks to Sandy in the restaurant. The Staypineapple Express restaurant's food was tasty.

Sandy in the restaurant was an amazing server. She was very friendly and responsive. Food was prompt and high quality.

Doing another stayacation, I had opted to stay at the Burnham Hotel. From processing the reservation to check-in to departing the hotel, it was a great stay. Upon entering the lobby of the historical hotel, I noticed the openness of the first floor. The front desk is just steps from the front door. To the left is a sitting / bar area. The restaurant is to the side of the bar. It all seemed to work together. I was able to check in before noon so I was a happy camper. I was actually surprised how small the desk was, only two agents are able to stand behind the desk.. The agent was very pleasant while checking me in. She had went over the amenities of the hotel including the wine reception in the evening. Believe it or not... guests are given actual keys instead of key cards. The elevators are to the left of the Front Desk. As I'm waiting for the elevator, I had noticed the beautiful marble on the floor and walls. You can't miss the incredible stairwell between the floors. As soon as I stepped off of the elevator, I get the feeling this building used to office space. Once I had reached the fourth floor, I was able to find my room right away. I had reserved a Queen Suite, which is actually an open room. The bed is off to the side of the suite. There is a partial wall between the bedroom area and the main room. The main room consist of couple of chairs, credenza desk where the honor bar is located. The bed was very comfortable. The only thing I found a little odd was having the safe on the floor in the closet. The closet is descent size with robes, iron and ironing board. The bathroom is more on the compact size which is okay with me, however, some people may not like the size. The hotel's amenities included a fitness center and business center. The fitness center is smaller than I had expected. Very few machines including treadmills and elliptical machines. The wine reception is a great way to wind down. The Front Desk Agent pours the red or white wine for you. The white wine is excellent. Overall, I had a great stay at the Burnham Hotel. read more

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My wife and I stayed at staypineapple recently for our wedding anniversary. I had never heard of the hotel before. We wanted to spend the night in the city. I was looking through hotels but didn't want to spend an arm and leg. The hotel got good reviews and was priced under $200/night. The hotel has a ton of charm. It looks like an old office building from the 50s. The rooms are prolly old offices, complete with mail slot and frosted glass window. The room wasn't huge, was clean and a good value. The staff was extremely friendly! There were quite a few pineapple themed items in the room, coffee cups, robes. There were even pineapple shaped cookies, which were great! The location was great too, a short walk to the lake, art museum and cultural center. I would recommend this place if you are looking for someplace different, reasonably priced with a lot of charm read more

Amazing!! everything is so close! there's a nice view, nice room, was clean, even comes with a desk! has free coffee, free water bottle, comes with a stuffed husky that has a pineapple hat, cost money to keep it but that's ok, nice bathroom, big windows with huge curtains, two peek holes in the door (one for if you're short one if you're tall) big shower (doesn't have a bottom part but its cool) cool pineapple toilet paper, nice lights, oh! and it's a BIG bathroom, glass cups, clean beds, comes with three big drawers to put your clothes in, comes with a stand up to rest you're suitcase on, water park, looks about three to five minutes away, has a restaurant on the bottom floor, wooden bed frames, comes with a robe, came back for exploring, some of the city and employee gave a bunch of free cookies, yeah! staypineapple is a great place to stay! 10/10! read more