$$$
Historic Hotel
Classic
Trendy
Quaint
Brand: Staypineapple Hotels
Experience Chicago’s rich history and modern luxury at Staypineapple, An Iconic Hotel, located in the heart of the Loop. Recognized by Conde Nast Traveler as one of the best hotels in the world, this boutique gem offers an intimate and authentic Windy City experience.
Historic Elegance:
Housed in the landmark Reliance Building, Staypineapple Chicago seamlessly blends historic elegance with modern comfort. The beautifully restored architecture of this boutique hotel serves as a testament to Chicago’s rich architectural heritage. As you step into the lobby, you’ll be transported back in time while enjoying the luxury of contemporary amenities.
Luxurious Accommodations:
Staypineapple Chicago provides an intimate and luxurious retreat for honeymooners. The rooms are meticulously designed to offer both comfort and style, with attention to detail evident in every corner. The boutique nature of the hotel ensures personalized service, making you feel like a cherished guest rather than just a visitor.
Perfect Loop Location:
Situated in the heart of the Chicago Loop, Staypineapple is perfectly positioned for exploring the city’s top destinations and attractions. With Millennium Park just across the street, you have easy access to the iconic Cloud Gate sculpture, the Art Institute of Chicago, and other cultural landmarks. The hotel’s central location makes it an ideal home base for your Chicago adventure.
Culinary Delights:
Atwood, the hotel’s signature restaurant, offers a delightful culinary experience. From inventive dishes to classic favorites, Atwood captures the essence of Chicago’s diverse food scene. The restaurant’s ambiance complements the historic surroundings, creating a unique and memorable dining experience for guests.
A Chic Blend of History and Luxury:
Staypineapple, An Iconic Hotel, in The Loop Chicago, is a chic blend of history and luxury, offering honeymooners a unique and unforgettable stay. Whether you’re exploring the city’s cultural gems or indulging in the culinary delights of Atwood, this boutique hotel provides a quintessential Chicago experience. For those who appreciate a combination of historic charm and modern comforts, Staypineapple Chicago stands out as an iconic choice in the heart of the Windy City.
Travelers highly recommend the StayPineapple in downtown Chicago for its excellent location, comfortable rooms, and friendly staff. The hotel's location offers easy access to tourist hotspots, restaurants, theaters, and the famous Chicago 'bean'. Many guests appreciated the efficient air conditioning, comfortable bedding, and the charm of the vintage building. Several reviews also noted the convenience of the in-house restaurant, The Atwood, and the excellent customer service at the front desk. Despite some minor issues, the overall experience was positive, with guests eager to return for future stays.
The hotel was clean, restaurant very nice, rooms were clean and we needed everything and staff was very nice, attentive and helpful. I recommend this hotel to everyone. The internet wi-fi didn’t work but the front desk informed everyone and refunded the resort fee to compensate. Two free drinks as...
Read Full ReviewWhat a great hotel! Wonderful staff, rooms that are very clean and comfortable and the location is great. This hotel is in the heart of the loop with easy access to restaurants and theaters. It is a very short walk to the famous Chicago ‘bean’. We loved this hotel and...
Read Full ReviewHad a great time at the StayPineapple in downtown Chicago. The hotel is perfectly located for some urban exploration of The Loop. Most tourist hotspots were within walking distance, and the subway (just a 2-minute walk away from the hotel) made it easy enough to visit the attractions further out....
Read Full ReviewGreat experience at Staypineapple Chicago! Easy check-in, clean room, perfect location in the loop, and excellent customer service. Really enjoyed being so close to everything in the loop as we were seeing a show in the theater district. Wish we could have stayed longer.
The down comforter and pillows were wonderful!! The room could do with a refresh soon (rust around the faucet or bit of peeling wallpaper) but overall, it was a lovely stay! The building is vintage and beautiful with a fantastic restaurant downstairs called The Atwood. The staff were friendly and...
Read Full ReviewNormally our favorite hotel in Chicago. Centrally located with a lot of character. Unfortunately, this time we were given a room right next to the elevators which sounded like B-52 bomber flying low overhead. Ridiculously loud!! We were there for our anniversary, so this was very disappointing. Not sure if...
Read Full ReviewExcellent location at a very fair price. Staff was incredibly friendly, smiling and helpful Took advantage of the "Park & Play" deal and got relatively inexpensive valet parking. Appreciated the inhouse bar and restaurant, snacks for purchase and free drink upon arrival. Also made use of the free refillable pineapple...
Read Full ReviewLocation was excellent! The history of building was really interesting, and the Atwood restaurant was always bustling with activity. The rooms were very comfortable and the front desk staff was great in answering any questions. I highly recommend this Iconic hotel!
We stay every year when we visit Chicago! The hotel is great, the rooms are very comfortable! Christkindlmarket is just down the street,shopping everywhere! Close to theaters! Just an excellent experience! The staff is very friendly and knowledgeable!
Location Superb, Cleanliness on point, Altwood and the team there great, However when we asked for extra towels and wash clothes never happened. When we checked in William did not give us our cup came with package. Also did not give us our complimentary drink tickets. Thankfully I knew we...
Read Full ReviewThe location was fantastic. The bar closed early so we didn't get our free drinks. The bathroom could use some attention, sink drained slow and the shower head had some build-up causing poor spray pattern. Walking distance to cloud gate and theaters!9
A truly beautiful hotel with super comfortable beds. We visited Chicago to go to the Christkindl Market, just a block away. It was an easy walk to most anything in the Loop. Breakfast at The Atwood was delicious! Reservations were needed but easy to make immediately on the opentable.com site.
Read Full Review