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Chicago Hotels Recommended for You

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5 star

Waldorf Astoria Chicago
4.5/5120 Reviews

Waldorf Astoria Chicago

River North Chicago|0.75km from Kathy Osterman Beach
We celebrated our wedding anniversary at WA-Chicago and this is our first time staying at WA in the United States. Last WA stay was in Thailand where the experience was superb! Reservation was easy via the app and the concierge emailed me a week in advance asking if there was anything they can do to prepare of our stay. I had a terrible experience with a Hilton hotel in Las Vegas in Dec 2022 where a stranger opened my hotel door at 11:20 pm. I am still experiencing PTSD so I asked if the concierge can provide anything lavender (scent/oil) so I can be relaxed. Also, since it's our wedding anniversary, perhaps anything in that theme would be nice. First the concierge addressed me as Mr instead of Mrs. Unsure why one automatically thinks that it's the man who made the hotel booking. Second, the concierge wasn't able to meet my requests which was non-issue. We declined turn-down service but requested chocolate where they were never delivered during our stay. A robe was missing in the closet and room service delivered it immediately. There wasn't any coffee or tea in the room but the dining service delivered my hot tea in 30 minutes which was acceptable. The bed was comfortable but sound insulation wasn't great since we could hear neighbors' chatting at midnight. We used the steam/sauna for 30 minutes before checking out and the spa was a nice facility. The hotel is nicely located in the Gold Coast area where it is closed to many lovely restaurants. The reception area is kind of small and there were 2 guest service staffs assisting with check-in/out.

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Business travel

Sheraton Grand Chicago Riverwalk
4.5/5134 Reviews

Sheraton Grand Chicago Riverwalk

Streeterville Chicago|1.09km from Kathy Osterman Beach
1. Didn’t asked for accesible room, but that’s what I got. 2. AC/heating system had a weird noise all night, you can’t turn it on because literally you won’t sleep. 3. Shower had someone’s else hairs in the shower wall, gross. - Hotel Manager: if you do not trust the team and their responsibilities, then you will have to do the rounds yourself to ensure your hotel is operating properly in all aspects. - Housekeeping manager: If you do not trust your people, you will have to do the rounds yourself. -If you still do your rounds but you don’t inspect the rooms properly, then you shouldn’t be in that position. Room fridge isn’t working in the rooms (front desk mentioned) so they ask you if you need one to ask front desk but they are charging for it, so who’s fault is it? client or hotel? don’t charge for something you need to repair REGARDLESS. Make no sense for customer service. Also, if you guys are having a group of “young teen/just turn 21” people, why would you put someone on the accesible room by their room? If someone requires an accesible room, in this case I didn’t required one, got assigned one, but imagine an elder person by their room. These “kids” were loud as heck until 4AM, fighting, arguing, drunk, crying, overall it was a nightmare. Normally I have a good experience with Sheratons, but this one is overrated. I chose this hotel because last minute the company I work for had a meeting suggesting to find different hotels that may give us a group rate for the upcoming visits we will have to do in Chicago, but there’s no way I will suggest my coworkers to stay at this hotel with a first time bad experience. Not sure if I would give it a second try. Can’t risk it.
Club Quarters Hotel Central Loop, Chicago
4/5116 Reviews

Club Quarters Hotel Central Loop, Chicago

Chicago Loop Chicago|2.43km from Kathy Osterman Beach
Location is quite good as it is within walking distance of local mass transit systems, shopping, eateries, and attractions. The location is also close enough to Grant Park that you could start a run and make it to the park very quickly to continue on for a few miles. Even based on location alone, I would return to this hotel. As others had mentioned, there is a refillable water bottle station by the elevators (empty bottles also provided), which is a great feature. The elevator had a weird quirk where it would overshoot the desired floor when going up (remedy the situation by pressing the button again to send the elevator down to the desired floor). If you do some research into the hotel and its reviews prior to booking there shouldn't really be any surprises. I went into the stay having some idea of what to expect and that helped me enjoy my stay. There is no mini-fridge in the standard room, which is also on the small side but perfectly fine if you don't plan on spending a lot of time in the hotel. The only seating in the hotel room was the desk chair. Some of the furnishings could use updating but the bed felt itself was great and the room was clean. I couldn't find any in-room controls for the temperature, but I did not have a problem with this; it's just something to be aware of. The bathroom was clean and utilitarian but towels and toiletries were provided. Updated charging station/hub/clock (both USB A and USB C) for both the desk and the nightstand would go a long way. This hotel is one tenant of a building that was built in the early 1900s. If you've ever lived in a building from around that time, you get used to some things being a little bit older and quirky. Since my priorities were having a great location for a reasonable price (compared to the nearby competition) that was also clean, accessible by mass transit, and had access to an eatery, this was a good stay for me.

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Breakfast

Millennium Knickerbocker Chicago
3.9/5122 Reviews

Millennium Knickerbocker Chicago

Streeterville Chicago|0.35km from Kathy Osterman Beach
Recently stayed for 5 nights on a business trip and was less than satisfied. When I arrived to my room, the refrigerator and TV were both unplugged and the carpet was wet under the refrigerator from it being off. I had to move the dresser out and plug both back in. While there I had a few articles of clothing dry cleaned and that was a mistake. I followed the in room instructions filling out the form and dialing ”0” to have the clothes picked up but couldn't get a hold of anybody. When I brought them in the provided bag to the front desk the staff looked at me as if I was from another planet before calling somebody to come take them as they wanted nothing to do with it. The clothes were returned late and not by the 6PM time they were guaranteed to be delivered by. To make it worse, when reviewing by receipt after leaving I found that I was charged nearly triple what my laundry receipt showed. I sent an email to the hotel with copies of both the laundry and hotels receipts and over 5 days later now and have yet to get a response. I called yesterday and after waiting on the phone for over 25 minutes I was transferred to accounting. Accounting told there was nothing they could do because that was the amount the outside service they use charged them even though it didn't match the pricing provided in the room. I was then transferred again to housekeeping where I had to leave a voicemail and a day later and still no response. There are plenty of hotels on and near Michigan Ave. If you prefer good customer service stay elsewhere.

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Explore Guest Reviews of Hotels in Chicago

Searching for hotels near Kathy Osterman Beach? Compare room rates and reviews to find your ideal stay.
Hotel EMC2, Autograph Collection
4.5/5105 Reviews
Streeterville
The hotel has a good location, just beside Michigan Avenue, and convenient to all major attractions in Chicago. The hotel environment is also very good. It is quiet and clean. The space is large enough. There is sufficient hot water supply, but there is no hot water to drink. We brought our own heat The most distinctive feature of the kettle for boiling water is the hotel’s robots, which can deliver water and daily necessities, which are available on demand, great! We did not have breakfast at the hotel, but there are many restaurants around, which are very convenient. The waiters in the hotel are very good and the service is very warm and thoughtful. Our trip felt very good, the price was affordable and the process was comfortable!
Sofitel Chicago Magnificent Mile
4.4/5109 Reviews
River North
The room, the location and Obie, the concierge, made this trip complete!! Early check in was so helpful as was the early shot of coffee every morning. All of our questions and requests were taken care of by Obie. Great city with the hotel being in the center of everything. Would come back and stay again.
W Chicago - Lakeshore
4.3/5125 Reviews
Streeterville
One of the highlights of our trip - also caught the taxi boat which at $16 a head was a bargain. If you have time, a trip to the zoo (free) is a must Red bus tour at $50 each a rip off $5 daily ticket for their overground local loop trains was a bargain Expect to pay $12-15 for a glass of wine
Fairfield Inn & Suites Chicago Downtown/Magnificent Mile
4.3/5102 Reviews
Streeterville
In downtown Chicago, the room is not on the street and can't see the night view. My daughter is a little disappointed. Personally like the room. 27 flat, it feels quite big and warm. Breakfast is also good. There are many buses nearby. Not far from attractions. Overall satisfied. Recommended.
Hyatt Centric Chicago Magnificent Mile
4.2/5103 Reviews
Streeterville
In Ctrip, I booked two big bed rooms. As a result, the hotel was told that there was only one big bed room. The hotel manager explained that Ctrip did not specify the specific room type when ordering. The online contact customer service Ctrip has been procrastinating, resulting in 184cm son in Canada. The small bed lay down for two nights. Once again, I will appreciate Ctrip's super service and go to Ctrip.
Aloft Chicago Mag Mile
4.3/5124 Reviews
Streeterville
I don't even know where to start here. So, I came up with my parents as my mother was having surgery at Northwestern. I called the hotel directly and asked if they had a patient rate for the days we were goint to be there and I was told yes. It was a great patient rate, so I booked one room for my parents with the patient rate, and one room for myself at full rate. I also had other family that came up and booked their own rooms as full rate. Our family had 5 rooms in total. Once I arrived, I pulled up to the hotel and there was no valet in site. I dropped my parents off, proceeded to unload the car and went to check in. I was going to just valet park for the night and I told the person checking us in that there was not a valet outside. She looked out and said ”yes he is right there”. He was sitting at a table smoking and talking to someone. She called him to come in and he asked me if I needed a cart. I said ”I did about 10 minutes ago”. I checked my parents into the patient room and then I checked into mine. The hotel itself is fine but in no way justifies the price tag AT ALL. Nothing special. I knew house keeping was every other day and on day 4 I called down to the front desk and let them know that housekeeping had never come to my room. She looked it up and she said ”I have actually never seen this before. It says that house keeping was requested not to come and that they were supposed to just do a wellness check”. I have no idea what that means either and it certainly was not requested by me. I told her I was going to the hospital and that to please send them to my room as the garbage needed changed, bedding needed changed and I was was out of towels. I went to the hospital and went into my room and is all housekeeping did was dump a bunch of towels on the bed. NOTHING ELSE. So, next day was check out day for my parents room. I was staying anther day. I went down to check out of my parents room and guess what? On my parents bill they only gave them the patient rate for 1 night! The whole reason why we picked this hotel was so that it would not be a finanacial burden for my parents. I told them at the front desk that when I booked the room over a month ago, that rate was available for all 5 nights. A ”manager” came from the back and told me ”sorry it's not available”. I said that makes no sense. I called probably 30 hotels and some had the rate only for a couple of days, some hotels did not have it available at all so I did not book there. He said ”we only get 20 rooms at that rate”. I said I understood that but when I booked the rate a month ago I was one of those 20 rooms. He then asked who I had booked with. I booked directly through the hotel. He said ”no the employee”. I told him I had no idea but I could tell him the date I booked and I also had the confirmation number. He said ” I cannot tell by that.” He said there was nothing he could do and I would have to talk to R

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On Trip.com, it's easy to search for hotels in Chicago. Planning a trip to Chicago? You can stay 3-5 days at hotels in Chicago without running out of things to do. Chicago is a city with tons of tourist attractions. You'll never want to leave!

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There are 256 hotels in Chicago on Trip.com, including luxury, boutique, and budget hotels. The local average price is 244 USD per night. There are a variety of hotels to meet the needs of different types of travelers. There are 9 five-star hotels in Chicago at an average price of 458 USD per night. There are 79 four-star hotels in Chicago at an average price of 310 USD per night. There are 67 three-star hotels in Chicago at an average price of 209 USD per night. There are 13 two-star hotels in Chicago at an average price of 131 USD per night. There are many well-known chain hotels in Chicago. In Chicago, there are hotels under the Days Inn brand. Travelers who favor this brand can choose to stay there to enjoy the luxury services provided by Days Inn. Days Inn is the most popular brand among tourists. Hyatt Regency Chicago in Chicago is a favorite among Trip.com users. If you're still unsure, Trip.com recommends W Chicago - City Center.

There are quite a few famous attractions in downtown Chicago, such as Bank of America Theatre, Willis Tower, Art Institute of Chicago. If you want to spend a fun vacation with your family, locals recommend visiting Oak Park, The Ernest Hemingway Museum, Lake Michigan. You can also visit top-rated attractions like The Magnificent Mile, Millennium Park, McCormick Place. With a developed commercial area, visitors can head to Fashion Outlets Chicago, Blackhawks Store, Water Tower Place for a great shopping experience.

Average seasonal Temperature

• Spring: 35.4°F during the day, 28.26°F at night

• Summer: 65.1°F during the day, 55.96°F at night

• Autumn: 76.39°F during the day, 67.23°F at night

• Winter: 46.27°F during the day, 38.8°F at night

Average seasonal Rainfall

• Spring: 27.874016 cm

• Summer: 46.350395 cm

• Autumn: 43.318897 cm

• Winter: 34.791336 cm

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