The Drake

Reviews

• RR

  Richard Ribicki

  4 days ago
  5.0
  I just completed a very satisfying three night stay at The Drake. We've were celebrating a birthday, and the team went above and beyond to ensure we'd have a memorable stay. As a Hilton Honors Diamond member who earns his status through actual stays, I can honestly say, the experience at The Drake was amongst the best of any Hilton property I've frequented. The very generous upgrade we received was just one element that made this stay so special. Staff were cordial and helpful at every turn. We were treated like VIPs. The photos scattered throughout the property, and the suite we occupied, showed past guests, who were bonafide VIPs, celebrities, politicians, and royalty in their prime. The sense of history was so endemic in every corner and niche. We loved being a part of the hotels fabled legacy. The location of The Drake, next to Lake Michigan, was phenomenal. We experienced a sudden wave of mild weather on a February day, and it was a blast watching locals congregate on the beach to stroll, jog, and even play volleyball. A twenty minute stroll on N. Michigan Ave, and you're at the Riverwalk and Wrigley Building. My companion and I enjoyed a number of great hotels during our Chicago visit. All were stellar, but The Drake left a lasting impression that we won't soon forget.
• CD

  Christopher Deal

  Feb 23, 2026
  5.0
  We had the best time! I travel often and when I visit Chicago, the Drake is the place to be. It is a great location, has so much history, and the staff just makes it worthwhile. Daryl Went above and beyond to show us around and give us the most delicious beverages down in the restaurant. He even took us into another area of the hotel to show us the Marilyn Monroe and Joe DiMaggio carvings. Class act.
• AW

  Allison Ward

  Feb 15, 2026
  2.0
  You can tell this hotel used to be nice, but it is rundown and many things about it need to be fixed. We stayed in an executive suite for Valentine's Day/my birthday and the room was just rundown and dingy. Mind you, this room cost about $500 per night. The bathroom is just a normal bathroom with a shower and tub that barely worked. I tried taking a bath and it took around 20+ minutes to fill up the small bathtub and by time it was full the water was lukewarm. There are stains all over the room. The wallpaper is scratched, and there is a faint smell of what seems to be sewer in the bedroom area? I also called the front desk to see if they could bring up two champagne glasses for a bottle of champagne we brought and they said "housekeeping doesn't do that you need to go downstairs and get it yourself". I'm paying this much money per night and you can't even bring up a couple glasses? I also ordered room service with two cappuccinos in the morning and they just brought me the cappuccinos in a disposable cup? Why would they not send up a cappuccino in an actual glass?? The room also had no robes which was included as an "amenity". I will NEVER stay here again and would not recommend it to anyone..... when you are paying this much money for a hotel room, you expect there to be some kind of luxury elements in the room and attentiveness with the staff of the hotel. We found none of that here.
• MC

  Madison Cook

  Feb 7, 2026
  3.0
  We held our wedding at The Drake on December 5th. While the event itself turned out beautifully—thanks in large part to our wedding planner and the attentive wait staff the day of—the planning process was extremely frustrating due to a lack of communication from the event staff. Unfortunately, our experience working with Arielle was disappointing. Response times to emails and inquiries were consistently delayed, often taking over a week, which made the planning process far more stressful than it needed to be. Additionally, there was a miscalculation with our linen order that resulted in us being told to purchase more than necessary, only to later be informed they were not needed. Finally, we had to await our refund for the difference in guest count, as fewer guests attended than originally estimated. It has now been over two months, and we just received it after multiple attempts to follow up with the event team and finance department. While the venue itself is beautiful and the day-of staff was wonderful, the lack of communication and follow-through during the planning process makes it difficult to confidently recommend this venue to others.
• JD

  Jennifer Duffner

  Feb 3, 2026
  5.0
  WOW WOW WOW! We were absolutely blown away by the service, food, support, and all-around experience for our wedding at The Drake Hotel. I toured ~30 venues in Chicago (yes, I know I'm crazy) and was fairly set on not having our wedding at a hotel. My friend recommended we look at The Drake as her parents had gotten married there and it was just "classic Chicago". From the moment we arrived for our initial tour of the space, we were greeted with warmth, genuine kindness, and serious attention to detail when it came to service - this initial experience totally swooned my fiancé and I as we knew our guests would receive the same during our wedding day and weekend. The Drake sales catering, banquet, and chef team were all fantastic - during our tasting, we met the head Chef and Jorge, the banquet team captain. My parents and us absolutely loved Jorge as he was charismatic, attentive, and just fun to be around. We felt so confident that he and his staff would take care of our friends and family on the wedding day, which they did! I remember sitting at the head table and seeing my parent's table cheering "Jorge! Jorge!" as he would come around with the champagne because he felt like a friend of the family. The Drake was accommodative and easy to work with - they met every request and idea with effort and sincerity. We had our cocktail hour in the Palm Court room and were truly blown away by how INSANE the Gold Coast Room turned out for our wedding day. They were so on top of everything and paid attention to all the details, timing, and visions of our day. Words cannot describe the incredible experience and wedding we had at The Drake Hotel - we feel beyond blessed to have had our wedding there.

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