This business is Established — a decent presence with 313 reviews and a 4.1★ rating, though not yet among the top-ranked providers in this area.
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2026 UPDATE: Despite a great 2023 experience, this trip was just as horrible as the last was great. EVERY SINGLE CHANCE ... 100% OF THE TIME THEY HAD TO SCREW SOMETHING UP, THEY DID. After asking for a manager and not getting one, I looked up online and located the general manager. FAIR DISCLOSURE; HE MADE EVERYTHING RIGHT. Hate it got to that point, but he came through in the end, But the room was lacking; mainly the bathroom. There's hardly any pressure at all in the shower. It includes a wand but even on "jet", it just trickles out. Then they put up fixed glass walls. But you also have a handicap bar on one side. Between the two, the shower gets really narrow. Unfortunately, that bar is also right where the trickle of water is coming down. The HVAC runs on auto so even though I turned the heat off, warm are still comes out (FIXED). The only solution was to keep dropping the AC. They put in new TVs ... WITH NO APPS. It claims you can Chromecast, but only a few apps will do that ... NOT Netflix which has removed the Chromecast button on it's phone app. The messed up a simple laundry order, and then on top of that lost some of the clothes. I have at least 10 messages from them on my phone where they would get back to me on something. They missed our day 4 cleaning day entirely. (SORTA FIXED IN THAT THEY CAME EVERY DAY FROM DAY 5 ON) Overall, just not a customer friendly setup anymore like it used to be UNTIL THE GM GOT INVOLVED. Elsewhere, the cooler says 34 but closer to 50. If you want cold water, you gotta get it from the fitness room. Called down for fresh towels (since they only come every four days) ... called down FOUR times while Brittney and Tyler promised to send some up and follow up with me. GM FIXED THIS AS WELL. Finally went downstairs and stood in front of Bri while she called it in. Shouldn't have to do all of that. 2023 Original: Nothing but great things to say about this hotel. The rooms were VERY clean. Nice and spacious. A freezer would have been nice, but we made do with just the fridge. It was conveniently located to all the major downtown attractions including Magnificent Mile, Art Institute, Cloud Gate. Whole Foods across the street and Target no far away. So much pizza and great eats nearby as well. We called on staff a couple of times and they were incredibly responsive. Great overall experience, and that's coming from a self-proclaimed hotel snob.
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I would strongly caution anyone considering Hilton Grand Vacations. The entire experience felt intentionally misleading and designed to pressure people into making a massive financial decision without fully understanding what they’re actually getting. The sales presentation paints an extremely polished picture of luxury vacations, flexibility, and value, but the reality after signing looks very different. The way they explain points, availability, fees, upgrades, and what your ownership actually provides is incredibly vague and confusing. Important limitations and ongoing costs are minimized while the “benefits” are heavily emphasized. What you believe you’re purchasing during the presentation does not align with the actual usability and value afterward. What stood out most was how aggressively the sales approach seemed to shift once they had an understanding of income level or financial flexibility. The higher they believed your income was, the more intense and predatory the pressure became. It felt far less like hospitality and far more like being psychologically worked through a scripted sales funnel designed to maximize commitment and monthly payment tolerance. The process relies heavily on urgency, emotional selling, and verbal promises that become difficult to validate later. Once the paperwork is signed, getting straightforward answers becomes much harder, and many concerns are redirected rather than truly addressed. If you attend one of these presentations, go in extremely skeptical. Do your own independent math on the long-term costs, maintenance fees, financing, and actual booking availability. Do not make decisions based on verbal claims, and never let yourself get rushed into signing same-day. Ask for everything in writing and compare it carefully against what was presented verbally.
Will never book a grand hotel vacation. These hotels are luxery at first glance and all that goes out the window once you check in. You’re met with rude staff. Our executive sweet was dirty, hair in the shower, visible crumbs on couch as well as the carpet rug. Stains on chair in room etc. No welcome message on the TV. The tvs are outdated and use chrome cast and we were never able to access it on the living room tv. Extremely bad lighting through out the room. The bed is hard and will hurt your back. and the pillows are extremely flat. I had to ask 3 times for new pillows. Through out the night the metal clanked in the heat vent. When I asked to move rooms they said we couldn’t and they also didn’t offer ear plugs? They offer them at any other Hilton hotel. The restaurant is over price for mid food. Like 24 do a mediocre saladZ They also do not offer free breakfast like other Hilton hotels and do not have an indoor pool for kids. After our mandatory tour I felt like they don’t give a shit about you after you tell them you don’t want to buy their expensive time share packages. Why would you when you are treated this way at their facilities. I would take your hard earned money elsewhere. This hotel is like putting lipstick on a pig. And just so you guys know. Just because you give out warm cookies, doesn’t solve all your issues 😂 you missed the mark here sis. Btw it’s also NOT on magnificent mile.
I had a very disappointing experience. About a year ago, while staying at the Hilton Downtown in Chicago, I was approached with what was presented as a special “anniversary deal.” It sounded like a great offer at the time, so I agreed and paid around $400 for a 4 days 3 nights package. However, months later, I discovered that this “deal” required attending a timeshare sales presentation—something that was never clearly explained upfront. Had I known from the beginning that this was essentially a kind of timeshare promotion, I would not have agreed to it. When I realized I wouldn’t be able to take the trip, I contacted customer service to cancel. The interaction was frustrating. The representative seemed clearly unhappy about my cancellation, and when I asked for an email confirmation, they abruptly hung up the phone. Overall, the experience felt misleading and unprofessional. Transparency from the start would have made a huge difference. I would strongly advise others to ask detailed questions before committing to any similar offers.
Even though we unfortunately were visiting Chicago for a funeral, our experience at Hilton Grand Vacations was amazing. We were well taken care of. Staff is a 10/10. Everyone we interacted with were friendly and knowledgeable about the resort. Our room was great with a top floor view. Thank you again Hilton for a wonderful experience. This was our first time at this hotel and we look forward to staying there again.