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Luxury Chicago Hotel for Couple
Posted on 6/10/26 at 11:28 pm
Posted on 6/10/26 at 11:28 pm
bringing my wife for her 40th birthday.
ive been to chicago a few times and love the downtown area. there are so many options to choose for stay, its overwhelming.
i narrowed down to the Langham or Trump International.
hard to find public reviews on TI though because of Trump's polarization. (ie reddit hates him)
but was hoping for some opinions here.
ive been to chicago a few times and love the downtown area. there are so many options to choose for stay, its overwhelming.
i narrowed down to the Langham or Trump International.
hard to find public reviews on TI though because of Trump's polarization. (ie reddit hates him)
but was hoping for some opinions here.
Posted on 6/11/26 at 5:08 am to donRANDOMnumbers
You can’t go wrong with either of those. If the Trump hotel is cheaper then I wouldn’t hesitate to stay there.
Posted on 6/11/26 at 6:54 am to donRANDOMnumbers
If you have Hilton points stay at LondonHouse Solid hotel.
Posted on 6/11/26 at 8:04 am to b-rab2
We stayed at LondonHouse last time and it was very solid and in a good location. Across the river from Trump Hotel.
Posted on 6/11/26 at 8:14 am to donRANDOMnumbers
London House hotel has a great rooftop!
We stayed at the Pendry last time in Chicago. Top notch! They also have a great rooftop.
If yall are "sporty" in a way look into the Chicago Athletic Association
have Cindys rooftop that overlooks the bean and also some cool spots inside the hotel to hangout in and get a good cocktail. One of our favorite hangout spots.
We stayed at the Pendry last time in Chicago. Top notch! They also have a great rooftop.
If yall are "sporty" in a way look into the Chicago Athletic Association
have Cindys rooftop that overlooks the bean and also some cool spots inside the hotel to hangout in and get a good cocktail. One of our favorite hangout spots.
Posted on 6/11/26 at 8:20 am to donRANDOMnumbers
quote:
i narrowed down to the Langham or Trump International.
GF used to be the director of sales there. Great spot.
The St Regis is pretty awesome as well.
This post was edited on 6/11/26 at 8:21 am
Posted on 6/11/26 at 8:39 am to donRANDOMnumbers
For me i like to stay in certain sections of Chicago for different reasons. Each one has their supply of upscale hotels.
Recently stayed at The Drake in the Streeterville/Gold Coast hood and liked the hotel a lot.
Recently stayed at The Drake in the Streeterville/Gold Coast hood and liked the hotel a lot.
Posted on 6/11/26 at 9:35 am to Motownsix
quote:
Recently stayed at The Drake
Are those rooms really small? Would be my concern given how old it is.
Also, obligatory

This post was edited on 6/11/26 at 9:37 am
Posted on 6/11/26 at 9:52 am to Chucktown_Badger
Our room at the Drake was small and it was a mid tier room. It was also dated
Posted on 6/11/26 at 10:02 am to b-rab2
i had London House on the list as well due to the rooftop bar!
Posted on 6/11/26 at 11:35 am to donRANDOMnumbers
quote:
The St Regis is pretty awesome as well.
This here. Also think about your view, some hotels are better for skyline and river views, others have more rooms with great lake views.
Posted on 6/11/26 at 12:21 pm to donRANDOMnumbers
Sofitel Magnificent Mile was great with several high end restaurants within walking distance. Also having a grocery on the same block came in clutch a couple of times.
Posted on 6/11/26 at 1:43 pm to donRANDOMnumbers
quote:
i narrowed down to the Langham or Trump International.
Stay at The Langham.
This post was edited on 6/11/26 at 1:44 pm
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