COVID-19 Travel Advisory: Stay up to date with the latest on the coronavirus pandemic.   Learn More >

Chicago Hotel Help!

Old Jan 21st, 2009, 12:57 PM
Original Poster
Join Date: Jan 2009
Posts: 3
Chicago Hotel Help!

My husband and I are thinking about spending the weekend in Chicago for Valentine's Day. He has a lot of Hilton points from all of the traveling that he does for work so we can stay at a Hilton for free. Our options are the Drake and the Hilton Chicago. Does anyone have any advice on which of the two we should stay at? Any help would be appreciated!

aodonnell0610 is offline  
Old Jan 21st, 2009, 01:04 PM
Join Date: Jan 2003
Posts: 1,364
I've stayed at both, and personally would choose the Drake, though it really depends on what you want out of your weekend.

The Hilton Chicago is GIGANTIC (1500 rooms), and is located further south along Michigan Avenue, closer to the museums (esp. the Art Institute)and Grant Park. The Drake is smaller (only 500 rooms) and located near the Water Tower and closer to shopping and dining. Both hotels have tried their best to modernize their rooms, though I'd say the Drake did a slightly better job. Both have that old-time appeal of marble lobbies with giant crystal chandeliers, and the rooms offer spectacular views of Lake Michigan.
Callaloo is offline  
Old Jan 21st, 2009, 02:12 PM
Join Date: Jul 2005
Posts: 1,569
The two are only about 2 miles apart on Michigan Avenue, but as the above poster says, The Drake is closer to more activities and restaurants.

The Chicago Hilton was at one time, the world's largest hotel and was owned by the family of Supreme Court Justice John Paul Stevens. It was known as the Stevens Hotel and still bears "S" monograms in some places.

Citylghts is offline  
Old Jan 21st, 2009, 02:50 PM
Join Date: Jan 2009
Posts: 3
We stayed at the Conrad on Hilton points. It is attached to a mall and was a great located. Nice rooms too. I love Chicago and can't wait to go back.
ElaineB1 is offline  
Old Jan 21st, 2009, 04:50 PM
Join Date: Jul 2006
Posts: 872
Can you use your Hilton Honors points at the Homewood Suites? We have stayed there in Chicago and love this hotel. It is in a great location for getting out and walking and shopping. They also have breakfast and lite supper included. It is very nice having a suite to have a little more room and we had a great view of the city.
We are saving our Hilton Honors points to go back this fall.
nlg is offline  
Old Jan 22nd, 2009, 05:56 AM
Join Date: Aug 2007
Posts: 34
By all means choose the Drake. It has lots of "old Chicago" charm while still being luxurious. Fabulous location. I admittedly have bad memories of that Hilton because I have attended huge conventions there and had to stand in line for 20 mins trying to get on the elevator.
chaucerquest is offline  
Old Jan 22nd, 2009, 09:15 AM
Original Poster
Join Date: Jan 2009
Posts: 3
This is all really helpful, thanks so much for the feedback. I didn't know about the other two hotels that you can use hilton points at. They both seem like great options, so thanks again.

On a side note, has anyone heard of anything good going on in the city for Valentine's Day. I was really hoping we would be able to see Wicked, but the schedule will be over by then.
aodonnell0610 is offline  
Old Jan 22nd, 2009, 09:32 AM
Join Date: Aug 2007
Posts: 506
another vote for the Drake. Old world Chicago charm. Hilton seems to have done an ok job at renovating and keeping the feel. I believe they still serve "high tea" in the lobby.

The Chicago Hilton while ok has always felt like a convention hotel to me. I've stayed at both.

To me the Drake seems better placed for shopping and restaurants.
notbob is offline  
Related Topics
Original Poster
Last Post
United States
Apr 16th, 2007 07:49 PM
United States
Apr 28th, 2005 10:10 AM
United States
Feb 7th, 2005 08:03 PM
United States
Apr 16th, 2003 09:15 AM
United States
Oct 28th, 2002 06:01 AM

Posting Rules
You may not post new threads
You may not post replies
You may not post attachments
You may not edit your posts

BB code is On
Smilies are On
[IMG] code is On
HTML code is On
Trackbacks are Off
Pingbacks are Off
Refbacks are On

Thread Tools
Search this Thread

Contact Us - Archive - Advertising - Cookie Policy - Do Not Sell My Personal Information