We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

First Weekend in Dec...First Timer

Which Chicago hotels are on sale?
dd/mm/yyyy dd/mm/yyyy
See hotels
Long Island, NY
Level Contributor
134 posts
16 reviews
Save Topic
First Weekend in Dec...First Timer

Hi, we're considering visiting for Chicago for the first time the first weekend in December. Arriving on Friday and leaving Monday. Looking for recommendations for hotels, restaurants, bars, shows, tours, etc... We want to be in the middle of it all, so to speak. Anything we simply can't miss? We're looking to spend around $250 a night...will that get us into a nice hotel? I want something better than an Embassy Suites, but does not have to be as nice as a 4 Seasons-type of hotel. Anything you can recommend is appreciated. Thanks in advance!! We're in our mid 40s to early 50s if that helps. We're also looking for really nice bars, jazz clubs, piano bars, etc..

Level Contributor
8,209 posts
24 reviews
Save Reply
1. Re: First Weekend in Dec...First Timer

check hotels.com and look at river north or mag mile, tell us whats in your price range

there are tons of restaurants, things to do, ect you need to be more specific

Chicago, Illinois
Level Contributor
726 posts
7 reviews
Save Reply
2. Re: First Weekend in Dec...First Timer

Check the Wit and Conrad. Both are nice and cheap on weekends. Sofitel is good and should be under $250. Andy's and Jazz Showcase for jazz. Blues Chicago for Blues.


Destination Expert
for Chicago, Illinois
Level Contributor
44,850 posts
67 reviews
Save Reply
3. Re: First Weekend in Dec...First Timer

www.explorechicago.org for ideas of what to see/do here.

www.chicagoreader.com and www.chicagomag.com for dining and entertainment information.

http://www.chicagoplays.com/ - for theater information.

Level Contributor
368 posts
19 reviews
Save Reply
4. Re: First Weekend in Dec...First Timer

The weekend is Dec 2-4 then. I think you will have just missed a big medical convention that ends on Dec 2. I don't know if there are any other meetings that weekend, but hotel prices tend to be near extortionate with conventions. If not, I think you may be able to try for some boutique hotels in river north or mag mile as mentioned above. The Witt, kimpton hotels, Westin R North, Sofitel are some of my favorites but have no idea on prices for that weekend. Plus you have to allow a hefty city tax.

chicago area
Level Contributor
1,114 posts
Save Reply
5. Re: First Weekend in Dec...First Timer

At that time of year we like the Hilton Garden Inn which is at State and Grand. You can walk to the Kristkindle Mart, an open air marketplace that sells beautiful handmade X-Mas items from Germany as well as food and hot spiced wine and German beer. From there it's a short walk to Macys on State Street which does a nice job decorating for the holidays. This hotel is also close to Michigan Avenue and some great dining including Keefers, Joes , Bennys Chop House and Ruth Chris steakhouse. Deep Dish pizza just around the corner as well. The Bears are at home that Sunday for a noon game and you can walk to several places to watch the game including Mother Hubbards, Rockit Bar and Grille, Rock Bottom brewery and Jake Melnicks corner tap. Enjoy your trip!

chicago area
Level Contributor
1,114 posts
Save Reply
6. Re: First Weekend in Dec...First Timer

Almost forgot, if you have time, try to stop into Butch McGuires bar on Division just of off Rush Street for a couple of drinks. Great decorations.

7. Re: First Weekend in Dec...First Timer

-:- Message from TripAdvisor staff -:-

This topic has been closed to new posts due to inactivity. We hope you'll join the conversation by posting to an open topic or starting a new one.

To review the TripAdvisor Forums Posting Guidelines, please follow this link: http://www.tripadvisor.com/pages/forums_posting_guidelines.html

We remove posts that do not follow our posting guidelines, and we reserve the right to remove any post for any reason.

Removed on: 25 October 2012, 12:16