Cityscape Bar

While they are pricey, they are worth the few extra bucks.
1. I ordered the calamari. Tender and crunchy, great sauce.
2. The purple pear martini is STRONG. It’s yummy and took me 30 – 45 minutes to drink
My second drink was the cucumber gin fizz. It is actually a lot sweeter than you would expect but still a good balance. Really yummy!
Third drink. Lemon fizz. Exactly what you expect
3. Chocolate Bundy cake… Small but AWESOME
I work at a bar so I can tell you from personal experience… If you want a martini worth the 12 $ … COME HERE.
They are busy typically. Be patient and you’ll get awesome service, food and drinks. Not to mention the fact that while enjoying these you get a beautiful view of the city.
Daniel is awesome!

While everyone is running to Trump Tower, The Wit, Hancock or Sears Tower for a view over Chicago I chose the CityScapeBar during my latest Chicago visit.
One reason was that I had to organize a corporate reception and all other venues do not except semi private parties below a minimum of $ 5000 in the city recently! Imagine how much you would have to consume with just 50 people!
Anyways, this might be no reason for Chicago travelers to not check out the other venues but if you like to escape crowds and are looking for a new perspective over the city’s skyline the CityScapeBar is a good alternative.
From the 15^th floor the bar opens views over Chicago River towards Willis Tower and The Loop.
You can have conversations without too loud music and as said there are not too many people around, so that you can either hang out at the bar or in one of those cozy chairs at the tables.
Drinks and snacks come with the common Chicago price tag, e.g. wine $ 9 – 11 per glass, beer $ 7 – 10 pint/​bottle, snacks $ 12 – 18.
Credit cards accepted.

This bar was a pleasant surprise during my girlfriend and I’s stay at the Holiday Inn where it’s located. We did cruise the bar when we arrived, and the place is stunning. The views are incredible, and the décor is really sleek and classy looking.
When we ordered from room service, we received food that is served here as well. The Honey Roasted Turkey Sandwich ($ 12) is really good, and it comes topped with lettuce, tomato, cheese, bacon, and mayo. It had more meat than I was expecting, which is never really a bad thing. We also ordered the American Eggs-​Plosion Burger ($ 14) which is a beef patty topped with a thick slice of ham, a fried egg, cheese, greens, onion, and tomato on a pretzel roll. This burger was amazing. It was well-​cooked and perfectly seasoned. It says «sliced ham» so I was expecting a few piddly slices of packaged deli ham, but that is not even close to what I got. It was a big chunk of REAL ham, easily a half an inch thick. I would order this again, in a heartbeat.
I’d definitely frequent this bar more often. Come for the gorgeous skyline view, and stay because you need to put burgers inside of your face.

Very cool lounge low key spot! At first your walking through the Holiday Inn and think where is this place? You walk in the River Point North Building and take the elevators left of the escalators up to the 15^th floor. The bar is in the corner and is very cool good ambiance!
The bar is very cool has great views usually is not to busy so it has some private secluded feel to it.

Fantastic view of the city. Great beer selection. Fun crowd. Very friendly bartenders. Great wit beer.

Chicago is awash with pricey hotel bars. However, few bars of any type offer such a stunning view of downtown. Come here with your mates to ogle the cityscape to add a touch of class to your bro’s night out. Don’t bring a girl here though. You’ll spend too much time looking out the window and she’ll get jealous.

Go here if you want a great view of the city especially at night. Went here because of a recommendation from the bartender at my hotel. Beverage selection is good enough and the chocolate dessert cake was tasty. Our server was nice and not too overbearing. Made sure to keep ordering drinks so she didn’t care we were taking in the view. It’s not big so it can get crowded and you want to make sure to get a seat by the windows.

Good view, nice drink and fantastic grilled CALAMARI ! This is a quiet and private place where no tourists and even few local people know about.

Spectacular views, crappy service. Also the wine selection was pretty awful. But the view really does make up for it so I’ll probably be back. Plus, it wasn’t very crowded on a Friday night which is a plus.

This place was a late discovery while on the tail end of my whirlwind Chicago tour. I was in search of a rooftop /​sky bar to have a drink, some food and a good view of the city.
What I got was a quiet place with a good selection of drinks, great food, and great service.
This place definitely feels upscale and classy. A great place to bring a date with great views of the city and the river that runs through it.
The next time I’m in town, I will definitely be returning.

A classy bar with spectacular views of the city in a, shh, don’t say it too loud, HOLIDAY INN??? Well be still my soul!
Cityscape has been on my list to try for some time now– so when another venue was closed on recent Saturday night– we found our way to the top of the Sun Times Building where the Holiday Inn is, and wandered into Cityscape.
There really isn’t a bad seat in this place with the optimal table the one in the corner that looks both ways down the river. The city sparkles from every view and this would be a great place to take out of town guests to see our fantastic city from great heights without all the crowds and hype of some of the more popular places around town.
And the drinks? They have a great specialty drink menu that the bartender really delivers on. I had some kind of vodka ginger fizz that was delicious and my friend’s raspberry martini was one of the best I have tasted.
Prices are reasonable too.
Hmmm. .. . good to know that even this hotel snob girl can still learn a thing or two. Forget going to the better known places in town for that romantic view of Chicago. Cityscape has that beat, for sure!

It’s tough to beat the atmosphere — dark, classy lounge vibe with a pretty awesome view of the Chicago river bridges. It’s kind of tucked away from the more active nightlife of river north so may not hit the radar. It’s also in the holiday Inn merchandise mart which is pretty random. As you would expect its full of business travelers which can be fun if you like mingling with people.
I ordered the ceviche, really did not expect too much and it met my minimum expectations. I would say this is more of a place to stop by for drinks more so than eating but did not try anything else so hard to validate.
This is definitely a pricey place– reminds me of getting drinks at Trump Tower but not as expensive. Bartenders were nice and the place is pretty quiet.

Convenient if you’re staying at the holiday in. Good vibe, and nice view of the city.
Drink selection was good and price wasn’t too bad. However my review it’s missing a star because I feel that their food menu could’ve had a little bit more on there. But none the less Kobe burger sliders and truffles fries were yummy.

Definitely worth visiting for the view alone. Absolutely perfect spot for looking at the skyscrapers and the river.
The food is very tasty, but portions are a little small. As a bite to go with your drink it is just right. I ordered the sausage fennel pizza, which was only about 6−7″ but more than adequate and delicious in every bite.
There’s a decent selection of draught beers and wines.

BREATHTAKING
This might be one of the best views in the city! I’m typically the guy that takes my tourist friends to the Johnny Hank for the view and drinks but I’m changing that now.
All of the tables in the bar have amazing views but my favorite table is right at the far corner of the bar. You get views of both river and the three major skyscrapers: Trump Tower, John Hancock and the Sears Tower (there was never a name change for us locals). I must tell you that it is so beautiful to look at. In fact, I’m trying to get the bar to put my name on that table but that is not going well. Ha!
The other day I saw a business traveler sitting by himself working at my table on a laptop and he was missing the view. I wanted to tell the guy that he was sitting in the best table and that it was a «NO WORK ZONE». Look at the view and work later!
There are also daily specials during the week from Sunday to Thursday. Give them a call to find out exactly. I believe that Thursday is $ 6 flavored vodka night with any mixer night. There’s a special Bloody Mary on Sundays.
So if you’re in the mood for a different view and not your typical tourist trap, then this is the place. The drinks are reasonable and the staff is friendly. This is one of the best hotel bars in the city for relaxing and enjoying the river and city view.

Located in the Merchandise Mart Holiday Inn, this place offers one of the best all around views of the city from a Loop perspective. Great for picture taking and sight seeing obviously.
I have been here for multiple gatherings and events over the years and it has always made for a good time.
Good drinks and good service here… one of my favorite bar/​lounges in the city

We went on a Wed. Evening, there were drink specials, we had $ 6 Skyy vodkas, appetizers are buy 1 get a 2^nd @ half off. Validated parking in their lot was only $ 5! Great deals and even better south river views.

whenever I go here, I have a great time.
The head bartender Nacho is a nice guy and so are the other bartenders and the servers who serve.
What adds to the ambiance on a Saturday night is of you come right before the sun sets-​winter or summer, it does not matter.
This has some of the greatest views for the sun setting which is why this is one of my personal favorites.
Sometimes they have 2 weddings going on at once at the hotel and sometimes they spill into the bar. Fun fact.
They have a mixture of wines from Spain, Italy, Germany, California, Washington, Portugese and some other choices both red and white for $ 8 or $ 9 a glass.
they usually have a cocktail/​martini on special during the week for happy hour at $ 5 or $ 6 dollars.
When I was there last a few months ago they had a special on a specific Romanian dessert wine for $ 7. It hit the spot.
A good place to start or end an evening.
A mixture of single professionals who come here after work from the Mart which is next door.
The hamburger is good. I have tried it a few times. Ask them to grill the onions.
if this place ever got a outdoor patio, it would be extra special.
A fine upscale choice at some good prices.
They let you order the food and dessert choices from ItaliAsia which their other place like right next door.
Open till 1 AM every day. Lucky Us !!

Re: Vino Tasting
Affordable ($ 15/​bottle) wine tasting of 4 kinds that is strictly poured on one per guest. Started at 6 pm, appetizers were gone by 6:30 pm. Table seating were wastefully utilized — 2 on a 4 seat table, 4 on a 6 seat table. No table for a party of 6 with an RSVP.
Classy event title meets tack.

I love Cityscape! First, the décor is beautiful, modern and comfortable! It attracts a professional, classy crowd of people that are friendly and usually very attractive.
The service is quicker when you order directly from the bar. The drinks are perfectly made and reasonably priced.
If you go to this place at night, it will take your breath away! The view of the skyline through these floor to ceiling windows is romantic, and overwhelming at the same time! This is a great place to take a date and an even better place to go with friends to meet new people.
Enjoy and dress to impress!