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Chicago Hotels With Rooftop Bar

Can I Bring My Own Dessert Or Wine

Chicago Rooftop Bars: Gwen Hotel

Our menu features a few dessert options that we think youd enjoy. Otherwise, you can bring outside dessert/cake for a cutting/plating fee of $3 per person. We have an excellent wine selection, and our sommelier would be happy to make suggestions for your party you may bring your own wine for a corkage fee of $35 per bottle.

This Iconic Hotel In Illinois Is One Of The Coolest Place Youll Ever Sleep

Chicago, Illinois has a rich history as one of the oldest big cities in the US with skyscrapers punching the skyline like towers to the heavens. One such tower is the iconic art-deco masterpiece that is now The Robey, a swanky hotel that will take you back to the streets of Chicago when smoky jazz flowed out of dimly-lit lounges, like bourbon-induced inhibition.

Will you take a trip back to old-world Chicago at The Robey? Whether you go for a getaway with that special someone or you treat the kids to a unique rooftop pool experience, this hotel is a fun way to get a feel for 1920s Chicago.

If you are beginning to fall in love with Chicago, perhaps this will tip you over the edge. Take a look at why we think Chicago is one of the coolest cities in the world.


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Relax In A Rooftop Pool And Lounge

The Robey hotel is housed in a famous historic Chicago building in the Wicker Park neighborhood. The art-deco landmark building formerly known as Northwest Tower is now a luxury hotel, complete with a rooftop lounge and pool.

The Cabana Club on the 6th floor offers 180-degree views of the skyline. Its location in a western neighborhood, set away from downtown, makes the view unique. Not only will you see the famous skyscrapers that make the citys architecture famous, but also the neighborhoods and train lines that make it run.

Relax in a poolside cabana chair, or take a dip in the pool yourself. Drinks are on the tropical side, and theres a small food menu as well featuring pita and hummus, mixed nuts, and other snacks.

A beachy vibe in a historic building sounds odd, but it works. Come summer, the Robey is the place to be.

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Hotel Lincoln Part Of Jdv By Hyatt

Address: 1816 North Clark StreetAccommodates: 4

Another hotel with a rooftop bar worth a visit on your next stay is The Peninsula Chicago, a five-star hotel located at East Superior, River North. This stunning hotel has equally stunning rooms that are installed with a flat-screen TV and has WiFi connectivity. Aside from the basic sleeping amenities, each room also offers a temperature and lighting control console and an ensuite bathroom with a soaking tub, a shower, and luxury toiletries. To top it all, youll have the opportunity to wake up to the stunning city views of Chicago. You can also use the hotels indoor swimming pool thats half-Olympic sized, the modern gym, and the outdoor sun terrace. The rooftop bar serves fine wine, top-of-the-line cocktails, and other beverages that you can enjoy while relaxing by the rooftop fire pit. The historic Water Tower Place is across the street from the hotel. Navy Pier is just 15 minutes walk away.

Since You Are Here We Would Like To Share Our Vision For The Future Of Travel And The Direction Culture Trip Is Moving In

A final look @virginhotelschi and Chicago from the rooftop bar. Thanks ...

Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.

Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Epic Trips, Mini Trips and Sailing Trips. Our Trips are suitable for both solo travellers and friends who want to explore the world together.

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A High Energy Adult Rooftop Bar & Lounge

From the 4th floor at the epicenter of River North you find I|O Godfrey, a roofscape. Basking in the sunlight throughout the day and as late afternoon yields to evening, uninterrupted views of the southern Chicago skyline radiate to life setting a brilliant backdrop.

I|O encompasses approximately 15,000 square feet of indoor and outdoor space, with 10,000 square feet of lounge and event space available year-long named for its captivating Indoor/Outdoor ambiance.

Among the panoramic skyline views include a fire pit, shimmering water elements, a video wall, retractable roof, and more. I|O has more space and unique amenities to offer than any venue in the city.

Get started at the indoor bar with plush banquettes and a VIP area. Breeze through the sliding glass wall and youll find yourself sipping drinks at the outdoor bar during the day, after work, at night, or on weekends in front of the commanding views of Chicago.

Experience I|O, where you can enjoy the day and revel in the night.

Chicago Hotels With Rooftop Pools Restaurants And Bars

Gazing over a glittering Lake Michigan and the iconic Chicago skyline from a sunny spot above the city, it all starts to make sense. Days like these are why Chicagoans suffer frigid temperatures and harsh winds for much of the year.

When I first moved to the city five years ago, I wasnt sold on the weather. Then, rooftops and patios started opening, and I realized what many already knowâsummer in Chicago is glorious. Its worth the winters and best embraced with a cocktail in hand and a view.

Whether youre looking for a nice meal, a tranquil atmosphere, or to dance all night, theres a hotel rooftop for you. Here are some of the best.

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Chicago Rooftop Bar & Restaurant


Terrace 16 captures the spirit of Chicagos glorious summer months year-round with genuine hospitality, warm design, a convivial bar, unmatched vistas and an ever-changing menu whose ingredients shine bright. Located on the 16th floor of Trump International Hotel & Tower Chicago, the new American rooftop restaurant in Chicago includes a bustling indoor bar and dining room, as well as expansive outdoor seating on its idyllic rooftop patio all punctuated by breathtaking views of the citys most iconic landmarks. A vibrant menu features new American flavors, allowing ingredients to speak simply and powerfully for themselves. An extensive craft cocktail program and thoughtful wine list enhance the experience of the downtown Chicago restaurant with a view. Terrace 16 offers fresh options for a variety of tastes and preferences and our expert culinary team can accommodate any dietary needs.

Elevating Chicago River dining, Terrace 16 champions of the most stunning attributes found in Chicago restaurants: A 200-seat, inviting outdoor patio, which has enamored thousands of guests for the past decade with its awe-inspiring views of Chicagos prized architecture, the winding Chicago River and Lake Michigan.

We ask that all guests comply with our business and chic casual dress code. We reserve the right to refuse service to any guest that fails to comply. Please feel free to call Terrace 16 with any dress code questions in advance of your visit: 312-588-8030.

Level Chicago Old Town

Walkthrough of Cerise Rooftop Bar, Virgin Hotel, Chicago, IL

The Hotel: One of the lesser-known Chicago hotels with rooftop pools, LEVEL Chicago Old Town is a complex comprised of different sizes of apartments for rent from studio to 2-Bedroom Corner Suite. Theres also a spa and wellness center available to guests.

The Rooms: LEVEL old town features 60 apartments of different sizes that all feature full kitchens, flatscreen TVs, amazing views, and Air Conditioning.

The Rooftop Pool: The rooftop pool is a long and thin pool on a mid-level of the building, surrounded by lounge beds and deck chairs. The rooftop is also equipped with a half basketball court, a sauna and steamroom, a fitness center, and even BBQ grills, making it perfect for a group getaway!

Hotel Location: Near North: between Gold Coast + Old Town Near Clark/Division Station

How to Access the Rooftop Pool: You Must Be a Hotel Guest


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Best Western River North Hotel

The Hotel: The Best Western River North is a great value hotel in Chicagos downtown area a few blocks from the Magnificant Mile and Merchandise Mart. Its got a pizzeria on-site as well as an indoor pool and outdoor area.

The Rooms: The rooms here are basic yet effective. They are simple with everything you need for a central hotel that also has a rooftop pool!

The Rooftop Pool: The rooftop pool is indoors, but there are plush lounge chairs and seating areas right outside for anyone who wants to relax in the sunlight with a view of the Chicago skyline.

Hotel Location: Off N LaSalle Dr. Chicago A few blocks from Grand Station

How to Access the Rooftop Pool: Must be a Hotel Guest


Chicago Athletic Association Part Of Hyatt

Address: 12 S Michigan Avenue, Loop, Chicago , United States, 60603Accommodates: 4

Perched high above the six-way intersection of Milwaukee, Damen and North Avenues, The Robey is a part-warehouse, part-Art Deco landmark in Chicago. Located on the 13th floor of this tall skyscraper is Up & Up, a rooftop lounge that will let you experience Chicago in a completely new context. It draws the hip crowd from Wicker Park and boasts of fancy delicious cocktails and some great, unobstructed cityscape sights.

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The Ritz Carlton Chicago

The Ritz Carlton Chicago is opening its rooftop bar on May 23. Located on the 12th floor, this lounge features a wall of windows and 57 comfortable seats. Designed by BraytonHughes Design Studios, this new venue offers a sweeping view of the Chicago skyline and can accommodate up to 100 guests.

The Ritz Carlton Chicago has several on-site dining options. The Deca Rooftop Lounge and Torali Bar feature Old-World-inspired cocktails. Guests can enjoy the view of the Chicago skyline and the Wrigley Building from tableside fire pits.

Londonhouse Chicago Curio Collection By Hilton

The Wit Hotel Roof

Address: 85 East Wacker Drive Accommodates: 4

Godfrey Hotel is located in the heart of Chicagoâs River North district. This boutique hotel is just three blocks away from the shopping, dining and entertainment on the Magnificent Mile. Godfrey Hotels rooftop bar and lounge, IO Urban, features a retractable roof and offers an indoor bar and outdoor lounge with fire pits. Come over to enjoy its beautiful garden oasis out in the portico and the shimmering water elements, or breeze through its sliding glass wall while sipping craft cocktails or eating Wagyu steak tartare and maki rolls all while enjoying the panoramic view of the Chicago skyline.

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Thewit Chicago A Doubletree By Hilton Hotel

Address: 201 North State StreetAccommodates: 4

Located on the 13th floor of Hotel Lincoln, The J. Parker rooftop bar and restaurant will offer you a unique experience unlike the other downtown rooftops. It gives the mesmerizing and unobstructed view of Lake Michigan and the Lincoln Park, and also turns into a 360-degree planetarium in the night when the glass roofs retract. Youâd also be able to see the zoo along with the beautiful Chicago skyline. It is a great place to hang around, with live music, unique crafty cocktails and sumptuous small plates, all in a beautiful ambience. Do check out their warm cocktails and whiskey-spiked hot chocolate.

Homewood Suites By Hilton Chicago Downtown/magnificent Mile

The Hotel: Homewood Suites by Hilton Chicago Downtown/Magnificent Mile is one of 3 Homewood Suites in the city, but the only one with a rooftop pool so make sure not to confuse them!

Located RIGHT on the Magnificent Mile of Michigan St, you cant go wrong with this location. The hotel itself is basic but comes equipped with all the amenities you will need.

The Rooms: This one of the only hotels on this list with suites and 1BR apartments with a full kitchen, making it one of the best options for those who want a Chicago hotel with rooftop pool but also want to cook at the room.

The Rooftop Pool: The Rooftop Pool at Homewood Suites is on the fully-enclosed rooftop with glass windows to block the wind. Its small yet large enough to get some sun while in the water, and is surrounded by plenty of deck chairs to lay out and get a tan.

Hotel Location: Magnificent Mile Near the Contemporary Art Museum

How to Access the Rooftop Pool: You Must Be a Hotel Guest


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Doubletree By Hilton Downtown Magnificent Mile

The Hotel: Located off the Magnificent Mile just 2 blocks from Navy Pier, the DoubleTree by Hilton Downtown Chicago is a well-equipped mid-range hotel in a great location. It has a restaurant on-site as well as one of the most spacious rooftops on this list!

The Rooms: You can stay in a variety of rooms from a basic to a fitness room to a deluxe suite. The rooms have great amenities and often great views also all with flat-screen TVs. For the price this Chicago hotel with a rooftop pool might have the BEST value.

The Rooftop Pool: The DoubleTree Rooftop Pool has views in every direction and an interesting round-ish shape. Its one of the most spacious rooftop pool hotels in Chicago, with plenty of deck chairs, seating, and shade. Youll feel like youre surrounded by Chicago with buildings shooting up in all directions around you!

Hotel Location: Between the Magnificent Mile and Navy Pier

How to Access the Rooftop Pool: You Must Be a Hotel Guest


Coolest Hotels In Chicago

London House Chicago – The Best Rooftop in Chicago? | Review (2021)

With one hand, I grab the patio railing perched 13 floors above downtown Chicago overlooking views of Millennium Park and Lake Michigan. With the other, I slowly bring an expertly crafted vodka tonic to my lips. But in my mind, I find it hard not to think of myself as a modern-day version of Wall Streets Gordon Gekko surveying his kingdom from above.

This is just another day at the Chicago Athletic Association, where locals and visitors alike mingle to take in the eye-popping scenery Cindys, a popular rooftop bar. The vibe is laid back and the panoramic view of Lake Michigan is stunning.

But in a city as crazy about architecture as Chicago, its certainly not the only hotel to cultivate a hip aesthetic paired with excellent cocktails and panoramic rooftop views. In fact, Chicago is blessed with a number of such propertiesânot to mention hipster-approved hotels with in-room guitars, podcast booths, and karaoke bars.

With Chicagos hotel scene aimed at millennials in recent years, I set out to uncover the coolest hotels in a city with plenty of them. So book your stay at one the hotels below and immediately become one of the cool kids.

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The 15 Best Hotels With Rooftop Bars In Chicago

Chicago is renowned for its buzzing nightlife and its iconic city skyline. Therefore, roof terrace bars are exclusive and sought after venues. With this in mind, our hotel experts have scoured the city to bring you a collection of the best hotels with rooftop bars in Chicago. Our list includes some of the city’s most glamorous and luxurious venues but also a range of lesser-known, yet equally chic, boutique options for something a little more underground. So why not browse through our collection to start planning your next city break?

Were About To Make Waves

With a unique blend of elegance and comfort that just has to be experienced, and views that have to be seen to be believed, Sable at Navy Pier crowns one of Chicagos signature destinations.

Lush accommodations, unique dining experiences, and a rooftop bar unlike any other, guarantee that your visit to the new landmark on Chicagos landmark will be unmatched, unmistakable and completely unforgettable.

Host your dream wedding, throw a world-class party, take in the views, or step outside and soak in the downtown Chicago vibes from the shores of Lake Michigan. Dive head first into Chicagos newest and most extraordinary hotel experience.


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Kasa Chicago Old Town

The Hotel: Kasa Chicago Old Town is one of the lesser-known Chicago hotels with rooftop pools. It offers 22 apartments, a fitness center, and a rooftop terrace in the Old Town area of the Near North.

The Rooms: Its more of an aparthotel as it has fully-equipped rooms ranging from studio to 1BR to 2BR, all with full kitchens, seating areas, general amenities, and often great views.

The Rooftop Pool: The rooftop pool at Kasa Hotel is one of the most spacious in the city. It offers a full 360-degree terrace with song of deck chairs and space to lay out and relax!

Hotel Location: Near North: between Gold Coast + Old Town Near Chicago Station

How to Access the Rooftop Pool: You Must Be a Hotel Guest


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