The Best Hotels Closest to City Winery in Chicago for 2026

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Our top choices for City Winery hotels

A modern indoor pool area with lounge chairs, a wooden table, and large windows.

A modern hotel with multiple floors, a covered entrance, and a parking lot.

A hotel reception area with a counter displaying pastries and coffee, a coffee machine, and a golden clock.

A modern hotel room with a large bed, a desk, a chair, a TV, and a sliding door leading to a shower area.

1. Hampton Inn & Suites Chicago Medical District UIC

2.2 km from City Winery

Bobby

NT$5,617

NT$6,679 total

includes taxes & fees

Oct 25 - Oct 26

A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

A modern dining area with round tables, comfortable chairs, and a dessert display.

A modern hotel room with a large window offering a city view, three armchairs arranged around a central coffee table, and a decorative hanging plant.

A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.

2. The Langham, Chicago

River North, 2.5 km from City Winery

Saramae

NT$16,672

NT$19,822 total

includes taxes & fees

Nov 1 - Nov 2

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

A spacious hotel lobby with multiple seating areas, a grand staircase, and large windows offering views of the city.

A modern bar area with a checkered floor, bar stools, and a bartender.

A rooftop bar with seating and a view of the city skyline at night.

3. The Peninsula Chicago

Streeterville, 2.9 km from City Winery

Levi

NT$20,760

NT$24,682 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a large bed, a nightstand with a lamp, a wall clock, and a window with curtains.

A reception area with a desk, a seating area with a blue sofa, and a bookshelf filled with books.

A restaurant with booths and tables, a television on the wall, and a view of the street outside.

4. Hilton Vacation Club Hotel Blake Chicago

The Loop, 2.5 km from City Winery

Kelsey

NT$5,795

NT$6,889 total

includes taxes & fees

Oct 29 - Oct 30

A modern hotel room with a large bed, a desk, a chair, and a view of the city.

A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

A modern hotel room with large floor-to-ceiling windows offering a city view.

A cityscape with a river, a bridge, and a dining area with tables and chairs.

5. Trump International Hotel & Tower Chicago

River North, 2.6 km from City Winery

Cecille

NT$14,726

NT$17,508 total

includes taxes & fees

Nov 8 - Nov 9

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

A bar area with a long counter, multiple shelves of bottles, and four bar stools.

A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

6. L7 Chicago by LOTTE

Theatre District, 2.6 km from City Winery

Jeffrey Thomas

NT$5,482

NT$6,518 total

includes taxes & fees

Nov 9 - Nov 10

A couple dining at a table with a view of a cityscape and a sunset.

A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.

A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.

A woman sitting by a window with a city view, holding a cup and saucer.

7. Park Hyatt Chicago

Streeterville, 3 km from City Winery

Tom

NT$17,103

NT$20,334 total

includes taxes & fees

Nov 1 - Nov 2

A modern building with a colorful facade and a red circular seating area.

A modern hotel room with a large window offering a city view, a contemporary light fixture, and a clean, minimalist design.

A modern interior with wooden shelves, colorful chairs, and hanging plants.

A modern high-rise building with a glass facade, surrounded by other tall buildings.

8. citizenM Chicago Downtown

Theatre District, 2.7 km from City Winery

Katarina

NT$5,430

NT$6,455 total

includes taxes & fees

Nov 1 - Nov 2

A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.

A modern urban street with high-rise buildings, including a prominent 'The Gwent' and 'Nordstrom' sign.

A modern hotel lobby with a reception desk, seating area, staircase, and large windows.

A modern staircase with glass railings and pendant lighting.

9. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Streeterville, 2.7 km from City Winery

Jessica

NT$12,190

NT$15,442 total

includes taxes & fees

Oct 30 - Oct 31

A hotel lobby with a bar area, a chandelier, and a reception desk.

A lobby with a sofa, a coffee table, and an ottoman. There are wooden columns and a chandelier.

A high-rise building with a clock tower, large windows, and a busy street with vehicles.

A view through a circular window of a cityscape with modern buildings and a body of water in the distance.

10. Residence Inn Chicago Downtown/Loop

Theatre District, 2.1 km from City Winery

Karla

NT$7,630

NT$9,072 total

includes taxes & fees

Oct 31 - Nov 1

A modern lounge area with seating, a coffee table, and a view of the city at night.

A modern lounge area with seating, tables, and a view of the cityscape.

A modern hotel entrance with a neon sign, a covered walkway, and a cityscape view.

An outdoor seating area with a wooden table and metal stools, overlooking a cityscape with modern buildings and a street.

11. Moxy Chicago Downtown

River North, 2.1 km from City Winery

Justin

NT$5,174

NT$6,152 total

includes taxes & fees

Nov 1 - Nov 2

A spacious lobby with a plush teal sofa, a round coffee table, and a large chandelier.

A hotel entrance with a sign reading "The Lasalle Hotel" and a "Grill on 21" sign.

A modern lobby with a bar area, plush seating, and a chandelier.

A modern lobby with a reception desk, two sofas, a coffee table, and a decorative wall with a wavy pattern.

12. The LaSalle Chicago, Autograph Collection by Marriott

Theatre District, 2.1 km from City Winery

Montreal

NT$9,422

NT$11,202 total

includes taxes & fees

Nov 1 - Nov 2

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

A cityscape with modern high-rise buildings, a river, and a boat.

A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.

13. Hyatt Regency Chicago

The Loop, 2.9 km from City Winery

Mercy

NT$7,598

NT$10,173 total

includes taxes & fees

Oct 31 - Nov 1

A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

A hotel room with two beds, a desk, a chair, a lamp, and a view of a building through the window.

A bar area with a long counter, bar stools, and a bar stocked with bottles.

A modern hotel room with a large window, a desk, a chair, a sofa, and a small side table.

14. Springhill Suites by Marriott Chicago Downtown/ River North

River North, 2.3 km from City Winery

Keith

NT$5,430

NT$6,455 total

includes taxes & fees

Nov 1 - Nov 2

A spacious lobby with a long bar area, red curtains, and a patterned carpet.

A large, historic building with a classic architectural style, featuring multiple floors and large windows.

A corridor with a checkered floor, rows of blue and white chairs, and string lights.

A modern room with a teal sofa, a Peloton exercise bike, and a city view through large windows.

15. Canopy by Hilton Chicago Central Loop

The Loop, 2 km from City Winery

Hannah

NT$7,273

NT$8,647 total

includes taxes & fees

Oct 25 - Oct 26

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

A spacious lobby with a marble floor, a reception desk, and a glass partition.

A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

16. Hotel Riu Plaza Chicago

Streeterville, 3 km from City Winery

Gabriela

NT$5,124

NT$7,002 total

includes taxes & fees

Nov 2 - Nov 3

A modern lounge area with a fire feature, seating, and a bar.

A modern lounge area with a sectional sofa, red chairs, a glass coffee table, and a patterned rug.

An outdoor terrace with a fire feature, seating, and a city view.

A group of people seated at a table with drinks and a salad, in a modern indoor setting with large windows and a bar area.

17. Hyatt Place Chicago/Wicker Park

3 km from City Winery

Tyler

NT$5,427

NT$6,372 total

includes taxes & fees

Nov 9 - Nov 10

A restaurant interior with brick walls, hanging spherical light fixtures, and a visible kitchen area.

A room with a diamond-patterned bookshelf filled with books, a wooden floor, and a lamp.

A bar area with multiple shelves of bottles, a bar counter, and three bar stools.

A modern living room with a brick wall mural, a green sofa, leather chairs, and a wooden coffee table.

18. Arlo Chicago

Theatre District, 2.7 km from City Winery

Meagan

NT$5,965

NT$8,095 total

includes taxes & fees

Nov 1 - Nov 2

A corridor with ornate black metal railings and a patterned carpet.

A modern hotel room with a sofa, a small table, a bench, a TV, and a cabinet.

A dining area with tables and chairs, a hanging light fixture, and a view of the street through a window.

A bed with a pillow featuring a pineapple design and the text "Sleep with me." A window reveals a cityscape at night.

19. Staypineapple, An Iconic Hotel, The Loop

Theatre District, 2.4 km from City Winery

RaeQuan

NT$5,338

NT$7,293 total

includes taxes & fees

Nov 10 - Nov 11

A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.

A modern hotel room with a large window offering a city view, a wooden desk with a laptop, and a small seating area.

A rooftop terrace with a view of a city skyline at dusk.

A modern lobby with a sofa, a coffee table, and a vase of flowers.

20. Nobu Hotel Chicago

0.6 km from City Winery

Abhay

NT$14,524

NT$18,066 total

includes taxes & fees

Nov 1 - Nov 2

View all properties

Compare popular hotels close to City Winery

Property	Property class	Guest rating
Hampton Inn & Suites Chicago Medical District UIC	9.6 Exceptional 789 reviews	View
The Langham, Chicago	9.8 Exceptional 1,001 reviews	View
The Peninsula Chicago	9.8 Exceptional 1,000 reviews	View
Hilton Vacation Club Hotel Blake Chicago	9.6 Exceptional 1,227 reviews	View
Trump International Hotel & Tower Chicago	9.6 Exceptional 2,046 reviews	View

Top City Winery Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"We were on the 3rd floor, which was very quiet. Our room was nice and comfortable. It's downtown so parking is a challenge. When choosing this hotel, I read that there was on site parking for $58 a night. I was fine with that but when we checked in, I was told that there was no in/out allowed. So, we paid $82 per night for valet parking. We checked in around 9pm. The lobby was fairly empty but there was a DJ playing very loud music. I had trouble hearing what the front desk clerk was saying to me, especially when explaining the parking situation. We would stay there again as the location was perfect for walking to the Harry Potter Store!"

The Hoxton, Chicago

8/10 Good

"The hotel is a great location in the West Loop! The room was very clean and had a great view. The downside is that the room and bathroom were incredibly small. Thankfully we were only staying for one night, so we did not have an abundance of stuff with us. The gym was also small. The price was high for the size of the room and amenities. If we weren’t going to a wedding close by, we would have chosen other accommodations with more space."

Hotel Chicago West Loop, SureStay Collection by Best Western

8/10 Good

"The TVs in the rooms being required to make you cast through the hotel’s WiFi with your phone is very flawed."

Chicago Parthenon Hostel

10/10 Excellent

"Thank you so much for such a great stay! Everything went really well. The place was very clean and perfectly located, with everything easily accessible. The staff were incredibly friendly, welcoming, and helpful throughout my stay. Both the rooms and bathrooms were always clean and well maintained. I honestly have nothing negative to say about my experience. I would definitely come back and highly recommend this place to anyone visiting Chicago! 😊"

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent

"Nice updated property in a great location"

Level Chicago Fulton Market

10/10 Excellent

"The hotel was really nice. Wish that parking was included."

Other attractions near City Winery

Taste Of Randolph Street Festival

After visiting Taste Of Randolph Street Festival, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or visit the notable monuments in this vibrant area.

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Lyra

After visiting Lyra, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's riverfront or experience its fascinating museums.

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Chicago Journeymen Plumbers Local Union 130 UA

Learn about the events happening at Chicago Journeymen Plumbers Local Union 130 UA during your trip to Chicago. Discover the acclaimed art scene and notable monuments in this vibrant area.

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Bottom Lounge

After visiting Bottom Lounge, make a plan to see the other sights and activities in Chicago. Experience the entertainment choices and acclaimed theater scene in this vibrant area.

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Randolph Street Market

Enjoy an outing to Randolph Street Market during your stay in Chicago. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.

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Plumbers Hall

You can take time to visit Plumbers Hall during your travels to Chicago. Amble around this vibrant area's riverfront or experience its acclaimed theater scene.

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Garcia's Chicago

Garcia's Chicago is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or visit the notable monuments in this vibrant area.

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The Empty Bottle

The Empty Bottle is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's riverfront or experience its acclaimed art scene.

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Frequently asked questions

What's the area like around City Winery?

City Winery is located in Chicago. This metropolitan area is known for its beautiful river views and stunning architecture. If you're looking for a convenient place to stay, check out the 386 hotels and other accommodations you'll find within a mile.

Where is the best place to stay near City Winery?

Adjacent to City Winery, Hyatt House Chicago/West Loop-Fulton Market is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a restaurant. Other good options close by include Crowne Plaza Chicago West Loop by IHG and The Emily Hotel.

How many hotels will I find near City Winery?

Expedia has 386 hotels and other accommodations within a mile from City Winery.

If I need to cancel the hotel reservation for my stay near City Winery, will I receive a refund?

Yes, you'll find most room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If your reservation is non-refundable, you might still have the option to cancel and get a refund within 24 hours of your booking. Add your dates and click on "Search", then filter by "fully refundable" to review the top deals on offer near City Winery.

Where can I learn more about changing or cancelling my trip in the area near City Winery?

For more information about changing or cancelling your stay near City Winery, click here.

What can I see and do near City Winery?

You might want to spend some time browsing the exhibits at Fine Arts Building, Art Institute of Chicago, or Museum of Contemporary Art Chicago. Civic Opera House, The Old Post Office, and Merchandise Mart are monuments to see when you're exploring the area around City Winery. You can catch a show at Cadillac Palace Theatre, Goodman Theater, and House of Blues Chicago.

How can I get to City Winery?

With so many ways to get around, seeing all of the area near City Winery is simple. You can take advantage of metro transit at State Station, Clark-Lake Station, and Lake Station. If you're taking a train into town, Millennium Station, Chicago Van Buren Street Station, and Chicago Union Station are the stations closest to Downtown Chicago.

Find hotels near City Winery, Chicago from NT$6,152

Change your mind

Treat yourself

Be picky

Check prices for these dates

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Star rating

Guest rating

Our top choices for City Winery hotels

1. Hampton Inn & Suites Chicago Medical District UIC

2. The Langham, Chicago

3. The Peninsula Chicago

4. Hilton Vacation Club Hotel Blake Chicago

5. Trump International Hotel & Tower Chicago

6. L7 Chicago by LOTTE

7. Park Hyatt Chicago

8. citizenM Chicago Downtown

9. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

10. Residence Inn Chicago Downtown/Loop

11. Moxy Chicago Downtown

12. The LaSalle Chicago, Autograph Collection by Marriott

13. Hyatt Regency Chicago

14. Springhill Suites by Marriott Chicago Downtown/ River North

15. Canopy by Hilton Chicago Central Loop

16. Hotel Riu Plaza Chicago

17. Hyatt Place Chicago/Wicker Park

18. Arlo Chicago

19. Staypineapple, An Iconic Hotel, The Loop

20. Nobu Hotel Chicago

Compare popular hotels close to City Winery

Top City Winery Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Hoxton, Chicago

Hotel Chicago West Loop, SureStay Collection by Best Western

Chicago Parthenon Hostel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Level Chicago Fulton Market

Other attractions near City Winery

Taste Of Randolph Street Festival

Lyra

Chicago Journeymen Plumbers Local Union 130 UA

Bottom Lounge

Randolph Street Market

Plumbers Hall

Garcia's Chicago

The Empty Bottle

Frequently asked questions