A busy city street with tall buildings, a bus, and cars.

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Check availability on Downtown Chicago Winery Hotels

Our top choices for Downtown Chicago hotels with winery

A rooftop terrace with lounge chairs and tables, offering a city skyline view.

1. Best Western River North Hotel

Best Western River North Hotel
2.5 star property
Downtown Chicago
7.8 out of 10, Good, (1,184 reviews)
"Friendly staff"
United States
Jasmine
The price is ₹15,394
₹18,302 total
includes taxes & fees
25 Oct - 26 Oct
Best Western River North Hotel
A historic building with a prominent casino sign, surrounded by modern skyscrapers.

2. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (3,090 reviews)
"Great hotel, very clean and amazing location"
Netherlands
Shyreen
The price is ₹15,025
₹21,053 total
includes taxes & fees
1 Oct - 2 Oct
Hotel Felix River North/Magnificent Mile
A wooden staircase with built-in seating and potted plants, leading to a modern interior with large windows and a mezzanine level.

3. The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (217 reviews)
"The best hotel breakfast I have ever had. I will return for the breakfast!"
United States
Kathryn
The price is ₹23,096
₹26,073 total
includes taxes & fees
25 Oct - 26 Oct
The Publishing House B&B
A colorful storefront with a sign for 'Studio 124' and 'Photo Studio'.

4. STAY

STAY
2.0 star property
West Town
7.6 out of 10, Good, (278 reviews)
"I will recommend this place to any traveler that doesn’t wanna pay an arm and a leg this place is clean. Staff is quick to answer. Five out of five stars in my book."
United States
Rafael
The price is ₹3,794
₹9,648 total
includes taxes & fees
5 Oct - 6 Oct
STAY
An outdoor dining area with wicker chairs and tables, overhead lighting, and a view of the street.

5. Hilton Orrington / Evanston

Hilton Orrington / Evanston
4.0 star property
Downtown Evanston
8.6 out of 10, Excellent, (145 reviews)
"It was a good place to stay with my dog"
United States
Jinho
The price is ₹16,661
₹19,074 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Orrington / Evanston
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Downtown Chicago Hotel Reviews

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