Name: The Chicago Hotel Collection Ambassador Gold Coast
Price range: CA $290
Rating: 8

River Hotel

75 East Wacker Drive Chicago IL

CA $252

CA $300 total

Sep 27 - Sep 28

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

CA $259

CA $308 total

Sep 27 - Sep 28

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...

8/10 Very good! (10,192 reviews)

"I’ve stayed here for years. Every riot"

Reviewed on Sep 22, 2026

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

CA $290

CA $344 total

Sep 27 - Sep 28

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...

8/10 Very good! (2,305 reviews)

"It started out with someone from the desk, being kind enough to get a luggage cart, for us to load and take things to the room. We were not given information regarding breakfast or the rest of the hotel, nor was there anything in the room. The sink in the bathroom was cracked and leaked on the floor ..."

Reviewed on Sep 23, 2026

See all 4,391 properties in Winnetka

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.

Sentral Michigan Avenue

808 SOUTH MICHIGAN AVENUE Chicago IL

Book a stay at this business-friendly aparthotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests ...

Kasa Magnificent Mile Chicago

One Superior Place Chicago IL

Stay at this aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...

9.4/10 Exceptional! (920 reviews)

"Loved the place. Made it feel like home for a weekend getaway. Plenty of room w local spots near by."

Reviewed on Sep 21, 2026

Kasa Lake Shore Chicago

446 East Ontario Street Chicago IL

Stay at this aparthotel in Chicago. Enjoy free WiFi, a rooftop terrace, and parking (surcharge). Popular attractions Michigan Avenue and Chicago Riverwalk are ...

See all properties in Winnetka

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.