Winnetka Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Winnetka
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is 4.934.300 ₫ per night from 13 Mar to 14 Mar
4.934.300 ₫
5.792.375 ₫ total
13 Mar - 14 Mar
includes taxes & fees
8/10 Very Good! (9,876 reviews)
Staff was great, room service was quick and affordable. Room was spotless.
Reviewed on 10 Feb 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is 2.933.750 ₫ per night from 4 Mar to 5 Mar
2.933.750 ₫
4.175.765 ₫ total
4 Mar - 5 Mar
includes taxes & fees
9.2/10 Wonderful! (3,342 reviews)
Rooms were great and breakfast was delicious
Reviewed on 14 Feb 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is 3.598.923 ₫ per night from 27 Feb to 28 Feb
3.598.923 ₫
4.986.994 ₫ total
27 Feb - 28 Feb
includes taxes & fees
8.4/10 Very Good! (2,614 reviews)
Outdated rooms and our heater stopped working overnight and the temp fell to 60's which felt freezing given it was zero outside with snow flurries But Matt the maintenance guy came quickly at 6 am thankfully and got it back up and running. Other than that, a truly beautiful hotel and the restaurant ...
Reviewed on 8 Feb 2026
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.
Popular places to visit
Wrigley Field
4.5/5(40 reviews)
Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.
Millennium Park
4.5/5(147 reviews)
After visiting Millennium Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the fascinating museums in this vibrant area.
United Center
4.5/5(15 reviews)
Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.
