Winnetka hotel guide. Hilton Hotels hotel in Winnetka, Illinois

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
13 Nov - 14 Nov
Tomorrow
14 Nov - 15 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Winnetka Hilton Hotels

A spacious corridor with a patterned carpet, wooden panel walls, and a ceiling with a unique light fixture.

1. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
4.0 star property
O'Hare
8.6 out of 10, Excellent, (2,599 reviews)
"Enjoyed our stay"
United States
Cassandra L
The price is Rp3.316.730
Rp3.893.510 total
includes taxes & fees
12 Dec - 13 Dec
Hilton Chicago O'Hare Airport
A multi-story building with a prominent entrance featuring a large archway and a sign.

2. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,540 reviews)
"Enjoyed my stay will book again!"
United States
Jordan
The price is Rp2.452.837
Rp3.448.853 total
includes taxes & fees
24 Nov - 25 Nov
Hilton Chicago
A grand lobby with a staircase, ornate chandeliers, and a clock on the wall.

3. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,725 reviews)
"Beautiful hotel with wonderful staff!"
United States
Christy
The price is Rp2.371.982
Rp3.362.294 total
includes taxes & fees
24 Nov - 25 Nov
Palmer House a Hilton Hotel
A cityscape at dusk with high-rise buildings, including a Hilton hotel.

4. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,065 reviews)
"Great place to stay"
United States
Melissa
The price is Rp1.875.881
Rp2.230.234 total
includes taxes & fees
10 Dec - 11 Dec
Hilton Chicago/Magnificent Mile Suites
A spacious hotel lobby with a central fountain, multiple seating areas, and a high ceiling with decorative woodwork.

5. The Drake

The Drake
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,662 reviews)
"Enjoyable stay"
United States
Joseph
The price is Rp2.527.561
Rp3.005.018 total
includes taxes & fees
24 Nov - 25 Nov
The Drake
A modern lounge with a fireplace, comfortable seating, and large windows offering city views.

6. theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,161 reviews)
"Loved our stay, the staff were so helpful and nice!"
United States
Charlotte
The price is Rp2.775.064
Rp3.834.589 total
includes taxes & fees
23 Nov - 24 Nov
theWit Chicago, a Hilton Hotel
A modern lobby with a fireplace, leather seating, and a green plant.

7. Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare
3.5 star property
Rosemont
8.4 out of 10, Very good, (1,003 reviews)
"Nice stay"
United States
Jossue
The price is Rp2.704.201
Rp3.082.248 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Rosemont Chicago O'Hare
An outdoor dining area with wicker chairs and tables, overhead lighting, and a view of the street.

8. Hilton Orrington / Evanston

Hilton Orrington / Evanston
4.0 star property
Downtown Evanston
8.6 out of 10, Excellent, (178 reviews)
"We had a great stay at the Hilton Orrington Evanston! It’s an older hotel, but the location is fantastic, with great coffee and restaurants nearby. The staff was super friendly and even gave us a ride to the game! We really enjoyed our time here and would absolutely recommend it."
United States
Michelle
The price is Rp2.022.340
Rp2.315.176 total
includes taxes & fees
9 Dec - 10 Dec
Hilton Orrington / Evanston
A hotel with multiple buildings, a pond, and autumn trees.

9. Hilton Chicago/Northbrook

Hilton Chicago/Northbrook
4.0 star property
Northbrook
8.2 out of 10, Very good, (1,000 reviews)
"Clean and quiet"
United States
Maria S
The price is Rp1.984.403
Rp2.222.134 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Chicago/Northbrook
An aerial view of a hotel atrium with multiple levels of balconies, outdoor seating areas, and a central open space with tables and chairs.

10. Hilton Chicago/Oak Brook Suites

Hilton Chicago/Oak Brook Suites
3.5 star property
Yorkfield
7.8 out of 10, Good, (1,004 reviews)
"There should be free breakfast as well as parking"
United States
Sheena
The price is Rp1.999.906
Rp2.239.495 total
includes taxes & fees
11 Dec - 12 Dec
Hilton Chicago/Oak Brook Suites
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.
View all properties

Hotels recommended for families in Winnetka

A modern lounge area with leather sofas, a coffee table, and a patterned rug.

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (3,206)
The price is Rp2.214.178
Rp2.555.480 total
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Chicago O'Hare – Rosemont by IHG

Top Winnetka Hotel Reviews

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago

10/10 Excellent

A fantastic stay in a beautiful hotel in an amazing city. Staff were all friendly, professional and helpful. River view suite was absolutely amazing. It made our stay perfect. The view of the river was wonderful. Thank you Erica for making this happen. Perfect location. Great breakfast. Beautifully clean room. Thank you to all.
United Kingdom
Therese
Reviewed November 6, 2026
LondonHouse Chicago, Curio Collection by Hilton