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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar
No exact matches found, but these alternatives could be just right

Recommended hotels in Winnetka

Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2672)
"It's an excellent place."
United States
Jose
The price is AED 215
AED 317 total
includes taxes & fees
4 Jan - 5 January 2026
Freehand Chicago
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3086)
"Great rooms, love the bar and amazing breakfast!"
United States
Michelle
The price is AED 366
AED 533 total
includes taxes & fees
4 Jan - 5 January 2026
Hotel Riu Plaza Chicago
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4871)
"Clean friendly hotel "
United States
maria
The price is AED 300
AED 352 total
includes taxes & fees
13 Jan - 14 January 2026
River Hotel
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2990)
"Great place to stay"
United States
Elisha
The price is AED 301
AED 354 total
includes taxes & fees
22 Jan - 23 January 2026
Aloft Chicago Mag Mile
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9728)
"Wonderful stay!"
United States
Zach
Congress Plaza Hotel
Premium bedding, down comforters, pillowtop beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1556)
"Great staff and great location. "
United States
Joe
The price is AED 340
AED 399 total
includes taxes & fees
8 Jan - 9 January 2026
The Wade
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2296)
"Great stay!"
United States
Angela
The price is AED 314
AED 494 total
includes taxes & fees
20 Jan - 21 January 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3008)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is AED 294
AED 453 total
includes taxes & fees
11 Jan - 12 January 2026
Warwick Allerton - Chicago
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1500)
"Nice stay"
United States
Michelle
The price is AED 228
AED 376 total
includes taxes & fees
18 Jan - 19 January 2026
Claridge House Chicago, Tapestry Collection by Hilton
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2209)
"It was a beautiful stay "
United States
Donald
The price is AED 313
AED 368 total
includes taxes & fees
6 Jan - 7 January 2026
DoubleTree by Hilton Chicago - Magnificent Mile
Breakfast, lunch and dinner served
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3343)
"Great hotel "
United States
Anthony
The price is AED 299
AED 352 total
includes taxes & fees
13 Jan - 14 January 2026
Club Quarters Hotel, Central Loop, Chicago
Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (3823)
" Breakfast is good, location is excellent, service staff is courteous."
United States
Luis
The price is AED 281
AED 330 total
includes taxes & fees
4 Jan - 5 January 2026
The Whitehall Hotel, BW Premier Collection
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2023)
"Great stay"
United States
Kramer
The price is AED 300
AED 352 total
includes taxes & fees
13 Jan - 14 January 2026
Club Quarters Hotel Wacker at Michigan, Chicago
Exterior
Arlo Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1913)
"Great location, friendly staff rooms were great and clean."
United States
Derrick
The price is AED 301
AED 463 total
includes taxes & fees
15 Jan - 16 January 2026
Arlo Chicago
Lobby
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2008)
"Very clean, quiet, and warm reception and service from the staff. "
United States
tim
The price is AED 327
AED 470 total
includes taxes & fees
2 Jan - 3 January 2026
Millennium Knickerbocker Chicago
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2782)
"Great hotel staff and location. "
United States
Jacqueline
The price is AED 304
AED 464 total
includes taxes & fees
11 Jan - 12 January 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Rooftop terrace
Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2333)
"Great hotel!!"
United States
Juancarlos
The price is AED 363
AED 518 total
includes taxes & fees
2 Jan - 3 January 2026
Hyatt Centric The Loop Chicago
Reception
Swissotel - Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3067)
"Amazing staff and location beautiful hotel "
United States
RANDIE
The price is AED 419
AED 599 total
includes taxes & fees
2 Jan - 3 January 2026
Swissotel - Chicago
Snack bar
Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1479)
"Great room and friendly staff. Great place to stay for the price. I Would definitely recommend this hotel to a friend. "
United States
Timothy
The price is AED 322
AED 378 total
includes taxes & fees
11 Jan - 12 January 2026
Cambria Hotel Chicago Loop - Theatre District
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3541)
"Great location and breakfast.. can be a bit pricey but worth it. "
Canada
Shaurya
The price is AED 422
AED 496 total
includes taxes & fees
15 Jan - 16 January 2026
voco Chicago Downtown - Riverwalk by IHG
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 Winnetka Hotel Reviews

River Hotel

River Hotel

10/10 Excellent
"Front desk staff was courteous and very helpful."
Albert 1-night trip
Posted 1 day ago
River Hotel