Search Inns in Winnetka

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11
In one month
Jan 23 - Jan 25
In two months
Feb 20 - Feb 22
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, (2660)
"It's an excellent place."
United States
Jose
$64 nightly
The price is $76
Jan 4 - Jan 5, 2026
Total with taxes and fees
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, (3047)
"Excellent stay great location and great rooms"
United States
Joseph
$124 nightly
The price is $145
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hotel Riu Plaza Chicago
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, (2968)
"Great place to stay"
United States
Elisha
$86 nightly
The price is $101
Jan 22 - Jan 23, 2026
Total with taxes and fees
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, (9687)
"Wonderful stay!"
United States
Zach
$86 nightly
The price is $101
Dec 28 - Dec 29
Total with taxes and fees
Congress Plaza Hotel
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, (2017)
"Great stay"
United States
Kramer
$88 nightly
The price is $103
Jan 12 - Jan 13, 2026
Total with taxes and fees
Club Quarters Hotel Wacker at Michigan, Chicago
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, (3009)
"Enjoyed this hotel stay. "
United States
Kimberly
$87 nightly
The price is $102
Jan 25 - Jan 26, 2026
Total with taxes and fees
Warwick Allerton - Chicago
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, (2274)
"Great staff and restaurants!!"
United States
Abigale
$115 nightly
The price is $134
Jan 20 - Jan 21, 2026
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton
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, (3796)
"Hotel stay was excellent, great dining options walkable, easy parking "
United States
Jason
$83 nightly
The price is $97
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Whitehall Hotel, BW Premier Collection
Exterior
FOUND Hotel Chicago River North

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (390)
"Great hotel"
United States
Doug
$59 nightly
The price is $69
Jan 11 - Jan 12, 2026
Total with taxes and fees
FOUND Hotel Chicago River North
Exterior
Arlo Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1904)
"Great hotel"
United States
Chris
$110 nightly
The price is $130
Jan 3 - Jan 4, 2026
Total with taxes and fees
Arlo Chicago
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, (2202)
"Great location, easy parking. "
United States
Maria
$85 nightly
The price is $100
Jan 4 - Jan 5, 2026
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3164)
"Amazing stay very clean and beautiful views "
United States
Deigo
$86 nightly
The price is $101
Jan 25 - Jan 26, 2026
Total with taxes and fees
Eurostars Magnificent Mile
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, (1493)
"Nice stay"
United States
Michelle
$90 nightly
The price is $105
Jan 18 - Jan 19, 2026
Total with taxes and fees
Claridge House Chicago, Tapestry Collection by Hilton
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, (1470)
"The staff was super friendly at check-in and the bartender was very nice!"
United States
Jennifer
$88 nightly
The price is $103
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cambria Hotel Chicago Loop - Theatre District
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4858)
"Great location, comfortable room, and nice staff."
United States
Claudia
$93 nightly
The price is $109
Jan 25 - Jan 26, 2026
Total with taxes and fees
River 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, (1536)
"Great staff and great location. "
United States
Joe
$93 nightly
The price is $109
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Wade
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, (3322)
"Great hotel "
United States
Anthony
$96 nightly
The price is $113
Jan 1 - Jan 2, 2026
Total with taxes and fees
Club Quarters Hotel, Central Loop, 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, (2756)
"Excellent place to stay "
United States
Teniesha
$109 nightly
The price is $127
Jan 6 - Jan 7, 2026
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1052)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
$123 nightly
The price is $144
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
American cuisine, alfresco dining
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1948)
"The room was nice, the area was perfect for walking distance for food and activities. "
United States
Alexis
$115 nightly
The price is $135
Jan 20 - Jan 21, 2026
Total with taxes and fees
The Godfrey Hotel Chicago
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winnetka Hotel Reviews

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent
"yes"
janisha 2-night trip
Posted 1 day ago
Holiday Inn Chicago Dwtn - The Mart by IHG

Find out more about Winnetka

Winnetka Inns information

Number of reviews
55,461
Accommodation
1 Inns
Lowest Price
$69
Highest Price
$145

Explore a world of travel with Expedia