Hotels in Winnetka

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Check prices for these dates

Tonight
Aug 19 - Aug 20
Tomorrow
Aug 20 - Aug 21
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Top 5 hotels in Winnetka at a glance

  1. Sable at Navy Pier Chicago, Curio Collection by Hilton — 4-star hotel in Downtown Chicago. Guest rating: 9.4/10 — Exceptional.
  2. The Chicago Hotel Collection Ambassador Gold Coast — 4-star hotel in Downtown Chicago. Guest rating: 8.0/10 — Very Good.
  3. Claridge House Chicago, Tapestry Collection by Hilton — 4-star hotel in Downtown Chicago. Guest rating: 9.0/10 — Wonderful.
  4. Holiday Inn Express & Suites Prospect Heights by IHG — 3-star hotel in Prospect Heights. Guest rating: 9.0/10 — Wonderful.
  5. Congress Plaza Hotel — 3.5-star hotel in Downtown Chicago. Guest rating: 8.0/10 — Very Good.

Where to stay in Winnetka?

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
$168
$235 total
includes taxes & fees
Sep 7 - Sep 8
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
$55
$196 total
includes taxes & fees
Aug 20 - Aug 21
The Chicago Hotel Collection Ambassador Gold Coast

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
Downtown Chicago
$114
$165 total
includes taxes & fees
Sep 7 - Sep 8
Claridge House Chicago, Tapestry Collection by Hilton

Holiday Inn Express & Suites Prospect Heights by IHG

Holiday Inn Express & Suites Prospect Heights by IHG
Prospect Heights
$114
$128 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express & Suites Prospect Heights by IHG

Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
$135
$161 total
includes taxes & fees
Sep 7 - Sep 8
Congress Plaza Hotel

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
$145
$172 total
includes taxes & fees
Sep 1 - Sep 2
Hilton Chicago/Magnificent Mile Suites

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
$143
$225 total
includes taxes & fees
Sep 10 - Sep 11
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
$143
$199 total
includes taxes & fees
Sep 7 - Sep 8
Staypineapple, An Iconic Hotel, The Loop

Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
$135
$159 total
includes taxes & fees
Aug 31 - Sep 1
Ivy Boutique Hotel

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
Downtown Chicago
$181
$245 total
includes taxes & fees
Sep 7 - Sep 8
Thompson Chicago, by Hyatt

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Downtown Chicago
$135
$161 total
includes taxes & fees
Aug 30 - Aug 31
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Downtown Chicago
$153
$182 total
includes taxes & fees
Sep 8 - Sep 9
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
Downtown Chicago
$167
$221 total
includes taxes & fees
Sep 8 - Sep 9
The Godfrey Hotel Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
$169
$231 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Centric Chicago Magnificent Mile

Arlo Chicago

Arlo Chicago
Downtown Chicago
$152
$212 total
includes taxes & fees
Sep 7 - Sep 8
Arlo Chicago

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
$173
$235 total
includes taxes & fees
Sep 7 - Sep 8
Palmer House a Hilton Hotel

FOUND Hotels, Chicago, Series by Marriott

FOUND Hotels, Chicago, Series by Marriott
Downtown Chicago
$143
$168 total
includes taxes & fees
Aug 30 - Aug 31
FOUND Hotels, Chicago, Series by Marriott

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
$154
$183 total
includes taxes & fees
Sep 7 - Sep 8
Aloft by Marriott Chicago Mag Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
$143
$170 total
includes taxes & fees
Aug 30 - Aug 31
The Chicago Hotel Collection - Magnificent Mile

Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
Downtown Chicago
$162
$192 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Majestic Chicago Theatre District
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Top landmarks in Winnetka

Chocolate Box

Chocolate Box is in the heart of Winnetka, so why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? If you have fun at Chocolate Box, you'll love North Shore Center for the Performing Arts and Wagner Farm, both located nearby.
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Elder Lane Beach

When the beach is calling your name, you might want to head down to Elder Lane Beach, located 1.2 mi (2 km) from central Winnetka. If you want to continue walking by the waves, head to Kenilworth Beach located nearby.
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Learn more about Winnetka

Winnetka is well-known for its attractions such as Lake Michigan and Chocolate Box.

See all hotels in Winnetka
A suburban street with a stone house, a tree, and a clear sky.

Check out reviews of Winnetka hotels guests love

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

8/10 Good
"Great location. Room was clean although very humid. Loved the pool and ease of getting around. Elevators can take a bit longer."
Bobbie 3-night trip
Posted less than an hour ago
InterContinental Chicago Magnificent Mile by IHG
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"The breakfast is amazing!"
Claudia 2-night trip
Posted less than an hour ago
Hotel Riu Plaza Chicago
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Great location. Helpful staff!"
Alesha 2-night trip
Posted less than an hour ago
Club Quarters Hotel, Central Loop, Chicago
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"This hotel is absolutely beautiful! And just across the street from the convention center! Our room was spotless, so clean and tidy. The restaurant serves an amazing breakfast buffet for under $30 per person.... well worth it for the variety and quality of the food. My only contention is that you have to pay for parking ($45 per night) which I've never ever heard of in the 50 years of my life. Apparently, most hotels in Chicago don't own their parking lots. They are owned by a separate company who collects their fees thru the hotel. For that reason alone I'm not sure i ever want to stay in Chicago again. I can find a million other places to visit that don't charge extra to park at the hotel. Otherwise, this hotel is very nice and clean and in an excellent location."
Nicholas 2-night trip
Posted 1 hour ago
Hyatt Regency O'Hare Chicago
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"The valets were very helpful in procuring my sister and I with taxis, Uber and Lyft services during our stay. All staff interactions were supremely pleasant. Our room was spotless."
Elizabeth 3-night trip
Posted 1 hour ago
Congress Plaza Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Free coffee Free printing Early check in fee available"
Sean 1-night trip
Posted 12 hours ago
Crowne Plaza Chicago West Loop by IHG
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

8/10 Good
"It was a great experience for me personally. The staff was awesome! I will definitely be back"
Alex 1-night trip
Posted 16 hours ago
Hyatt Regency McCormick Place Chicago
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

8/10 Good
"Great staff! Left something behind & they retrieved it."
Steve 1-night trip
Posted 17 hours ago
Holiday Inn Chicago Dwtn - The Mart by IHG
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Good location very clean"
Joanna 1-night trip
Posted 18 hours ago
The Chicago Hotel Collection - Magnificent Mile

Frequently asked questions

Can I book refundable accommodations in Winnetka?
If you need the flexibility to change your plans to Winnetka, most accommodations offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Winnetka be like during my visit?
The warmest months in Winnetka are usually July and August with an average temp of 70°F. January and February are the chilliest months when the average temp is 30°F. The rainiest months are May and June.
Why should I book my Winnetka hotel through Hotels.com?
There are plenty of reasons to book your Winnetka travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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