Winnetka Hotels from from S$83

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Check prices for these dates

Tonight
23 Mar - 24 Mar
Tomorrow
24 Mar - 25 Mar
Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr

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Top 10 trending Winnetka hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2022)
"Everything was amazing! The stay and the staff! We did a stay vacation and it was great "
The price is S$256
includes taxes & fees
6 Apr - 7 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton
Swissotel - Chicago
Front of property – evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1989)
"Nice property. Friendly staff. Convenient location with a great view of the Chicago river. "
The price is S$299
includes taxes & fees
4 Apr - 5 Apr
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1440)
"Clean and spacious room and bathroom! Stayed here for 3 nights. "
The price is S$354
includes taxes & fees
24 Mar - 25 Mar
Loews Chicago Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2649)
"All workers were extremely kind!"
The price is S$232
includes taxes & fees
30 Mar - 31 Mar
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1842)
"Check-in staff/front desk were exceptional! Great customer service. Thank you!"
The price is S$162
includes taxes & fees
30 Mar - 31 Mar
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1458)
"Good experience. Hotels bed were visibly dirty. Almost ruined the stay. "
The price is S$302
includes taxes & fees
20 Apr - 21 Apr
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Front of property – evening/night

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1662)
"All around great place to stay!"
The price is S$320
includes taxes & fees
30 Mar - 31 Mar
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2668)
"Great location to walk to restaurants and go shopping"
The price is S$136
includes taxes & fees
20 Apr - 21 Apr
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (1004)
"Absolutely loved my stay here! Will definitely return soon."
The price is S$145
includes taxes & fees
25 Mar - 26 Mar
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (1694)
"Decent property, loved the 2 bedrooms and overall size of the room, bathroom was tiny, but we managed. Valet was excellent..."
The price is S$202
includes taxes & fees
27 Mar - 28 Mar
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3230)
"Did not realize there is a "Destination Charge" in Chicago. I believe this should be mentioned before securing a room."
The price is S$306
includes taxes & fees
19 Apr - 20 Apr
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2068)
"Wonderful "
The price is S$193
includes taxes & fees
26 Mar - 27 Mar
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very good, (1796)
"Lovely place. Would stay at again! Thank you!"
The price is S$157
includes taxes & fees
13 Apr - 14 Apr
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Lobby

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1022)
"The area was beautiful, has a pool and hot tub , and plenty options around to shop and feast."
The price is S$218
includes taxes & fees
30 Mar - 31 Mar
Hyatt Centric Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent Mile
Premium bedding, in-room safe, desk, blackout curtains

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
8.8 out of 10, Excellent, (1266)
"Room was great, sofa bed extremely uncomfortable, mattress was sagging causing you to sleep in awkard positions, could feel the springs in spots. Pool was nice, comfortable water temperature."
The price is S$180
includes taxes & fees
6 Apr - 7 Apr
Courtyard by Marriott Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Restaurant

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1017)
"Everything was good, front desk and room cleanliness etc. FYI, only — parking is something you need to plan for it is in the middle of downtown (price wise), but available across the hotel. "
The price is S$169
includes taxes & fees
2 Apr - 3 Apr
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.0 out of 10, Very good, (1547)
"Great experience "
The price is S$158
includes taxes & fees
31 Mar - 1 Apr
Hotel Saint Clair- Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1619)
"Great Hotel, will definitely book again for my wife and I and with the kids too!"
The price is S$202
includes taxes & fees
24 Mar - 25 Mar
Hotel Riu Plaza Chicago
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2510)
"The shower leaked through the bottom soaked the floor. Other than that a great stay"
The price is S$127
includes taxes & fees
7 Apr - 8 Apr
Best Western Grant Park Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8627)
"Love the location and cleanliness of this hotel "
The price is S$180
includes taxes & fees
24 Mar - 25 Mar
Congress Plaza Hotel
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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Learn more about Winnetka

Explore Winnetka: its forests, sports, dining and more!

See all hotels in Winnetka

Frequently asked questions

What's the best place to stay in Winnetka?

Located 16.2 mi (26.1 km) from the heart of Winnetka, River Hotel is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are L7 Chicago by LOTTE and Congress Plaza Hotel. See all available top hotels, or vacation rentals in Winnetka.

If I need to cancel my hotel reservation in Winnetka, will I receive a refund?

Yes! The majority of hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winnetka.

What are some accommodation options with pools in Winnetka?

DoubleTree by Hilton Chicago - Magnificent Mile: 4-star hotel, 4-minute walk from Michigan Avenue. Features a rooftop terrace, an outdoor pool and LED TVs. Loews Chicago Hotel and Embassy Suites Chicago Downtown Magnificent Mile are two additional hotels with an on-site pool. View all hotels with pools in Winnetka.

What is staying in Winnetka like?

Visitors can enjoy all that Winnetka has to offer, including the shopping, forests and sporting events. Tourists can also enjoy the city's restaurants and coffee shops. Top sights around the area include Wrigley Field, Naval Base Great Lakes and Michigan Avenue. In Winnetka, there are 2 hotels and other accommodation options to choose from. Find out more about Winnetka.

What should I see while I'm in Winnetka?

Favourite places to visit include Lake Michigan, Chocolate Box and Maple Street Beach. Additionally, you'll find Wrigley Field and Naval Base Great Lakes in the area. Take a look at what more there is to see and do in Expedia's Winnetka guide.

How can I get around Winnetka?

To venture out into the surrounding area, hop aboard a train at Winnetka Station or Winnetka Indian Hill Station. If you want to venture out around the area, you may want a rental car in Winnetka for your journey.

What's the seasonal weather in Winnetka?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Winnetka is 1216 mm.