Winnetka Hotels

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Top 10 trending Winnetka hotels

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1963)
"Great place !"
The price is €160
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Chicago - Magnificent Mile

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4495)
"Great place to stay."
The price is €165
includes taxes & fees
21 Aug - 22 Aug
River Hotel

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2057)
"Beautiful property, will definitely stay there again."
The price is €200
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3060)
"Great stay!"
The price is €161
includes taxes & fees
1 Sept - 2 Sept
Eurostars Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3635)
"Great stay. "
The price is €149
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1026)
"Great location "
The price is €127
includes taxes & fees
24 Aug - 25 Aug
Best Western River North Hotel

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2779)
"We love our stay here !"
The price is €140
includes taxes & fees
24 Aug - 25 Aug
Aloft Chicago Mag Mile

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3529)
"Would love to stay here again!"
The price is €157
includes taxes & fees
26 Aug - 27 Aug
citizenM Chicago Downtown

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8921)
"Great place to stay."
The price is €253
includes taxes & fees
7 Sept - 8 Sept
Congress Plaza Hotel

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2051)
"Enjoyed our stay. Great location."
The price is €166
includes taxes & fees
2 Sept - 3 Sept
Hilton Chicago

Crowne Plaza Chicago West Loop by IHG

3.5 star property
8.8 out of 10, Excellent, (1361)
"Staff was so friendly and the rooms were really clean!"
The price is €147
includes taxes & fees
24 Aug - 25 Aug
Crowne Plaza Chicago West Loop by IHG

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2585)
"Great location and hotel!"
The price is €144
includes taxes & fees
24 Aug - 25 Aug
Hilton Chicago/Magnificent Mile Suites

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2174)
"Good spot when staying for lolla "
The price is €127
includes taxes & fees
20 Aug - 21 Aug
Freehand Chicago

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1009)
"I was happy with my stay. Clean rooms and friendly staff"
The price is €159
includes taxes & fees
3 Sept - 4 Sept
Holiday Inn & Suites Chicago - Downtown by IHG

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (544)
"It was a wonderful place to stay! "
The price is €138
includes taxes & fees
17 Aug - 18 Aug
The Chicago Hotel Collection River North

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2461)
"Had a wonderful stay here and staff was super friendly!"
The price is €159
includes taxes & fees
24 Aug - 25 Aug
La Quinta Inn & Suites by Wyndham Chicago Downtown

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (2004)
"Would stay here again!"
The price is €128
includes taxes & fees
3 Sept - 4 Sept
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very good, (3519)
"Excellent location, renovated rooms, easy access and near attractions"
The price is €120
includes taxes & fees
2 Sept - 3 Sept
The Whitehall Hotel, BW Premier Collection

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1004)
"Great stay"
The price is €136
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1927)
"Very nice and comfortable stay"
Silversmith Hotel Chicago Downtown
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!

Top Winnetka Hotel Reviews

Frequently asked questions

What's the best place to stay in Winnetka?

Located 17.1 mi (27.5 km) from the heart of Winnetka, Congress Plaza Hotel is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Palmer House a Hilton Hotel and Crowne Plaza Chicago West Loop by IHG. See all available top hotels, or vacation rentals in Winnetka.

What are some of the best holiday rentals that Winnetka has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Winnetka is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave. See all 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.