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Compare 4,451 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1975)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is NT$4,763
NT$5,591 total
includes taxes & fees
Sep 2 - Sep 3
DoubleTree by Hilton Chicago - Magnificent Mile

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4502)
"Great stay and great location"
The price is NT$3,366
NT$3,951 total
includes taxes & fees
Aug 26 - Aug 27
River Hotel

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2078)
"Best hotel "
The price is NT$4,895
NT$6,616 total
includes taxes & fees
Sep 1 - Sep 2
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 NT$4,800
NT$5,635 total
includes taxes & fees
Sep 1 - Sep 2
Eurostars Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (3676)
"Ideally located with great shopping and dining experiences nearby."
The price is NT$4,043
NT$4,746 total
includes taxes & fees
Sep 2 - Sep 3
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1025)
"Great location "
The price is NT$3,799
NT$4,460 total
includes taxes & fees
Aug 24 - Aug 25
Best Western River North Hotel

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3557)
"Great hotel"
The price is NT$4,054
NT$4,759 total
includes taxes & fees
Sep 1 - Sep 2
citizenM Chicago Downtown

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8974)
"Great place to stay."
The price is NT$7,533
NT$8,843 total
includes taxes & fees
Sep 7 - Sep 8
Congress Plaza Hotel

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2787)
"We love our stay here !"
The price is NT$4,170
NT$4,895 total
includes taxes & fees
Sep 1 - Sep 2
Aloft Chicago Mag Mile

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (2072)
"Good hotel in good location. "
The price is NT$4,186
NT$5,792 total
includes taxes & fees
Sep 2 - Sep 3
Hilton Chicago

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2194)
"Good spot when staying for lolla "
The price is NT$3,213
NT$4,300 total
includes taxes & fees
Aug 24 - Aug 25
Freehand Chicago

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2615)
"Great location and hotel!"
The price is NT$4,309
NT$5,059 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Chicago/Magnificent Mile Suites

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very Good, (1004)
"I was happy with my stay. Clean rooms and friendly staff"
The price is NT$4,440
NT$5,572 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Inn & Suites Chicago - Downtown by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property
8.8 out of 10, Excellent, (1370)
"Staff was so friendly and the rooms were really clean!"
The price is NT$4,260
NT$5,001 total
includes taxes & fees
Aug 24 - Aug 25
Crowne Plaza Chicago West Loop by IHG

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (548)
"It was a wonderful place to stay! "
The price is NT$4,065
NT$4,772 total
includes taxes & fees
Aug 19 - Aug 20
The Chicago Hotel Collection River North

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2465)
"Had a wonderful stay here and staff was super friendly!"
The price is NT$4,023
NT$5,251 total
includes taxes & fees
Sep 1 - Sep 2
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, (2024)
"Perfect location, i will stay again"
The price is NT$3,720
NT$4,367 total
includes taxes & fees
Sep 3 - Sep 4
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very Good, (1001)
"Great stay"
The price is NT$4,320
NT$5,071 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Chicago - Magnificent Mile by IHG

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very Good, (3515)
"Excellent location, renovated rooms, easy access and near attractions"
The price is NT$3,628
NT$4,259 total
includes taxes & fees
Sep 2 - Sep 3
The Whitehall Hotel, BW Premier Collection

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1933)
"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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Stay near popular Winnetka attractions

Learn more about Winnetka

Explore Winnetka: its forests, sports, food, 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 traveler data. Two other options for your visit 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.

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

Yes, you'll find most hotel reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winnetka.

Where can I learn more about changing or cancelling my trip to Winnetka?

For additional details about rescheduling or cancelling your trip to Winnetka, click here.

What's the best place to stay close to Elder Lane Beach?

DoubleTree by Hilton Chicago - North Shore Conference Center is one of the top choices for your stay based on our traveler data, and this 4-star hotel offers a restaurant and an outdoor pool. It's located 3.5 mi (5.6 km) from Elder Lane Beach. Other good options within 5 miles include Hampton Inn & Suites Chicago-North Shore/Skokie and Residence Inn by Marriott Chicago Wilmette/Skokie.

What are some accommodations 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 that offer an onsite pool. View all hotels with pools in Winnetka.

What's the best accommodation near O'Hare International Airport (ORD)?

Hilton Chicago O'Hare Airport is a popular 4-star hotel featuring 2 restaurants and 2 bars. It's located a short 0.1 mi (0.1 km) from O'Hare Intl. Airport. Other good options close to the airport are Edward Hotel Chicago and Best Western At O'Hare.

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 coffeehouses. Top sights around the area include Wrigley Field, Naval Base Great Lakes, and Michigan Avenue. In Winnetka, there are 2 hotels and other accommodations to choose from. Find out more about Winnetka.

What should I do while I'm visiting Winnetka?

Favorite 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. Check out what more to see and do in Expedia's Winnetka guide.

What's the best way to get around Winnetka?

To see more of 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 like in Winnetka?

The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Winnetka is 48 inches.