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Compare 4,500 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very Good, (1065)
"Great place to stay, would definitely recommend and stay here again "
The price is NT$1,254
NT$5,691 total
includes taxes & fees
Aug 11 - Aug 12
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1138)
"Enjoyed staying here!"
The price is NT$998
NT$5,390 total
includes taxes & fees
Aug 11 - Aug 12
The Chicago Hotel Collection - Magnificent Mile

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2166)
"Good spot when staying for lolla "
The price is NT$3,344
NT$4,453 total
includes taxes & fees
Aug 20 - Aug 21
Freehand Chicago

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (543)
"It was a wonderful place to stay! "
The price is NT$2,020
NT$4,828 total
includes taxes & fees
Aug 24 - Aug 25
The Chicago Hotel Collection River North

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2056)
"Beautiful property, will definitely stay there again."
The price is NT$5,346
NT$7,144 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1279)
"A wonderful hotel in a great location!"
The price is NT$8,872
NT$11,294 total
includes taxes & fees
Aug 8 - Aug 9
Claridge House

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very Good, (173)
"Great location, simple room but very quiet and comfortable."
The price is NT$3,177
NT$3,729 total
includes taxes & fees
Aug 18 - Aug 19
FOUND Hotel Chicago River North

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Great place to stay!"
The price is NT$3,950
NT$4,637 total
includes taxes & fees
Aug 24 - Aug 25
Ohio House Motel

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2275)
"Hotel location, staff and transportation were very good "
The price is NT$2,855
NT$3,351 total
includes taxes & fees
Aug 25 - Aug 26
Travelodge by Wyndham Downtown Chicago

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1001)
"Great location and hotel "
The price is NT$4,303
NT$5,051 total
includes taxes & fees
Aug 10 - Aug 11
Ivy Boutique Hotel

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very Good, (1002)
"Great stay"
The price is NT$4,040
NT$4,742 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Chicago - Magnificent Mile by IHG

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1001)
"Excellent location and great vibe. "
The price is NT$6,562
NT$7,703 total
includes taxes & fees
Aug 17 - Aug 18
The Hoxton Chicago

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1928)
"Great stay"
The price is NT$3,800
NT$5,164 total
includes taxes & fees
Aug 24 - Aug 25
Millennium Knickerbocker Chicago

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (3629)
"Great stay. "
The price is NT$4,425
NT$5,194 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1023)
"Great location "
The price is NT$3,790
NT$4,449 total
includes taxes & fees
Aug 24 - Aug 25
Best Western River North Hotel

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1186)
"Perfect location, great staff and comfortable bed"
The price is NT$5,004
NT$6,758 total
includes taxes & fees
Sep 1 - Sep 2
Thompson Chicago, by Hyatt

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (263)
"Great place. Good stay for family vacation to Chicago"
Level Chicago Fulton Market

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
9.6 out of 10, Exceptional, (319)
"This was a great hotel in a great location."
The price is NT$5,004
NT$5,874 total
includes taxes & fees
Sep 1 - Sep 2
Residence Inn Chicago Downtown Magnificent Mile

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2570)
"The walkability was great & even with a packed hotel, the staff was very accommodating & it was quiet."
The price is NT$3,540
NT$4,156 total
includes taxes & fees
Aug 25 - Aug 26
Best Western Grant Park Hotel

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1894)
"Great hotel in a great location. Would definitely stay again "
The price is NT$4,559
NT$6,055 total
includes taxes & fees
Sep 1 - Sep 2
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.
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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.