Search Winnetka hotels

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Tonight
1 Apr - 2 Apr
Tomorrow
2 Apr - 3 Apr
This weekend
4 Apr - 6 Apr
Next weekend
11 Apr - 13 Apr

Filter by

Guest rating
Guest rating
Property class

Top hotels and accommodation in Winnetka

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, (2407)
"The view was amazing. I will return soon. "
The price is AU$337
includes taxes & fees
20 Apr - 21 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, (2490)
"Everything was great except for some surprise hidden fees. Over $200 in hidden fees not disclosed up front! Some urban experience tax, parking was $87. All that for only one night. "
The price is AU$359
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, (1737)
"Great for families. Cookies and hot chocolate after check in. Kids packs and closet full of kids books and toys. Pool room is warm. Water is a bit cold but still fun for the kids. Bennett park is modern and close by if the kids need to let some energy out. Conveniently located to whole foods/target/cvs. We had a credit from being VIP and had an extra credit from Loews. Room service has a service and delivery fee. The kids breakfast sandwich and omelet were plenty for adults. Would stay again. "
The price is AU$422
includes taxes & fees
20 Apr - 21 Apr
Loews Chicago Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.4 out of 10, Very good, (3033)
"Kids had an absolute blast !! Definitely going back & highly recommend!!"
The price is AU$267
includes taxes & fees
21 Apr - 22 Apr
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, (2301)
"Our reservation was for 2 queen beds but the room we got had 2 double beds. "
The price is AU$193
includes taxes & fees
20 Apr - 21 Apr
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, (1755)
"Highly recommend this property, restaurant was very good , rooms were spacious clean and updated "
The price is AU$376
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, (1847)
"Was soo good! "
The price is AU$421
includes taxes & fees
4 Apr - 5 Apr
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, (2905)
"The staff were very friendly and helpful!"
The price is AU$162
includes taxes & fees
20 Apr - 21 Apr
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.4 out of 10, Very good, (1195)
"Property needs a little TLC but maybe just off season? The staff were nice, amenities were great and the rainfall shower was top notch! Comfy beds too!"
The price is AU$205
includes taxes & fees
2 Apr - 3 Apr
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.2 out of 10, Very good, (1813)
"I like the room! Have everithing and good price"
The price is AU$271
includes taxes & fees
20 Apr - 21 Apr
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, (3825)
"Perfect location and great, clean hotel!"
The price is AU$386
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, (2205)
"My family stayed here over spring break. Checkin was fast and seamless. The bellman met us at the car and took our bags up to our room. The staff was helpful during our stay. Everyone was friendly. Front desk was helpful. The bar/restaurant closed for a few days, but the front desk gave us bottled water. Hotel is nicely located near Francesca’s and Wildberry Cafe, which we enjoyed during our time. We took taxis and Ubers while we were in town. Checkout was a bit more chaotic. The Bellman did...
The price is AU$244
includes taxes & fees
21 Apr - 22 Apr
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.2 out of 10, Very good, (2039)
"Good"
The price is AU$188
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, (1344)
"Nice enough but very expensive "
The price is AU$299
includes taxes & fees
20 Apr - 21 Apr
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Restaurant

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.8 out of 10, Good, (1253)
"Stay was nice. Great location 5-10 walk to many places. "
The price is AU$210
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, (1816)
"Great location. Elevators are rather slow, and walls are a bit thin, otherwise no issues here."
The price is AU$171
includes taxes & fees
8 Apr - 9 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, (1636)
"Probably one of the best to stay in Chicago, I will be back soon!!!"
The price is AU$250
includes taxes & fees
6 Apr - 7 Apr
Hotel Riu Plaza Chicago
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.0 out of 10, Very good, (3027)
"Great location, friendly staff, and awesome bakery in the lobby area"
The price is AU$152
includes taxes & fees
21 Apr - 22 Apr
Best Western Grant Park Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (9417)
"Service was above and beyond. We really enjoy our stay "
The price is AU$188
includes taxes & fees
2 Apr - 3 Apr
Congress Plaza Hotel
Le Méridien Essex Chicago
City view

Le Méridien Essex Chicago

4.0 star property
8.6 out of 10, Excellent, (1104)
"Check in was easy and pleasant. The room was clean and the downstairs restaurant was delicious and the staff very nice. Kiera helped us check in and was so helpful. I would highly recommend to others."
The price is AU$220
includes taxes & fees
21 Apr - 22 Apr
Le Méridien Essex 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.
Don't see what you're looking for?
See all available properties in Winnetka
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 16.3 mi (26.3 km) from the heart of Winnetka, Crowne Plaza Chicago West Loop by IHG is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Swissotel - Chicago and Embassy Suites by Hilton Chicago Downtown River North. See all available top hotels, or vacation rentals in Winnetka.

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

Luxury Home Away From Your Home: This holiday home rental outside of Winnetka is equipped with a BBQ, air conditioning and a Smart TV to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. 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.