Find hotels in Winnetka, IL

  • 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
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

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

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2039)
"Really enjoyed the Pier area and the King bed rooms. Definitely felt like a luxury weekend away for my dad's birthday!"
The price is AED 436
AED 512 total
includes taxes & fees
9 Feb - 10 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1928)
"We would go back again "
The price is AED 559
AED 764 total
includes taxes & fees
16 Feb - 17 Feb
Swissotel - Chicago

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1416)
"Rooms nice and comfortable, updated decor. Staff pleasant, check in quick and easy. I will definitely stay here again."
The price is AED 511
AED 716 total
includes taxes & fees
9 Feb - 10 Feb
Loews Chicago Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1800)
"I liked the quietness, and the area surrounding it Nice shopping areas."
The price is AED 350
AED 410 total
includes taxes & fees
9 Feb - 10 Feb
DoubleTree by Hilton Chicago - Magnificent Mile

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1425)
"Staff was pleasant, rooms were nice and clean beautiful views, restaurants in Hotel was nice friendly staff. "
The price is AED 491
AED 688 total
includes taxes & fees
9 Feb - 10 Feb
Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1624)
"Great!"
The price is AED 625
AED 841 total
includes taxes & fees
7 Feb - 8 Feb
Fairmont Chicago at Millennium Park

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2573)
"The staff were amazing and friendly and helpful. The rooms were clean and comfortable . Location was easy to find and close to amazing restaurants and views . Can’t wait to return "
The price is AED 309
AED 362 total
includes taxes & fees
6 Feb - 7 Feb
Aloft Chicago Mag Mile

Ivy Boutique Hotel

4.5 star property
8.4 out of 10, Very Good, (1009)
"Very beautiful room and aesthetic "
The price is AED 293
AED 345 total
includes taxes & fees
25 Feb - 26 Feb
Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.2 out of 10, Very Good, (1627)
"Excellent"
The price is AED 421
AED 495 total
includes taxes & fees
12 Feb - 13 Feb
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3189)
"I’ll stay here again!"
The price is AED 559
AED 764 total
includes taxes & fees
16 Feb - 17 Feb
Hyatt Regency Chicago

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (1984)
"good location.....had a great Christmas"
The price is AED 379
AED 445 total
includes taxes & fees
9 Feb - 10 Feb
Hilton Chicago/Magnificent Mile Suites

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very Good, (1781)
"Everything it is okay"
The price is AED 275
AED 410 total
includes taxes & fees
4 Feb - 5 Feb
Millennium Knickerbocker Chicago

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1038)
"Clean"
The price is AED 437
AED 599 total
includes taxes & fees
9 Feb - 10 Feb
Hyatt Centric Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1009)
"Parking horrible"
The price is AED 157
AED 433 total
includes taxes & fees
4 Feb - 5 Feb
The Chicago Hotel Collection - Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.0 out of 10, Very Good, (1517)
"I liked the location everything else was pretty average "
The price is AED 287
AED 348 total
includes taxes & fees
9 Feb - 10 Feb
Hotel Saint Clair- Magnificent Mile

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1411)
"What a great hotel. It's clean, friendly and the breakfast in the morning is so good! We thoroughly enjoyed our stay."
The price is AED 364
AED 530 total
includes taxes & fees
11 Feb - 12 Feb
Hotel Riu Plaza Chicago

The Blackstone, Autograph Collection

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Wonderful clean room"
The price is AED 492
AED 686 total
includes taxes & fees
24 Feb - 25 Feb
The Blackstone, Autograph Collection

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2520)
"-"
The price is AED 247
AED 290 total
includes taxes & fees
24 Feb - 25 Feb
Best Western Grant Park Hotel

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8478)
"The staff was wonderful and accommodating. I had high hopes that since i had booked the rooms several months in advanced that they would have been together, but I'm sure that is not something that can be helped. I had a wonderful stay and that is what mattered the most. "
The price is AED 315
AED 369 total
includes taxes & fees
16 Feb - 17 Feb
Congress Plaza Hotel

Le Méridien Essex Chicago

4.0 star property
8.6 out of 10, Excellent, (1002)
"Sarah the bartender was magnificent she talked laughed and smiled with us definitely helped us have a memorable moment! Thanks girl!"
The price is AED 309
AED 427 total
includes taxes & fees
24 Feb - 25 Feb
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

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 citizenM Chicago Downtown and Pendry Chicago. See all available top hotels, or vacation rentals in Winnetka.

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

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars: Visitors like this Winnetka vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a private yard and a selection of games. See all 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'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.