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19 Feb - 20 Feb
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20 Feb - 21 Feb
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20 Feb - 22 Feb
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Our top choices for Winnetka hotels

Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,211 reviews)
"Amazing stay "
United States
Napoleon
The Chicago Hotel Collection - Magnificent Mile
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,284 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is NZ$207
includes taxes & fees
26 Feb - 27 Feb
The Chicago Hotel Collection Ambassador Gold Coast
Exterior

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,524 reviews)
"Great location, friendly staff and nice room"
United States
Srinivasa
The price is NZ$174
includes taxes & fees
22 Feb - 23 Feb
Claridge House Chicago, Tapestry Collection by Hilton
Bar (on property)

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,126 reviews)
"I always stay here when in town. "
United States
Jeffrey
Ivy Boutique Hotel
Shared kitchen

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (462 reviews)
"Amazing staff and very clean, modern rooms!"
United States
genevieve
The price is NZ$112
includes taxes & fees
2 Mar - 3 Mar
FOUND Hotel Chicago River North
Exterior

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,040 reviews)
"Great place"
United States
Omar
The price is NZ$197
includes taxes & fees
4 Mar - 5 Mar
Warwick Allerton - Chicago
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,406 reviews)
"Can't wait to go back love the hotel and the location was great."
United States
eyulonda
The price is NZ$195
includes taxes & fees
22 Feb - 23 Feb
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Bar (on property)

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.4 out of 10, Very good, (3,966 reviews)
"Great location, the room was nice and the breakfast was good. Overall great value for this property"
United States
Jorge
The price is NZ$145
includes taxes & fees
22 Feb - 23 Feb
The Whitehall Hotel, BW Premier Collection
Exterior

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Downtown Chicago
8.0 out of 10, Very good, (1,406 reviews)
"Great hotel,, like so much"
United States
Ilham
The price is NZ$175
includes taxes & fees
24 Feb - 25 Feb
Hampton Inn Chicago Downtown/Magnificent Mile
Cocktail bar

ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,962 reviews)
"Very convenient place to stay friendly and helpful staff."
United States
Rick
The price is NZ$176
includes taxes & fees
26 Feb - 27 Feb
ACME Hotel Chicago, Outset Collection by Hilton
Lobby sitting area

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1,854 reviews)
"Nice hotel for affordable price. Also close to everything"
United States
Anniyah
Hotel Saint Clair- Magnificent Mile
Nightclub

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,034 reviews)
"Clean rooms, very friendly staff, and great location"
United States
Dipayan
The price is NZ$180
includes taxes & fees
26 Feb - 27 Feb
Central Loop Hotel
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,007 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is NZ$302
includes taxes & fees
6 Mar - 7 Mar
Staypineapple, An Iconic Hotel, The Loop
Rooftop bar, al fresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,060 reviews)
"Clean rooms, great staff, and great location."
United States
Romel
The price is NZ$214
includes taxes & fees
22 Feb - 23 Feb
The Godfrey Hotel Chicago
2 restaurants, breakfast served

The Drake

The Drake
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,396 reviews)
"Great place "
United States
Linda
The price is NZ$245
includes taxes & fees
26 Feb - 27 Feb
The Drake
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,088 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is NZ$195
includes taxes & fees
22 Feb - 23 Feb
Aloft Chicago Mag Mile
Presidential Suite, 1 King Bed | Bathroom

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,324 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is NZ$415
includes taxes & fees
22 Feb - 23 Feb
Sofitel Chicago Magnificent Mile
Indoor pool

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4,372 reviews)
"Clean room, friendly staff, great location!"
United States
Juliana
The price is NZ$165
includes taxes & fees
2 Mar - 3 Mar
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Serves breakfast, lunch and dinner

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (894 reviews)
"Clean, friendly staff, and excellent location "
United States
Paulina
The price is NZ$221
includes taxes & fees
27 Feb - 28 Feb
Moxy Chicago Downtown
Exterior

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,077 reviews)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is NZ$299
includes taxes & fees
26 Feb - 27 Feb
Hyatt Centric Chicago Magnificent Mile
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

Chocolate Box

Enjoy a stop at Chocolate Box, an entertaining place to visit in Winnetka. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Elder Lane Beach

This lakefront sanctuary offers a serene escape with pristine sandy shores and Lake Michigan views. Enjoy a peaceful afternoon in the adjacent park with its well-maintained picnic areas and playground.
See properties

Learn more about Winnetka

Elegant North Shore homes line the streets near Lake Michigan beaches where locals picnic during summer festivals. Explore the historic Crow Island School's architecture or catch a show at the Winnetka Community House theatre.

See all hotels in Winnetka
Stinson Memorial Library Anna Illinois Listed on the National Register Funded by Anna businessman Robert Burns Stinson, designed by Walter Burley Griffin who studied under Frank Lloyd Wright.

Top Winnetka Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"Classic older and well maintained hotel. "
Cliff 2-night trip
Posted 18 hours ago
Palmer House a Hilton Hotel

More cheap accommodation in Winnetka

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2881 Touhy Ave Elk Grove Village IL
The price is NZ$78 per night from 10 Mar to 11 Mar
NZ$78
10 Mar - 11 Mar
includes taxes & fees
7.8/10 Good! (1,826 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 Hotel Riu Plaza Chicago and Hilton Chicago. See all available top hotels, or vacation rentals in Winnetka.
What are some of the best holiday rentals that Winnetka has to offer?
Wrigley Field/Lakeview -Entire Home- Large Groups!: This holiday home rental outside of Winnetka is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden 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! 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 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. There are 4642 hotels and other accommodation options in the surrounding area. 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.

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