Winnetka hotels from HK$608

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Go beyond your typical stay in Winnetka

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13 Nov - 14 Nov
Tomorrow
14 Nov - 15 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

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Our top choices for Winnetka hotels

A modern lounge area with leather sofas, a coffee table, and a patterned rug.

1. Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (3,230 reviews)
"Great and helpful front desk staff and very accessible from the airport with free shuttle service"
United States
Nilantay Morshed
The price is HK$957
HK$1,105 total
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Chicago O'Hare – Rosemont by IHG
A hotel entrance with a prominent 'MORTON' sign, a 'HOTEL BLAKE CHICAGO' sign, and a '542' address number.

2. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,208 reviews)
"Great location from both airports. Lovely hotel clean and convenient"
United Kingdom
Kanokkan
The price is HK$873
HK$1,038 total
includes taxes & fees
10 Dec - 11 Dec
Hilton Vacation Club Hotel Blake Chicago
A spacious lobby with a bar area, seating arrangements, and a large map on the wall.

3. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1,179 reviews)
"Great location and wonderful staff."
United States
Jodi
The price is HK$803
HK$955 total
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
A hotel sign with "HYATT PLACE" written on it, surrounded by tall buildings and street lamps.

4. Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,906 reviews)
"Great location, clean hotel and overall a great place to stay."
United States
Pamela
The price is HK$988
HK$1,175 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Place Chicago/River North
A cityscape at dusk with high-rise buildings, including a Hilton hotel.

5. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,065 reviews)
"Great place to stay"
United States
Melissa
The price is HK$800
HK$951 total
includes taxes & fees
10 Dec - 11 Dec
Hilton Chicago/Magnificent Mile Suites
A multi-story hotel with a prominent Courtyard Marriott sign, large windows, and a modern architectural design.

6. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,091 reviews)
"Hotel location was perfect and the staff was especially helpful with many recommendations for the area! I felt very safe here."
United States
natasha
The price is HK$864
HK$1,027 total
includes taxes & fees
6 Dec - 7 Dec
Courtyard by Marriott Chicago Magnificent Mile
A bar with a circular liquor display, seating with stools, and a city view through large windows.

7. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,500 reviews)
"Wonderful will stay again"
United States
Kristee
The price is HK$1,218
HK$1,727 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Chicago
A bar area with a long counter, multiple stools, and shelves stocked with bottles.

8. L7 CHICAGO by LOTTE HOTELS

L7 CHICAGO by LOTTE HOTELS
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,233 reviews)
"Great location, helpful staff. Would stay again."
United States
Cory
The price is HK$1,201
HK$1,428 total
includes taxes & fees
7 Dec - 8 Dec
L7 CHICAGO by LOTTE HOTELS
A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

9. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,603 reviews)
"Great hotel"
United States
Tracy
The price is HK$868
HK$1,032 total
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn & Suites Chicago Downtown
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

10. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,588 reviews)
"Great location and beautiful hotel!"
United States
Jodi
The price is HK$760
HK$904 total
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
A multi-story hotel with a brick facade, a ground-level cafe, and a visible Starbucks.

11. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,980 reviews)
"Amazing stay!"
United States
Elyjah James
The price is HK$927
HK$1,102 total
includes taxes & fees
23 Nov - 24 Nov
Embassy Suites by Hilton Chicago Downtown River North
A high-rise building with a modern architectural design, featuring a grid-like facade and large windows.

12. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,699 reviews)
"Great buffet breakfast and friendly staff"
United States
maranda
The price is HK$961
HK$1,366 total
includes taxes & fees
14 Dec - 15 Dec
Hotel Riu Plaza Chicago
A hotel entrance with a sign for Fairfield Inn & Suites by Marriott.

13. Fairfield Inn & Suites Chicago Downtown/River North

Fairfield Inn & Suites Chicago Downtown/River North
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,205 reviews)
"Excellent location. The breakfast was fantastic, and the staff was so kind and welcoming. Walkable to many great restaurants and activities."
United States
Jeralie
The price is HK$863
HK$1,026 total
includes taxes & fees
23 Nov - 24 Nov
Fairfield Inn & Suites Chicago Downtown/River North
A modern high-rise hotel with multiple floors, large windows, and a well-lit entrance area.

14. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,309 reviews)
"Great location . Would definitely come back there"
United States
Kevin
The price is HK$854
HK$1,015 total
includes taxes & fees
13 Dec - 14 Dec
Aloft by Marriott Chicago Mag Mile
A tall, modern skyscraper with a glass facade, surrounded by other high-rise buildings.

15. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,377 reviews)
"Great hotel"
United States
Kristopher Joel
The price is HK$910
HK$1,082 total
includes taxes & fees
23 Nov - 24 Nov
citizenM Chicago Downtown
A dining table set for six with a cityscape view through large windows.

16. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,583 reviews)
"Great hotel"
United States
Daniel Michael
The price is HK$983
HK$1,445 total
includes taxes & fees
13 Dec - 14 Dec
Swissotel - Chicago
A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

17. Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,222 reviews)
"Staff kind, clean room and good breakfast"
United States
Inés
The price is HK$1,024
HK$1,217 total
includes taxes & fees
22 Nov - 23 Nov
Springhill Suites by Marriott Chicago Downtown/ River North
A high-rise building with multiple balconies and a view of a marina below.

18. Hotel Chicago Downtown, Autograph Collection by Marriott

Hotel Chicago Downtown, Autograph Collection by Marriott
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,002 reviews)
"Everything was great and comfortable will stay again"
United States
Safrona
The price is HK$1,012
HK$1,436 total
includes taxes & fees
23 Nov - 24 Nov
Hotel Chicago Downtown, Autograph Collection by Marriott
A modern hotel with a glass facade, multiple floors, and a visible entrance.

19. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,701 reviews)
"Great location and the front desk staff was exceptional - Addy, Julian and the whole crew on Thursday and Friday morning!"
United States
maribeth
The price is HK$926
HK$1,101 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Place Chicago/Downtown - The Loop
A modern hotel with a glass facade, multiple floors, and a prominent entrance with a sign.

20. Home2 Suites by Hilton Chicago River North

Home2 Suites by Hilton Chicago River North
3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2,253 reviews)
"Breakfast was great and location was great for the shopping we were doing."
United States
Bette
The price is HK$860
HK$1,023 total
includes taxes & fees
23 Nov - 24 Nov
Home2 Suites by Hilton Chicago River North
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

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
A suburban street with a stone house, a tree, and a clear sky.

Frequently Asked Questions

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

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This holiday home rental outside of Winnetka is located in the city centre, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, 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 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, Navy Pier and Michigan Avenue. There are 4434 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, Maple Street Beach and Elder Lane Beach. Additionally, you'll find Wrigley Field and Navy Pier 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.

What's the best place to stay in Winnetka?

Located 16.2 mi (26.1 km) from the heart of Winnetka, River Hotel is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Congress Plaza Hotel and The Chicago Hotel Collection Ambassador Gold Coast. See all available top hotels, or vacation rentals in Winnetka.