Compare and book 5 Star hotels in Winnetka, Chicago
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Check availability on Winnetka 5 Star Hotels
Tonight
26 Aug - 27 AugTomorrow
27 Aug - 28 AugThis weekend
28 Aug - 30 AugNext weekend
4 Sep - 6 SepOur top choices for Winnetka 5-star hotels
14.364.350 ₫
17.077.776 ₫ total
includes taxes & fees
7 Sept - 8 Sept
2. Trump International Hotel & Tower Chicago
Trump International Hotel & Tower ChicagoDowntown Chicago
Jorge
13.221.731 ₫
15.719.300 ₫ total
includes taxes & fees
7 Sept - 8 Sept
16.313.750 ₫
19.395.874 ₫ total
includes taxes & fees
30 Aug - 31 Aug
16.313.750 ₫
19.395.417 ₫ total
includes taxes & fees
30 Aug - 31 Aug
15.738.104 ₫
18.711.032 ₫ total
includes taxes & fees
30 Aug - 31 Aug
12.424.552 ₫
14.771.548 ₫ total
includes taxes & fees
27 Sept - 28 Sept
10.630.834 ₫
13.291.923 ₫ total
includes taxes & fees
30 Aug - 31 Aug
14.447.457 ₫
17.176.581 ₫ total
includes taxes & fees
8 Sept - 9 Sept
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Explore similar 4-star hotels
Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winnetka.
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
6.331.301 ₫
7.432.313 ₫ total
18 Sept - 19 Sept
includes taxes & fees
8.4/10 Very good! (2,446 reviews)
Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr Chicago IL
5.455.318 ₫
7.252.304 ₫ total
29 Aug - 30 Aug
includes taxes & fees
9.2/10 Wonderful! (1,334 reviews)
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
3.498.894 ₫
4.159.834 ₫ total
30 Aug - 31 Aug
includes taxes & fees
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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.
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.
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Frequently asked questions
How much does it cost to stay in a 5-star hotel in Winnetka?
You can find many different pricing options for 5-star hotels in Winnetka on Expedia. The amount you pay will depend on when you travel, trip length and other factors. Compare available properties for your desired dates and use our pricing and other filters to lock in the ideal upscale stay.
- Search for the lowest price per night from 4.159.834 ₫
What makes a hotel 5 stars in Winnetka?
Outstanding guest service is integral to every 5-star hotel in Winnetka. From the minute you arrive, staff attend to your every need, whether recommending activities and tours or providing in-room massage treatments. Plus, hotels have to feature superior amenities to obtain a 5-star rating. These can include deluxe baths, on-site spa facilities, pools, gastronomic restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Winnetka?
Use Expedia's filters to find an upscale getaway in Winnetka where everything you need is included in the price. From there, narrow down your results for resorts that have 5 stars and are categorised as "All inclusive." The most important thing on the to-do list at these stays? Pure enjoyment and indulgence.
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