Luxury Hotels & Resorts in Winnetka from AU$207

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Our top choices for Winnetka luxury hotels

1. The Glen Club

The Glen Club
4.0 star property
Glenview
9.0 out of 10, Wonderful, (404 reviews)
The price is AU$269
includes taxes & fees
19 Nov - 20 Nov
The Glen Club

2. Graduate by Hilton Evanston

Graduate by Hilton Evanston
4.0 star property
Downtown Evanston
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Luxury lakeside retreat near Northwestern University features creative cocktails at on-site bar.
The price is AU$223
includes taxes & fees
6 Dec - 7 Dec
Graduate by Hilton Evanston

3. Embassy Suites by Hilton Chicago North Shore Deerfield

Embassy Suites by Hilton Chicago North Shore Deerfield
4.0 star property
Deerfield
9.0 out of 10, Wonderful, (1,368 reviews)
  • cleanliness
    Upscale retreat with indoor pool, spa pool, and premium dining near Chicago's north shore.
The price is AU$207
includes taxes & fees
23 Nov - 24 Nov
Embassy Suites by Hilton Chicago North Shore Deerfield

4. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
4.5 star property
Rosemont
9.4 out of 10, Exceptional, (2,288 reviews)
  • cleanliness
    Indulgent urban oasis near Rosemont Theatre offers luxury comforts with Frette Italian sheets, rainfall showers, and designer amenities.
The price is AU$241
includes taxes & fees
27 Nov - 28 Nov
Loews Chicago O'Hare Hotel

5. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,578 reviews)
The price is AU$276
includes taxes & fees
26 Nov - 27 Nov
Swissotel - Chicago

6. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,896 reviews)
  • cleanliness
    Unwind in city centre Chicago's LondonHouse with rejuvenating spa treatments and riverfront luxury.
The price is AU$292
includes taxes & fees
23 Nov - 24 Nov
LondonHouse Chicago, Curio Collection by Hilton

7. The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,603 reviews)
  • cleanliness
    City centre Chicago luxury with rooftop terrace, spa treatments, and stylish dining for discerning travellers.
The price is AU$239
includes taxes & fees
7 Dec - 8 Dec
The Godfrey Hotel Chicago

8. Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,439 reviews)
  • cleanliness
    Lavish city centre retreat offers pillowtop beds, rainfall showers, and two stylish bars in Chicago's heart.
The price is AU$291
includes taxes & fees
23 Nov - 24 Nov
Thompson Chicago, by Hyatt

9. L7 CHICAGO by LOTTE HOTELS

L7 CHICAGO by LOTTE HOTELS
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,196 reviews)
The price is AU$244
includes taxes & fees
9 Dec - 10 Dec
L7 CHICAGO by LOTTE HOTELS

10. The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,221 reviews)
  • cleanliness
    Indulgent spa retreats and upscale comforts define this luxury Michigan Avenue hotel.
The price is AU$251
includes taxes & fees
22 Nov - 23 Nov
The Westin Michigan Avenue 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.

Frequently Asked Questions

Are you looking for a luxury hotel for your stay in Winnetka?

Use Expedia to arrange your flight to Chicago, IL (PWK-Chicago Executive) airport or Chicago O'Hare International Airport (ORD) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are an important consideration when you plan a holiday, so we make it easy to get what you'd like to make your stay special. If you want a posh hotel that has fine dining, a spa or several swimming pools, Expedia can help you find the best luxury hotel experience that Winnetka offers. Winnetka has some interesting things to see and do including Lake Michigan and Maple Street Beach, so you might want to take in the local sights during your visit.

When can I expect good weather in Winnetka?

Planning for the weather is a good way to make your trip to Winnetka relaxing and enjoyable, especially when you're splurging. 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 there to see and do in Winnetka?

When you're in Winnetka, enjoy exploring the sights and attractions here including Lake Michigan, Maple Street Beach and Elder Lane Beach. If you have extra time while you're in the area, you might want to stop by Wrigley Field and Navy Pier.

How can I get around Winnetka?

It's easier to get around town comfortably when you know your options. To venture out into the surrounding area, hop aboard a train at Winnetka Station or Winnetka Indian Hill Station.

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