Luxury Hotels & Resorts in Winnetka

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Winnetka Luxury Hotels

Best Winnetka Luxury Hotels

Top Winnetka Hotel Reviews

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 Chocolate Box, 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, Chocolate Box and Maple Street Beach. If you have extra time while you're in the area, you might want to stop by Wrigley Field and Naval Base Great Lakes.
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.