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Check prices for these dates

Next weekend
30 Jan - 1 Feb
In two weeks
6 Feb - 8 Feb
In one month
20 Feb - 22 Feb
In two months
20 Mar - 22 Mar

Our top choices for Winnetka resorts

Exterior

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,006 reviews)
"The accommodations were excellent!! From a lovely room to a delicious breakfast it was a wonderful stay even in winter!"
United States
Pamela M.
The price is SAR 395
SAR 521 total
includes taxes & fees
26 Jan - 27 Jan
Eaglewood Resort and Spa
Property amenity

Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
4.0 star property
Half Day
8.8 out of 10, Excellent, (1,000 reviews)
"Great place to stay. "
United States
Aroop
The price is SAR 476
SAR 533 total
includes taxes & fees
20 Feb - 21 Feb
Lincolnshire Marriott Resort
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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Top Winnetka Hotel Reviews

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"The balcony was close so I didn’t get to walk out "
Shantae 1-night trip
Posted 7 hours ago
Eurostars Magnificent Mile

Frequently asked questions

What is Winnetka like for a resort vacation?
You deserve a vacation, and a resort is the perfect place to pamper yourself with the services and amenities you need for a relaxing stay in Winnetka. You'll find 27 resort hotels in the surrounding area, giving you a range of options that might have the great restaurants or state-of-the-art fitness center you're looking for.
What's a favorite resort in Winnetka?
Our top-rated resorts around Winnetka: Eaglewood Resort and Spa - Spa resort. 18.7 mi (30.1 km) from Winnetka. Features 2 restaurants, 2 bars, and a golf course. Lincolnshire Marriott Resort - Golf resort. 11.5 mi (18.4 km) from Winnetka. Has 2 restaurants, 2 bars, and a golf course.
What can I do in Winnetka?
Chocolate Box offers fun for the whole family, while Lake Michigan is one of the biggest draws. Wrigley Field and Naval Base Great Lakes are a couple additional top attractions in the area.
What's the weather like in Winnetka?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Winnetka is 48 inches.
What's the best way to get to and around Winnetka?
Fly into Chicago, IL (PWK-Chicago Executive), which is located 8.4 mi (13.5 km) from the heart of the city. Otherwise, look for flights into Chicago O'Hare Intl. Airport (ORD), which is 12.5 mi (20.2 km) away. To explore the surrounding area, ride one of the trains from Winnetka Station or Winnetka Indian Hill Station.