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Search Resort Hotels in Westchester from CA $216

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Check prices for these dates

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Jul 3 - Jul 5
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Jul 24 - Jul 26
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Aug 21 - Aug 23

Our top choices for Westchester resorts

Exterior

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,174 reviews)
"Very great place to stay."
United States
NDerria
The price is CA $173
CA $223 total
includes taxes & fees
Jul 5 - Jul 6
Eaglewood Resort and Spa
Golf

Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center
4.0 star property
Oak Brook
9.0 out of 10, Wonderful, (1,004 reviews)
"A very nice stay!"
United States
Mahua
The price is CA $173
CA $216 total
includes taxes & fees
Jul 5 - Jul 6
Hilton Chicago/Oak Brook Hills Resort & Conference Center
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 Westchester Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Great place to stay....."
Jennifer 2-night trip
Posted less than an hour ago
Hilton Chicago/Magnificent Mile Suites

Find out more about Westchester

Westchester Resorts information

Number of reviews
1,174
Accommodation
2 Resorts
Lowest Price
CA $216
Highest Price
CA $223

Frequently asked questions

What can I expect from a resort vacation in Westchester?
Longing for a relaxing getaway? Treat yourself to the luxuries and comforts of a resort, where you can find everything you need for your vacation from convenient food and drink options to activities and entertainment. There are 5 resorts in the area, giving you a variety of options that might have the great restaurants or blissful spa treatments you're looking for.
What's the best resort for my stay in Westchester?
Here are our top-rated resorts around Westchester: Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. 5.1 mi (8.2 km) from Westchester. Features 4 restaurants, 2 bars, and a golf course. Highly rated for its pool. Eaglewood Resort and Spa - Spa resort. 11.1 mi (17.8 km) from Westchester. Has 2 restaurants, 2 bars, and a golf course.
What can I do in Westchester?
Travelers enjoy the shopping and other activities in Westchester, and also have good things to say about the dining options here. Galloping Ghost offers fun for the whole family, while Wrigley Field is one of the most popular places to visit nearby. You'll also find top attractions like Michigan Avenue and Soldier Field in the area.
What's the seasonal weather like in Westchester?
The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Westchester are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.
What's the best way to get to and around Westchester?
Fly into Chicago Midway Airport (MDW), which is located 8.4 mi (13.4 km) from the city center. Otherwise, you can search for flights to Chicago O'Hare Intl. Airport (ORD), which is 8.9 mi (14.3 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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