Search Resorts in Westchester

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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 2 Resorts in Westchester with updated reviews, rates, and availability.

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Pool

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1005)
"Loved the great service and extra clean room!"
The price is AED 411
AED 517 total
includes taxes & fees
26 Jan - 27 Jan
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Eaglewood Resort and Spa
Aerial view

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1004)
"Great place to stay if you want to stay outside the Chicago area. Close to shopping, restaurants, and other sight seeing destinations. The room was clean and the staff was very polite. The only drawback is the long walk from the room the lobby and/or pool. Highly recommend. "
The price is AED 444
AED 567 total
includes taxes & fees
25 Jan - 26 Jan
Eaglewood Resort and Spa
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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Other property types in Westchester

Sentral Michigan Avenue
Pool

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (662)
"Amazing stay!"
The price is AED 403
AED 581 total
includes taxes & fees
26 Jan - 27 Jan
Sentral Michigan Avenue
Sonder South Wabash
Living area

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (420)
"Great place to spend a few days. "
The price is AED 363
AED 426 total
includes taxes & fees
28 Jan - 29 Jan
Sonder South Wabash
Sonder Market Hall
Living area

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (245)
"New. Modern. Cozy.Clean & quiet place. Will book it again!"
The price is AED 218
AED 256 total
includes taxes & fees
17 Feb - 18 Feb
Sonder Market Hall
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

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 39 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 (8.3 km) from Westchester. Features 4 restaurants, 2 bars, and a golf course. Highly rated for its pool. Eaglewood Resort and Spa - Spa resort. 11 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. Garfield Park Conservatory offers fun for the whole family, while Michigan Avenue is one of the most popular places to visit nearby. You’ll also find top attractions like Wrigley Field and Millennium Park 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.