Search Resorts in Westchester

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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

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

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Front of property - evening/night

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1005)
"Excellent for a staycation with the kids! "
The price is AED 376
AED 479 total
includes taxes & fees
20 Apr - 21 Apr
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Eaglewood Resort and Spa
Front of property - evening/night

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1003)
"Cozy place to stay."
The price is AED 393
AED 510 total
includes taxes & fees
19 Apr - 20 Apr
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
Indoor pool

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (727)
"Great family place to stay. "
The price is AED 403
AED 581 total
includes taxes & fees
20 Apr - 21 Apr
Sentral Michigan Avenue
Sonder South Wabash
Superior Apartment, 1 Bedroom, Balcony, City View | Living area | 36-inch flat-screen TV with digital channels, TV

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (472)
"Great stay "
The price is AED 425
AED 499 total
includes taxes & fees
20 Apr - 21 Apr
Sonder South Wabash
Sonder Market Hall
City view from property

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (271)
"It is in excellent walking distance from transportation. It is very quiet and the rooms were comfortable. "
The price is AED 461
AED 541 total
includes taxes & fees
21 Apr - 22 Apr
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 41 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. 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 Navy Pier 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.