Search Resorts in Westchester

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Check prices for these dates

Next weekend
14 Saf. - 16 Saf.
In two weeks
21 Saf. - 23 Saf.
In one month
7 Rab. I - 9 Rab. I
In two months
4 Rab. II - 6 Rab. II

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)
"Good service!"
The price is SAR 384
SAR 489 total
includes taxes & fees
23 Feb - 24 Feb
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, (1011)
"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 SAR 596
SAR 737 total
includes taxes & fees
4 Feb - 5 Feb
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, (671)
"Sandra and Joy are welcoming and helpful. Great front desk."
The price is SAR 411
SAR 593 total
includes taxes & fees
4 Feb - 5 Feb
Sentral Michigan Avenue
Sonder Market Hall
Living area

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (250)
"Enjoyed My Stay."
The price is SAR 424
SAR 498 total
includes taxes & fees
24 Feb - 25 Feb
Sonder Market Hall
Sonder South Wabash
Living area

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (427)
"Property was convenient and clean. Overall great experience. Street meter parking could be a headache during parking hours but it’s a city thing. Also the incidental feee is a bit confusing with how it’s returned. "
The price is SAR 345
SAR 405 total
includes taxes & fees
25 Feb - 26 Feb
Sonder South Wabash
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. 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.