Search Resort Hotels in Westchester

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Browse Select Westchester Resorts

Eaglewood Resort and Spa
Front of property - evening/night
Eaglewood Resort and Spa
4.0 star property
8.4 out of 10, Very good, (1002)
"Average "
The price is CA $176
CA $223 total
includes taxes & fees
May 27 - May 28
Eaglewood Resort and Spa
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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.

Other property types in Westchester

Sentral Michigan Avenue
Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (399)
"It was amazing to have a whole apartment for the price of a hotel room... less actually. Their system is simple and painless. I will book here again!"
The price is CA $171
CA $241 total
includes taxes & fees
May 27 - May 28
Sentral Michigan Avenue
Kasa Magnificent Mile Chicago
49-inch Smart TV with digital channels, TV, streaming services
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (222)
"Everything was great. From easy check in to easy check out. The room was very nice and cozy. Very clean. Amazing view of downtown from the bedroom and balcony. I will be staying here again! "
Kasa Magnificent Mile Chicago
Sonder South Wabash
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (295)
"Overall the stay was amazing. We will definitely be booking here again."
The price is CA $265
CA $311 total
includes taxes & fees
May 28 - May 29
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 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’s our top-rated resort near Westchester: Eaglewood Resort and Spa - Spa resort. 11 mi (17.8 km) from Westchester. Features 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. Norridge Park District 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 Grant Park 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.