Westchester hotels

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Recommended by KAYAK

Best Westchester hotels

Discover the best prices by selecting your travel dates on KAYAK.

Most recommended Westchester hotels

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Four Points by Sheraton Chicago Westchester/Oak Brook - Westchester - Restaurant
Four Points by Sheraton Chicago Westchester/Oak Brook
Westchester, IL
8.1Very good(252)
Parking
Free Wi-Fi
Pet friendly
$119+
Check availability
The Westin O'Hare - Rosemont - Lounge
The Westin O'Hare
Rosemont, IL
8.6Very good(585)
Pool
Pet friendly
$181+
Check availability
Courtyard by Marriott Chicago Oakbrook Terrace - Oakbrook Terrace - Patio
Courtyard by Marriott Chicago Oakbrook Terrace
Oakbrook Terrace, IL
8.4Very good(189)
Parking
Free Wi-Fi
Pool
$155+
Check availability
Staybridge Suites Chicago-Oakbrook Terrace - Oakbrook Terrace - Building
Staybridge Suites Chicago-Oakbrook Terrace
Oakbrook Terrace, IL
7.6Good(236)
Parking
Free Wi-Fi
Pet friendly
$122+
Check availability
Courtyard Chicago Elmhurst/Oakbrook Area - Elmhurst - Building
Courtyard Chicago Elmhurst/Oakbrook Area
Elmhurst, IL
8.4Very good(352)
Parking
Free Wi-Fi
Pool
$154+
Check availability
Best Western Plus Chicago Hillside - Hillside - Bedroom
Best Western Plus Chicago Hillside
Hillside, IL
6.7Okay(742)
Parking
Free Wi-Fi
Pet friendly
$98+
Check availability
Sheraton Suites Chicago Elk Grove - Elk Grove Village - Restaurant
Sheraton Suites Chicago Elk Grove
Elk Grove Village, IL
7.7Good(374)
Parking
Free Wi-Fi
Pool
Pet friendly
$113+
Check availability
The Rose Chicago, Tapestry Collection By Hilton - Rosemont - Bedroom
The Rose Chicago, Tapestry Collection By Hilton
Rosemont, IL
8.7Very good(964)
Airport shuttle
Free Wi-Fi
Pet friendly
$204+
Check availability
The Drake Oak Brook Autograph Collection - Oak Brook - Building
The Drake Oak Brook Autograph Collection
Oak Brook, IL
8.7Very good(247)
Parking
$187+
Check availability
TownePlace Suites by Marriott Chicago Lombard - Lombard - Building
TownePlace Suites by Marriott Chicago Lombard
Lombard, IL
6.9Okay(143)
Parking
Free Wi-Fi
Pet friendly
$132+
Check availability
avid hotels - Chicago O Hare - Des Plaines - Des Plaines - Living room
avid hotels - Chicago O Hare - Des Plaines
Des Plaines, IL
8.8Very good(1339)
Parking
Free Wi-Fi
Pool
Pet friendly
$101+
Check availability
Sonesta Simply Suites Chicago O'Hare Airport - Schiller Park - Bedroom
Sonesta Simply Suites Chicago O'Hare Airport
Schiller Park, IL
8.0Very good(1240)
Free Wi-Fi
Pet friendly
$153+
Check availability
Hyatt Rosemont near O'Hare - Rosemont - Bedroom
Hyatt Rosemont near O'Hare
Rosemont, IL
8.0Very good(620)
Airport shuttle
Free Wi-Fi
$181+
Check availability
Loews Chicago O'Hare Hotel - Rosemont - Living room
Loews Chicago O'Hare Hotel
Rosemont, IL
8.8Very good(1163)
Airport shuttle
Free Wi-Fi
Pet friendly
$204+
Check availability
La Quinta by Wyndham Chicago O'Hare Airport - Rosemont - Restaurant
La Quinta by Wyndham Chicago O'Hare Airport
Rosemont, IL
8.1Very good(727)
Airport shuttle
Free Wi-Fi
Pet friendly
$98+
Check availability
Sonesta Es Suites Chicago - Lombard - Lombard
Sonesta Es Suites Chicago - Lombard
Lombard, IL
7.7Good(625)
Parking
Free Wi-Fi
Pool
Pet friendly
$219+
Check availability

Popular filters in Westchester hotels

Hotels with parking
Four Points by Sheraton Chicago Westchester/Oak Brook, Courtyard by Marriott Chicago Oakbrook Terrace and others
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$61 - $107$107 - $152$152 - $197$197 - $242$242+ per night

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Free cancellationFree breakfastFree parkingFree internet
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Good to know

Low season

February

High season

April

Average price (weeknight)

$128

Average price (weekend night)

$107
Cheapest month to stay with an average 24% drop in price.
Most expensive month to stay with an average 22% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Westchester hotel deals

  • If you’re looking for a cheap hotel in Chicago, you should consider visiting during the low season. You'll find cheaper hotels in Chicago in February and January.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Chicago if you stay on a Saturday. The opposite is true for, Thursday, which is usually the most expensive day.
  • The cheapest 3-star hotel room in Chicago found on KAYAK in the last 2 weeks was $117, while the most expensive was $266.
  • How long should you stay? KAYAK users usually book their hotel in Chicago for 4 days.

FAQs when booking a hotel in Westchester

Where to stay in Westchester?

Our map will help you find the perfect place to stay in Westchester by showing you the exact location of each hotel.

Everything you need to know for your stay in Westchester

Westchester Hotel Deals. Search and compare hotels in Westchester. Find cheap hotel rooms in Westchester. KAYAK searches hundreds of travel sites to help you find cheap hotels and book the room that suits you best.

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