Hotels in Westchester

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May 16 - May 17
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Top Rated Westchester Hotels

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
13.3 mi from city center
$135 nightly
The price is $161 total per night
$161 total
May 25 - May 26
Total with taxes and fees
Guests of Congress Plaza Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. Self parking is offered for USD 62.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, concierge services, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Free Cancellation
Reserve now, pay when you stay
13.37 mi from city center
$144 nightly
The price is $171 total per night
$171 total
May 25 - May 26
Total with taxes and fees
River Hotel features a gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 76 per night. The front desk is staffed 24/7 to help with concierge services, securing valuables, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include conference space, a business center, and express check-in.
Pet friendly
Free WiFi
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
13.57 mi from city center
$165 nightly
The price is $197 total per night
$197 total
May 25 - May 26
Total with taxes and fees
A 24-hour gym and free WiFi in public areas are features at Hotel Riu Plaza Chicago. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and dry cleaning/laundry.
Breakfast included
Free WiFi
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Free Cancellation
Reserve now, pay when you stay
13.18 mi from city center
$125 nightly
The price is $148 total per night
$148 total
May 25 - May 26
Total with taxes and fees
Guests of Hotel Felix River North/Magnificent Mile enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 74 per day. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, tours or tickets, and securing valuables. Other amenities at this boutique hotel include a 24-hour business center, coffee/tea in a common area, and express check-out.
Pet friendly
Free WiFi
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
Free Cancellation
12.74 mi from city center
$158 nightly
The price is $188 total per night
$188 total
May 25 - May 26
Total with taxes and fees
At Holiday Inn Chicago Dwtn - The Mart by IHG, guests enjoy features like an indoor pool, a 24-hour gym, and a sauna. Self parking is offered for USD 63 per day. The front desk has multilingual staff on hand 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include free WiFi in public areas, conference space, and a microwave in a common area.
Pool
Free WiFi
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
13.35 mi from city center
$94 nightly
The price is $112 total per night
$112 total
May 25 - May 26
Total with taxes and fees
Guests of Freehand Chicago enjoy features like a 24-hour gym, free WiFi in public areas, and express check-in. Self parking is offered for USD 64 per night. Multilingual staff at the 24-hour front desk can assist with luggage storage, tours or tickets, and dry cleaning/laundry. Additional amenities include express check-out, laundry facilities, and a water dispenser.
Pet friendly
Free WiFi
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive Chicago IL
Free Cancellation
Reserve now, pay when you stay
13.58 mi from city center
$206 nightly
The price is $244 total per night
$244 total
May 25 - May 26
Total with taxes and fees
Guests staying at Fairmont Chicago at Millennium Park enjoy access to a full-service spa, a 24-hour gym, and free WiFi in public areas. Valet parking is available for USD 88 per day, and there's also limo/town car service. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, concierge services, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include meeting rooms, conference space, and a business center.
Spa
Pet friendly
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Free Cancellation
13.64 mi from city center
$123 nightly
The price is $146 total per night
$146 total
May 25 - May 26
Total with taxes and fees
Guests of The Chicago Hotel Collection - Magnificent Mile enjoy features like a 24-hour gym, free WiFi in public areas, and express check-out. Self parking is available for USD 58 per night. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Other amenities at this boutique hotel include a reception hall, wedding services, and a TV in a common area.
Pet friendly
Free WiFi
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
13.74 mi from city center
$130 nightly
The price is $155 total per night
$155 total
May 25 - May 26
Total with taxes and fees
At Hilton Chicago/Magnificent Mile Suites, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Valet parking is available for USD 82 per night. The front desk has multilingual staff on hand 24/7 to help with securing valuables, dry cleaning/laundry, and concierge services. Additional amenities include conference space, a business center, and express check-out.
Pool
Pet friendly
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
243 E. Ontario Chicago IL
Free Cancellation
Reserve now, pay when you stay
13.67 mi from city center
$136 nightly
The price is $162 total per night
$162 total
May 27 - May 28
Total with taxes and fees
Guests of Aloft by Marriott Chicago Mag Mile have access to an indoor pool, a gym, and free WiFi in public areas. Valet parking is offered for USD 65 per night. The 24-hour front desk has multilingual staff ready to assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include conference space, a business center, and a microwave in a common area.
Pool
Pet friendly
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Free Cancellation
Reserve now, pay when you stay
13.32 mi from city center
$147 nightly
The price is $174 total per night
$174 total
May 25 - May 26
Total with taxes and fees
Guests of Embassy Suites by Hilton Chicago Downtown River North have access to an indoor pool, a gym, and WiFi in public areas. Valet parking is available for USD 79.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, concierge services, and dry cleaning/laundry. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Breakfast included
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Free Cancellation
Reserve now, pay when you stay
8.9 mi from city center
$243 nightly
The price is $286 total per night
$286 total
Jun 7 - Jun 8
Total with taxes and fees
Guests of Hilton Chicago O'Hare Airport enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is USD 77 per day if you plan to drive, or hop aboard the free airport shuttle (available on request). Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, concierge services, and luggage storage. Additional amenities include a conference center, a business center, and a computer station.
Free airport shuttle
Pet friendly
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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.

Cheap Westchester hotels options

    Four Points by Sheraton Chicago Westchester/Oak Brook

    Four Points by Sheraton Chicago Westchester/Oak Brook

    2222 Enterprise Drive Westchester IL
    $110 nightly
    The price is $123 total per night from May 24 to May 25
    $123 total
    May 24 - May 25
    Total with taxes and fees
    8.6/10 Excellent! (1,002 reviews)

Where is a good place to stay in Westchester?

What are some of the best hotels in Westchester?

Here are some top hotels around Westchester:

Stop in at the restaurants in family-friendly Westchester, and then enjoy the local attractions such as the shopping. Though not in the heart of Westchester, you may want to visit famous sights in the larger area like Wrigley Field and McCormick Place.

Westchester hotels essential information

Accommodation
5,165 hotels
Lowest Price
$112
Highest Price
$286
Popular hotels
Congress Plaza Hotel, River Hotel, Hotel Riu Plaza Chicago, Hotel Felix River North/Magnificent Mile, Holiday Inn Chicago Dwtn - The Mart by IHG, Freehand Chicago, Fairmont Chicago at Millennium Park, The Chicago Hotel Collection - Magnificent Mile, Hilton Chicago/Magnificent Mile Suites, Aloft Chicago Mag Mile, Embassy Suites by Hilton Chicago Downtown River North, Hilton Chicago O'Hare Airport

Recent Reviews

Congress Plaza Hotel

Congress Plaza Hotel

3/5 Okay
"Hotel and room were clean. Bed was a little hard for my liking. Over not a bad hotel. Would stay here again"
A verified traveler stayed at Congress Plaza Hotel
Posted 1 hour ago
Congress Plaza Hotel

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