Hotels in Westchester

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Sep 29 - Sep 30
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Top Rated Westchester Hotels

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
$184 nightly
The price is $219 total per night
$219 total
Oct 1 - Oct 2
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 luggage storage, securing valuables, and concierge services. 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
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
$157 nightly
The price is $187 total per night
$187 total
Oct 26 - Oct 27
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 concierge services, luggage storage, and securing valuables. Additional amenities include conference space, a business center, and express check-out.
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
13.54 mi from city center
$179 nightly
The price is $213 total per night
$213 total
Oct 25 - Oct 26
Total with taxes and fees
Guests of The Chicago Hotel Collection Ambassador Gold Coast enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 82 per night. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Additional amenities include conference space, express check-out, and a fireplace in the lobby.
Pet friendly
Free WiFi
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 out of 5
160 E Huron Street Chicago IL
13.61 mi from city center
$203 nightly
The price is $242 total per night
$242 total
Oct 25 - Oct 26
Total with taxes and fees
Guests of Hampton Inn Chicago Downtown/Magnificent Mile enjoy access to free WiFi in public areas, meeting rooms, and conference space. Valet parking is offered for USD 72.00 per night. The 24-hour front desk has multilingual staff ready to assist with luggage storage, concierge services, and securing valuables. Other amenities at this family-friendly hotel include coffee/tea in a common area, a microwave in a common area, and a computer station.
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
13.64 mi from city center
$179 nightly
The price is $213 total per night
$213 total
Oct 25 - Oct 26
Total with taxes and fees
The Chicago Hotel Collection - Magnificent Mile offers a 24-hour gym, a rooftop terrace, and free WiFi in public areas. Valet parking is offered for USD 82 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 meeting rooms, coffee/tea in a common area, and express check-out.
Pet friendly
Free WiFi
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
13.25 mi from city center
$190 nightly
The price is $226 total per night
$226 total
Oct 30 - Oct 31
Total with taxes and fees
Guests staying at Hilton Chicago enjoy an indoor pool, a gym, and a sauna. Valet parking is offered for USD 88.00 per day. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, luggage storage, and securing valuables. Other amenities at this historic hotel include free WiFi in public areas, a hot tub, and a conference center.
Pool
Hot Tub
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3 out of 5
201 East Walton Place Chicago IL
Free Cancellation
Reserve now, pay when you stay
13.77 mi from city center
$176 nightly
The price is $209 total per night
$209 total
Oct 27 - Oct 28
Total with taxes and fees
Renovated in 2024, Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical offers a gym, free WiFi in public areas, and conference space. Valet parking is offered for USD 70 per day. The front desk has multilingual staff standing by 24 hours a day to assist with dry cleaning/laundry and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Additional amenities include a business center, express check-out, and laundry facilities.
Breakfast included
Pet friendly
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
172 W Adams St Chicago IL
Free Cancellation
Reserve now, pay when you stay
12.9 mi from city center
$199 nightly
The price is $237 total per night
$237 total
Oct 1 - Oct 2
Total with taxes and fees
At THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel, guests have access to a 24-hour gym, free WiFi in public areas, and conference space. Multilingual staff at the 24-hour front desk can assist with securing valuables, luggage storage, and dry cleaning/laundry. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a computer station.
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
13.52 mi from city center
$304 nightly
The price is $361 total per night
$361 total
Oct 30 - Oct 31
Total with taxes and fees
Guests of Hyatt Regency Chicago enjoy a gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 92 per night. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, securing valuables, and concierge services. Additional amenities include conference space, a business center, and express check-in.
Free WiFi
Restaurant
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
Free Cancellation
13.51 mi from city center
$292 nightly
The price is $348 total per night
$348 total
Oct 25 - Oct 26
Total with taxes and fees
At InterContinental Chicago Magnificent Mile by IHG, guests enjoy an indoor pool, a gym, and a sauna. Valet parking is offered for USD 88 per day. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and securing valuables. Other amenities at this luxury hotel include free WiFi in public areas, express check-out, and a reception hall.
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
225 N Wabash Ave Chicago IL
13.34 mi from city center
$287 nightly
The price is $341 total per night
$341 total
Oct 1 - Oct 2
Total with taxes and fees
L7 Chicago by LOTTE features a 24-hour gym, free WiFi in public areas, and coffee in a common area. Valet parking is available for USD 69.00 per day. The front desk has multilingual staff on hand 24/7 to help with luggage storage, dry cleaning/laundry, and concierge services. 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 express check-in, free newspapers, and laundry facilities.
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
13.98 mi from city center
$149 nightly
The price is $177 total per night
$177 total
Oct 25 - Oct 26
Total with taxes and fees
At The Wade, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. Valet parking is offered for USD 86 per night. The 24-hour front desk has staff standing by to help with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this luxury hotel include conference space, a 24-hour business center, and express check-out.
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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 Oct 4 to Oct 5
    $123 total
    Oct 4 - Oct 5
    Total with taxes and fees
    8.6/10 Excellent! (1,006 reviews)

Where is a good place to stay in Westchester?

What are some of the best hotels to stay with pets in Westchester?

Four Points by Sheraton Chicago Westchester/Oak Brook is a pet-friendly hotel with free WiFi, free parking, and a fitness center.

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
5,033 hotels
Lowest Price
$123
Highest Price
$361
Popular hotels
River Hotel, Congress Plaza Hotel, The Chicago Hotel Collection Ambassador Gold Coast, Hampton Inn Chicago Downtown/Magnificent Mile, The Chicago Hotel Collection - Magnificent Mile, Hilton Chicago, Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical, THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel, Hyatt Regency Chicago, InterContinental Chicago Magnificent Mile by IHG, L7 Chicago by LOTTE, The Wade

Recent Reviews

River Hotel

River Hotel

4/5 Good
"."
A verified traveler stayed at River Hotel
Posted 5 hours ago
River Hotel

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