Search Inns in Westchester

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months
No exact matches found, but these alternatives could be just right

Recommended hotels in Westchester

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Westchester
9.8 out of 10, Exceptional, (20 reviews)
"Great location and the place was immaculate. Host was very nice."
United States
Carl M.
$400 nightly
The price is $428
May 11 - May 12
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

Westchester House | Sleeps 10 | Near Chicago & Parks | Close to Restaurants & Easy Local Transport Access | Long private driveway

Westchester House | Sleeps 10 | Near Chicago & Parks | Close to Restaurants & Easy Local Transport Access | Long private driveway
Westchester
$734 nightly
The price is $777
May 20 - May 21
Total with taxes and fees
Westchester House | Sleeps 10 | Near Chicago & Parks | Close to Restaurants & Easy Local Transport Access | Long private driveway

Modern Luxury 2BR Near Downtown Chicago - Sleeps 6 & Designer Stay

Modern Luxury 2BR Near Downtown Chicago - Sleeps 6 & Designer Stay
Westchester
$391 nightly
The price is $418
May 9 - May 10
Total with taxes and fees
Modern Luxury 2BR Near Downtown Chicago - Sleeps 6 & Designer Stay

Four Points by Sheraton Chicago Westchester/Oak Brook

Four Points by Sheraton Chicago Westchester/Oak Brook
3.0 star property
Westchester
8.6 out of 10, Excellent, (1,002 reviews)
"The room has clean & quiet. Nothing special. Did not try the breakfast. Decent stay. Nothing special. "
United States
GARY
$119 nightly
The price is $133
May 10 - May 11
Total with taxes and fees
Four Points by Sheraton Chicago Westchester/Oak Brook

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,707 reviews)
"Amazing hotel and staff!"
United States
erin
$199 nightly
The price is $237
May 26 - May 27
Total with taxes and fees
LondonHouse Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,432 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
United States
Cynthia
$168 nightly
The price is $199
May 25 - May 26
Total with taxes and fees
Palmer House a Hilton Hotel

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,087 reviews)
"Great hotel in an amazing location!"
United States
Samer
$165 nightly
The price is $197
May 10 - May 11
Total with taxes and fees
Hotel Riu Plaza Chicago

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,018 reviews)
"Clean hotel great restaurant "
United States
ELIZABETH
$240 nightly
The price is $285
May 26 - May 27
Total with taxes and fees
L7 Chicago by LOTTE

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,186 reviews)
"Great stay"
United States
Matthew
$125 nightly
The price is $149
May 9 - May 10
Total with taxes and fees
Congress Plaza Hotel

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,152 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
United States
Nicole
$222 nightly
The price is $264
May 26 - May 27
Total with taxes and fees
Fairmont Chicago at Millennium Park

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2,961 reviews)
"Great central location, lots to do nearby."
United States
Michael
$99 nightly
The price is $118
May 25 - May 26
Total with taxes and fees
Freehand Chicago

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,985 reviews)
"Had a great stay-5 stars of 5"
United States
donald
$126 nightly
The price is $150
May 26 - May 27
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,258 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
$161 nightly
The price is $191
May 25 - May 26
Total with taxes and fees
Silversmith Hotel Chicago Downtown

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,114 reviews)
"Great breakfast and staff. "
United States
Kelly
$156 nightly
The price is $186
May 26 - May 27
Total with taxes and fees
Arlo Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,493 reviews)
"Great place to stay "
United States
Mark
$213 nightly
The price is $254
May 26 - May 27
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,780 reviews)
"Clean room and great location "
United States
Diana
$155 nightly
The price is $184
May 25 - May 26
Total with taxes and fees
Hilton Chicago

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,396 reviews)
"Very friendly staff, great location."
Canada
Annabel
$190 nightly
The price is $226
May 25 - May 26
Total with taxes and fees
Sports Illustrated Resorts Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,310 reviews)
"Breakfasr good, view great"
United States
Jan
$213 nightly
The price is $253
May 9 - May 10
Total with taxes and fees
Swissotel - Chicago

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,424 reviews)
"Great stay, love the surrounding area. Rooms a bit small but overall a great stay. "
United States
Eric
$144 nightly
The price is $171
May 10 - May 11
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,061 reviews)
"Wonderful restaurant, amazing food."
United States
Robert
$158 nightly
The price is $188
May 25 - May 26
Total with taxes and fees
Staypineapple, An Iconic Hotel, The Loop
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Westchester Hotel Reviews

Find out more about Westchester

Westchester Inns information

Number of reviews
49,386
Accommodation
0 Inns
Lowest Price
$118
Highest Price
$777

Explore a world of travel with Expedia