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Cottages in Westchester

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Recommended hotels in Westchester

Four Points by Sheraton Chicago Westchester/Oak Brook
Exterior

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.6 out of 10, Excellent, (1001)
"Clean room, friendly staff"
$90 nightly
The price is $101
Oct 8 - Oct 9
Total with taxes and fees
Four Points by Sheraton Chicago Westchester/Oak Brook
Eaglewood Resort and Spa
Front of property - evening/night

Eaglewood Resort and Spa

4.0 star property
8.8 out of 10, Excellent, (1001)
"Property was clean, quiet, and great place to stay."
$122 nightly
The price is $135
Nov 1 - Nov 2
Total with taxes and fees
Eaglewood Resort and Spa
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2164)
"Great hotel "
$216 nightly
The price is $253
Nov 2 - Nov 3
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton
Claridge House
Exterior

Claridge House

4.0 star property
9.0 out of 10, Wonderful, (1380)
"Wonderful Stay!"
$127 nightly
The price is $150
Nov 3 - Nov 4
Total with taxes and fees
Claridge House
Cozy Westchester Retreat Near Chicago & Parks | LCP Collection
Exterior

Cozy Westchester Retreat Near Chicago & Parks | LCP Collection

$485 nightly
The price is $519
Oct 6 - Oct 7
Total with taxes and fees
Cozy Westchester Retreat Near Chicago & Parks | LCP Collection
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Exterior

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

9.8 out of 10, Exceptional, (19)
"Great place Great location "
$412 nightly
The price is $441
Oct 6 - Oct 7
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
King Bed, Game Room & Fire Pit | LCP Collection
Exterior

King Bed, Game Room & Fire Pit | LCP Collection

6.0 out of 10, (1)
"The house itself was beautiful! The yard was perfect for relaxing, and the home was spacious, comfortable, and very clean.Unfortunately, we did run into a few issues during our stay. The king bed in the master bedroom was broken and could not be used. A maintenance person showed up after hours without any prior notice or communication from the host, which made us uncomfortable letting them in. We decided to forgo use of the main bedroom rather than allow an unannounced visitor. In addition,...
$505 nightly
The price is $540
Oct 28 - Oct 29
Total with taxes and fees
King Bed, Game Room & Fire Pit | LCP Collection
The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very Good, (1153)
"Room and breakfast fantastic!"
$165 nightly
The price is $194
Oct 23 - Oct 24
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast
Millennium Knickerbocker Chicago
Lobby

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1971)
"We have stayed here several times and love the hotel and location."
$112 nightly
The price is $131
Nov 3 - Nov 4
Total with taxes and fees
Millennium Knickerbocker Chicago
Ohio House Motel
View from property

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1007)
"Awesome place to stay. "
$120 nightly
The price is $141
Nov 3 - Nov 4
Total with taxes and fees
Ohio House Motel
Thompson Chicago, by Hyatt
Exterior

Thompson Chicago, by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1246)
"Expensive, but comfortable and in a great location "
$199 nightly
The price is $234
Oct 19 - Oct 20
Total with taxes and fees
Thompson Chicago, by Hyatt
The Chicago Hotel Collection River North
Exterior

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (627)
"Great stay"
$120 nightly
The price is $141
Nov 4 - Nov 5
Total with taxes and fees
The Chicago Hotel Collection River North
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1005)
"Great place!"
$173 nightly
The price is $203
Nov 3 - Nov 4
Total with taxes and fees
Ivy Boutique Hotel
The Willows Hotel
Front of property

The Willows Hotel

3.0 star property
8.4 out of 10, Very Good, (1004)
"Clean room | Staff | Shops nearby "
$126 nightly
The price is $147
Oct 27 - Oct 28
Total with taxes and fees
The Willows Hotel
The Godfrey Hotel Chicago
Rooftop bar, alfresco dining, open daily

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1882)
"Great hotel"
$164 nightly
The price is $192
Nov 3 - Nov 4
Total with taxes and fees
The Godfrey Hotel Chicago
Silversmith Hotel Chicago Downtown
Ice skating

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1994)
"Excellent hotel, staff, location. "
$169 nightly
The price is $198
Nov 2 - Nov 3
Total with taxes and fees
Silversmith Hotel Chicago Downtown
Hyatt House Chicago West Loop
City view from property

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1045)
"Great location near lots of restaurants. "
$194 nightly
The price is $228
Nov 2 - Nov 3
Total with taxes and fees
Hyatt House Chicago West Loop
The Emily Hotel
Fireplace

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1231)
"Loved it will be staying here again "
$210 nightly
The price is $247
Nov 2 - Nov 3
Total with taxes and fees
The Emily Hotel
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2157)
"The hotel was quiet and clean and restaurant was right next door in addition to inside the hotel"
$223 nightly
The price is $262
Oct 23 - Oct 24
Total with taxes and fees
Hyatt Centric The Loop Chicago
Travelodge by Wyndham Downtown Chicago
Exterior

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2378)
"Comfortable bed, bright room, good shower, very accessible location."
$113 nightly
The price is $133
Nov 4 - Nov 5
Total with taxes and fees
Travelodge by Wyndham Downtown Chicago
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.
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Top Westchester Hotel Reviews

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Everything was very nice. Great location for walking, subway, or Uber/Lyft. Restaurants within same block offer top-notch cuisine. I would go back and stay here again! "
Sarah 2-night trip
Posted 9 hours ago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Find out more about Westchester

Find out more about Westchester

Westchester Cottages information

Number of reviews
34,414
Accommodation
16 Cottages
Lowest Price
$101
Highest Price
$324

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